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Venture Capital
An International Journal of Entrepreneurial Finance
Volume 25, 2023 - Issue 4
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Research Articles

The internationalization of business angel networks: do syndicates increase cross-border investment returns?

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Pages 487-514 | Received 12 Feb 2021, Accepted 20 May 2022, Published online: 02 Jun 2022

ABSTRACT

This paper investigates the performance effects of cross-border business angel investments. Examining 815 investments on a business angel investment platform, we find an inverted U-shaped relationship between (geographic and cultural) distance and investment returns. We further show that business angels in large syndicates are less sensitive to the costs of both geographic and cultural distance and earn consistently higher returns. Our study contributes to the literature on business angel internationalization and highlights the role of co-investment networks: network resources allow business angels to mitigate transaction costs associated with cross-border investments and improve their investment returns.

Introduction

Business angels (BAs)—key providers of capital for early-stage ventures—tend to make investments in close proximity to their own location (Cumming and Zhang Citation2019; Harrison, Mason, and Robson Citation2010; Wetzel Citation1983). Proximity facilitates the transfer of information, allowing for a better assessment of the entrepreneur, the firm’s managerial capabilities, and the competitiveness of its products (Harrison, Mason, and Robson Citation2010; Kerr, Lerner, and Schoar Citation2014). In comparison, distant investment opportunities make it difficult for individual BAs to gather and assess information (Cumming and Zhang Citation2019; Antretter et al. Citation2020) or to add value to their portfolio companies by means of monitoring and mentoring (Politis Citation2008). Local preference exists in the contexts of both geographic distance (Dai, Jo, and Kassicieh Citation2012; Jääskeläinen and Maula Citation2014) and cultural distance (Hofstede Citation1980), and has made distance a prevalent rejection criterion in BA decision-making (Carpentier and Suret Citation2015; Harrison, Mason, and Robson Citation2010).

However, the way BAs make investment decisions has changed in recent years as international angel investment platforms gained popularity (Croce, Tenca, and Ughetto Citation2017; Gregson, Mann, and Harrison Citation2013; Mason, Botelho, and Harrison Citation2016; Bonini et al. Citation2018b). These platforms facilitate both domestic and cross-border investments (Bonini, Capizzi, and Zocchi Citation2019b; Lerner et al. Citation2018), thereby making their members’ investment approach increasingly international (Harrison Citation2017; Kelly Citation2007; Liu Citation2015). This practice has become extremely popular and estimates suggest that around 25% of BA investments, which used to be mostly solitary, are now taking place in angel groups (Ali Citation2017). Nevertheless, while many studies investigate the internationalization of professionally managed venture capital funds (e.g., Buchner et al. Citation2018; Dai and Nahata Citation2016; Khurshed et al. Citation2020; Hain, Johan, and Wang Citation2016; Sorenson and Stuart Citation2001), the role of distance in BA investing remains largely unexplored (e.g., Harrison, Mason, and Robson Citation2010; White and Dumay Citation2017).

In addition, angel investment platforms allow BAs to pool their capital and knowledge, a practice commonly referred to as “syndication.” BA syndicates let investors leverage the knowledge and resources of their fellow investors for distant investment opportunities. However, how and when BA syndicates can improve investment returns remains largely unknown (Butticè, Croce, and Ughetto Citation2021; Bonini et al. Citation2018b). Although BAs finance more businesses than venture capitalists (Mason, Botelho, and Harrison Citation2016) and angel groups take over investment ranges that used to be the prerogative of venture capital (Mason, Botelho, and Harrison Citation2019), their effect remains comparatively unexplored (Harrison, Mason, and Robson Citation2010; White and Dumay Citation2017; Cowling, Brown, and Lee Citation2021; Butticè, Croce, and Ughetto Citation2021; Bonini et al. Citation2018b).

Using a unique dataset of 815 angel group member investments, including full access to individual members’ investment returns, we empirically test whether BAs can benefit from cross-border investments and how syndication moderates the distance-performance relationship. More specifically, we first demonstrate an inverted U-shaped relationship between (geographic and cultural) distance and BA investment returns: initial increases in distance are associated with increased investment performance but excessive distance is linked to lower performance, resulting in an inverted U-shape relationship. Moreover, we develop network arguments that explain how investor syndication moderates this relationship in a way that stabilizes investment returns across distance: for proximate investments, syndication introduces similar diversity benefits as geographic and cultural distance; for distal investments, it mitigates transaction costs. As a result, high degrees of syndication flatten the inverted U-shape at consistently high levels of investment returns.

Our study makes a series of contributions. First, we contribute to the literature on the internationalization of early-stage venture finance (e.g., Harrison, Mason, and Robson Citation2010; Cowling, Brown, and Lee Citation2021) with a study that addresses calls to investigate distance in BA investment decisions (White and Dumay Citation2017) and the non-linearity of BA investment returns (e.g., Capizzi Citation2015; Antretter et al. Citation2020).

Second, we address calls to investigate the BA investment process (Mason, Botelho, and Harrison Citation2019) and show that BAs – usually considered solitary investors – can improve their investments by pooling resources in angel groups. This adds to the emerging literature on the role of knowledge sharing in angel groups (Antretter et al. Citation2019; Mitteness et al. Citation2016; Werth and Boeert Citation2013; White and Dumay Citation2017; Bonini et al. Citation2018b; Carpentier and Suret Citation2015).

Third, we add network arguments to transaction cost theory (Williamson Citation1975, Citation1985), which often discusses transaction costs in an isolated manner (Cumming and Zhang Citation2019; Antretter et al. Citation2020) that makes them seem inevitable (Madanoglu, Memili, and De Massis Citation2020). Our study illustrates how network resources mitigate distance-related transaction costs: investor collaboration brings the benefits of distant investments into reach while avoiding its costs.

Background and hypotheses

Transaction cost theory builds on bounded rationality to highlight that transactions are inherently costly (Williamson Citation1985, Citation1975). Transactions feature three main types of costs: costs of searching and processing information, costs of negotiating contracts, and costs of monitoring and enforcement (Bowen and Jones Citation1986). Distance between stakeholders generally increases these costs because it reduces understanding of tacit knowledge (Madanoglu, Memili, and De Massis Citation2020), trust (Hain, Johan, and Wang Citation2016; Shane Citation1992), active collaboration (Hofstede Citation2001; Ouchi Citation1980), and monitoring ability (Cumming and Johan Citation2007; Coval and Moskowitz Citation2001). These frictions make distant investments less attractive for many investors (Lutz et al. Citation2013; Beugelsdijk et al. Citation2018). Hain, Johan, and Wang (Citation2016) find that the higher geographical and cultural distance between investor and investee, the lower the likelihood of cross-border transactions. As a result, investors show a general preference for local investment opportunities, a behavior called local bias or home bias (Coval and Moskowitz Citation1999), which exists in a variety of fields from venture capital (e.g., Cumming and Dai Citation2010; Jääskeläinen and Maula Citation2014; Lutz et al. Citation2013; Hain, Johan, and Wang Citation2016) to crowdfunding (Lin and Viswanathan Citation2016; Guenther, Johan, and Schweizer Citation2018).

The same logic applies to BAs, who demonstrate considerable local bias but have received far less scientific attention on this topic (Cumming and Dai Citation2010; Jääskeläinen and Maula Citation2014; Lin and Viswanathan Citation2016; Blohm et al. Citation2020). As with professional investors, distance in BA investments increases transaction costs related to obtaining tangible information (Guenther, Johan, and Schweizer Citation2018), identifying good deals (Cumming and Zhang Citation2019; Antretter et al. Citation2020), and adding value through monitoring and mentoring (Politis Citation2008). However, there are also less frequently discussed effects of distance that are associated with benefits (e.g., Lin and Viswanathan Citation2016; Blohm et al. Citation2020). For instance, distance between investor and company reduces network overlaps, creating a broader overall network of potentially useful social ties (Elfring and Hulsink Citation2003; Granovetter Citation1973). Similarly, distant investors can contribute useful outside perspectives to business practices (Hong and Page Citation2001).

We argue that these benefits materialize at lower levels of distance than most transaction costs and that, as distance increases further, additional benefits of distance become fewer while transaction costs keep increasing. As a result, we expect initial increases in (geographic and cultural) distance to be associated with increases in investment performance up to a turning point, beyond which additional distance is associated with lower performance. The following section theorizes about the specific latent benefits and costs of geographic and cultural distance.

Benefits and costs of geographic distance on BA investment returns

Initial increases in distance between BA and the company can create a series of benefits (Harrison, Mason, and Robson Citation2010; Sørheim Citation2003; Berchicci, Block, and Sandner Citation2011). First, distance between investor and investee reduces network overlaps, creating a broader collective network of social ties that are useful for business (Elfring and Hulsink Citation2003; Granovetter Citation1973). For instance, when a French venture intends to enter the German market, a German investor may have valuable new network ties that facilitate the expansion. Second, expanding one’s horizon beyond local opportunities increases a BA’s overall number of investment opportunities. A broader set of options is especially important for BAs in hubs such as London, Berlin, and Zurich, where the abundance of investors makes opportunities very competitive (Wetzel Citation1983). Also considering distant opportunities sidesteps these highly competitive red oceans (Kim and Mauborgne Citation2004) in favor of better deals in less competitive regions (Fu and Sin Huei Citation2020; Harrison, Mason, and Robson Citation2010). Third, the broader geographic scope of investment opportunities increases the likelihood of BAs finding a company that fits their personal expertise, allowing them to add more value to their portfolio company (Politis Citation2008). In venture capital, this is associated with higher fund returns (Cressy, Malipiero, and Munari Citation2014) and more successful exits (Cumming, Knill, and Syvrud Citation2016).

However, if geographic distance becomes excessively large, transaction costs increase to the point where marginal performance effects turn negative. First, substantial geographic distance increases tend to come with additional border-related transaction costs (Forsgren Citation2016; Johanson and Vahlne Citation1977). While geographically proximate countries often collaborate (e.g., European Union, NAFTA, or ASEAN), geographically distant nations tend to create hurdles that can make investing more difficult (e.g., complex visa procedures or restrictions on regulation). Second, greater geographic distance increases transaction costs related to obtaining and processing market information (Alchian and Demsetz Citation1972). Time zones become less similar and traveling times excessively long, making collaboration with portfolio companies more challenging (Abbay, Rutten, and De Graaf Citation2018). While flying from the UK to France to meet an entrepreneur is only a minor inconvenience to many investors, flying from the UK to New Zealand takes time and planning. As a result, BAs are less able to check a venture’s competence and motivation, putting the angel at a negotiating disadvantage (Shane Citation2005). Third, after an initial investment, very distant BAs are also less likely to contribute to the portfolio company. Network ties do not overlap much but are also less useful (Granovetter Citation1973). They tend to visit less often and even when they do, they contribute less relevant market knowledge (Politis Citation2008). A BA in the Seychelles is unlikely to benefit a London-based consumer product company in its preparations for international expansion.

This suggests that initial increases in geographic distance are associated with better performance but that increasing transaction costs take over at some point, leading to lower performance for investments at excessive geographical distance. We therefore propose an inverted U-shaped relationship between the geographic distance between BAs and their portfolio companies and the associated investment returns.

Hypothesis 1:

The relationship between geographic distance and BA investment returns describes an inverted U-shape, such that increases in distance are associated with better investment returns up to a turning point beyond which further increases in distance are associated with lower investment returns.

Benefits and costs of cultural distance on BA investment returns

We propose that cultural distance also features early benefits and later costs. First, initial increases in cultural distance improve the quality of interactions because culturally distant BAs can contribute useful outside perspectives to business practices (Hong and Page Citation2001). BAs from different backgrounds may, for example, know novel business expansion strategies or understand which stakeholders need to be convinced (Cumming, Knill, and Syvrud Citation2016). Cultural diversity on the investor panel can thereby prevent mistakes and increase productivity (Ottaviano and Peri Citation2006). Second, ventures might also benefit from a halo effect that comes from securing culturally diverse investors. For instance, a diverse board can signal legitimacy, which is crucial for early-stage ventures (Colombo Citation2021).

However, while some cultural distance may be good, being too far removed is likely to cause harm (Forsgren Citation2016; Beugelsdijk and Mudambi Citation2014). First, culturally distant investments are associated with substantial transaction costs related to searching and processing, and increased emotional conflicts between business partners that harm collaboration (Chattopadhyay et al. Citation2020). Second, culturally distant ventures are also difficult to monitor (Jääskeläinen and Maula Citation2014), making it hard to engage in processes that are essential for business growth, such as learning and trust-building (Vahlne and Johanson Citation2017). Third, cultural differences reduce trust (Shane Citation1992). In combination with a lack of domestic knowledge and contacts, this makes due diligence processes challenging (Mingo, Morales, and Alfonso Dau Citation2018; Khurshed et al. Citation2020). The same applies to negotiating deals: although Canada and Mexico are both geographical neighbors of the United States, American BAs may be more at ease negotiating deals in Canada than in Mexico due to the greater cultural similarity. Fourth, increasing cultural distance reduces the beneficial halo effects: when investors become too foreign to be recognizable household names, they stop contributing to the legitimacy of the venture in a way that helps it succeed (Colombo Citation2021). A serial entrepreneur from the United Kingdom that makes BA investments may add more legitimacy to a German company than one from Indonesia.

Thus, initial increases in cultural distance are likely associated with higher investment returns, whereas excessive cultural distance may lead to lower investment returns.

Hypothesis 2:

The relationship between cultural distance and BA investment returns describes an inverted U-shape, such that increases in distance are associated with better investment returns up to a turning point beyond which further increases in distance are associated with lower investment returns.

Syndication networks and angel group members’ investment returns

Previous research has spent considerable attention on the link between syndication and investment returns in the contexts of venture capital (Brander, Amit, and Antweiler Citation2002; Khurshed et al. Citation2020; Wang and Wang Citation2012; De Clercq and Dimov Citation2004) and private equity (Mingo, Morales, and Alfonso Dau Citation2018). This kind of cross-border syndication has long been uncommon in BA investments (Butticè, Croce, and Ughetto Citation2021). BA investments were considered personal collaborations with illiquid information, making them a great deal more difficult to trade over great distances (Shane Citation1992; Hain, Johan, and Wang Citation2016). As a result, even online marketplaces for financial products often display home bias (Lin and Viswanathan Citation2016; Guenther, Johan, and Schweizer Citation2018). However, this is starting to change with the emergence of structured angel groups that facilitate the exchange of information and execution of deals. Compared to individual BAs, angel group members can benefit from network effects that reduce the liability of foreignness of outsiders (Hymer Citation1976; Dai and Nahata Citation2016; Murzacheva and Levie Citation2020). We thus believe that syndication can improve international investment outcomes across both geographic and cultural distance.

Geographically proximate investments benefit from syndication because many benefits of distance can also be created by introducing more investors to the deal. For instance, geographical distance reduces competitive pressures for BAs in investment hubs. This can also be achieved by means of collaboration, where otherwise competing investors team up to improve their collective bargaining position with the company (Fu and Sin Huei Citation2020). In addition, syndication adds new network links, increasing the chances of having access to the right contact for any given task (Granovetter Citation1973). These links channel information about sector activities across firms, industries, and borders, creating “activity chains” (Andersson and Forsgren Citation2000, 332).

For geographically removed investments, syndication improves information search and processing (Bowen and Jones Citation1986; Williamson Citation1981), which reduces transaction costs (Liberti and Petersen Citation2019). BAs can observe the behavior of fellow investors who are more experienced in investing in the target country (Bonini, Capizzi, and Zocchi Citation2019b). Rather than individually completing due diligence processes for a distant company, angel group members can follow the lead of BAs who are geographically closer to the company (Johanson and Vahlne Citation2009; Bonini, Capizzi, and Zocchi Citation2019a). Similarly, angel group members can outsource deal monitoring of distant investments to more proximate syndicate members (Khurshed et al. Citation2020; Jensen and Meckling Citation1976; Bonini, Capizzi, and Zocchi Citation2019b). These syndicate structures allow BAs to focus on the parts of the business where they can add the most value (Dai and Nahata Citation2016).

Hypothesis 3:

BA syndication moderates the relationship between geographic distance and investment returns such that the inverted U-shape becomes less pronounced under high levels of syndication.

Culturally proximate investments often lack outside perspectives for processes such as resource acquisition (Cumming and Dai Citation2010). This can be fixed by introducing diverse investors to the deal whose expertise helps generate new ideas that can help the venture (Bonini, Capizzi, and Zocchi Citation2019b). Syndication thereby allows BAs to multiply their resources and knowledge (Johanson and Vahlne Citation2009; Elfring and Hulsink Citation2003; Leppäaho, Chetty, and Dimitratos Citation2018).

For culturally removed investments, syndication introduces BAs who have a better cultural understanding of the local environment. This reduces transaction costs (Khavul and Deeds Citation2016; Butticè, Croce, and Ughetto Citation2021) and generates ideas on how to adapt products or services to specific markets (Leppäaho, Chetty, and Dimitratos Citation2018). Similarly, syndication helps in negotiations and deal management (Johanson and Vahlne Citation2009; Agndal and Chetty Citation2007): national differences in power distance (Hofstede Citation1980) and communication (Kogut and Singh Citation1988) can be a strain on investment relationships. Syndicates allow BAs to recruit investors from the company’s local culture, facilitating a tacit understanding that is difficult for foreigners to imitate (Khurshed et al. Citation2020).

Hypothesis 4:

BA syndication moderates the relationship between cultural distance and investment returns such that the inverted U-shape becomes less pronounced under high levels of syndication.

Data and methods

Studied angel group

We test our hypotheses on unique data from angel group members residing in Europe, USA, and the Middle East. Angel groups are ideal for testing our hypotheses because they provide investors with a standardized deal flow of international ventures (Croce, Tenca, and Ughetto Citation2017) and facilitate knowledge sharing and syndication among their members (Antretter et al. Citation2020; Bonini et al. Citation2018b). The BAs in our sample have jointly invested close to 30 million Euro and currently hold equity stakes in around 100 early-stage companies. In line with our confidentiality agreements with the angel network, investors remained anonymous throughout the research process. Companies that seek funding from the angel groups in our sample submit a host of information such as factsheets and pitch presentations via an online submission system. BAs decide independently whether to invest their own money in each venture they evaluate, but the initial steps (i.e., pre-screening for overall investment criteria) are delegated to gatekeepers who conduct group management activities that are important to the functioning of the angel group itself (Wirtz et al. Citation2019).

We collected the following data for our study. First, we gathered the venture information provided to the BAs prior to making their investment decisions. This mainly consisted of consolidated deal factsheets and presentations with in-depth data about the ventures and their management teams. From these sources, we retrieved information such as the venture’s primary office location, its business model, and prior capital the company had received. Second, the operators of the angel group provided us with full details of each investment (e.g., date of investment, amount invested, participating BAs, share price at investment date). This kind of investigation using actual angel investment return data is rare because these data are difficult to collect (Gregson, Bock, and Harrison Citation2017; Capizzi Citation2015) but it avoids the issues associated with self-reported financial data (see Franić and Drnovšek Citation2019; Harrison and Mason Citation2008). Finally, we also complemented our dataset with information on the local business culture (Hofstede Insights Citation2020) and market environment at the time of investment (World Bank Citation2020, Citation2021; OECD.Stat Citation2021).

Sample characteristics

shows the main characteristics of the BAs and their cross-border deals in our sample. At the time of our study, the angel group had 680 investors who made at least one investment in the angel group. As our study is interested in the performance effect of cross-border investments, we excluded all 414 BAs that did not make any cross-border investments. The BAs in our sample did not differ significantly in terms of their personal characteristics or investment behavior from the overall sample. For example, both groups made an average of 7 investments, the average age in our sample was 48 years while that of the excluded BAs was 49 years, and their national distribution was very similar. All investments were made between 2009 and 2020.

Table 1. Descriptive Statistics of BAs in Our Data (average 2009–2020).

Of the 266 BAs who made cross-border investments within our study period, 52.63% were male and 47.37% were female. The average investor age in our sample was 47.26 years. On average, 62.65% of their portfolio investments were made outside the BAs’ countries of residence. Of those cross-border investments, 20.43% were made in adjacent countries, 55.05% within intermediate distance (e.g., Italy to Belgium), and 24.52% of investments were made overseas (e.g., United Kingdom to United States). Overall, the characteristics of BAs in our sample are comparable to those used in other studies of angel groups. For instance, Bonini et al. (Citation2018a) report an average age of 48 years, which is identical to our sample, and Croce, Tenca, and Ughetto (Citation2017) report an average age of 55 years. Similarly, the mean portfolio size of our sample BAs was 6.57 companies, which is in line with prior research (e.g., 6.36 companies in Bonini et al. Citation2018a, 6.23 in Gregson, Mann, and Harrison Citation2013).

Our unit of analysis is the dyad comprising the investor and the company. We excluded all non-equity investments (e.g., loans) to ensure that we had comparable data for all investments in our dataset. Moreover, we excluded all follow-on rounds to focus on principal investment decisions rather than later capital injections of existing investors. This resulted in a sample of 836 cross-border investments. Of this sample, 21 investments had to be excluded due to missing data, which resulted in a final sample of 815 cross-border investments for model estimation. These 815 investments were made by BAs in angel groups from 34 different countries. 77.78% of principal investments were made in seed-stage companies and the main industries were High Technology (38.10%), Healthcare (26.19%), and ICT (19.05%). The average deal size (i.e., total capital invested by all BAs in the focal round) was €375,932.57 (average in Europe: €200,600; EBAN, 2019), with an average of 30.14 investors syndicating for each investment. BAs invested, on average, €6,020 in neighboring countries, €4,866 in farther removed companies on the same continent, and €7,907 in overseas companies.

Measures

Investment performance

We measure investment performance as the internal rate of return (IRR). IRR is one of the standard performance measures in BA research (Antretter et al. Citation2020; Blohm et al. Citation2020; Capizzi Citation2015; Mason and Harrison Citation2002; Gregson, Bock, and Harrison Citation2017) and has also been used extensively by studies in the field of venture capital and private equity (Buchner et al. Citation2018; Hochberg, Ljungqvist, and Lu Citation2007; Kaplan and Schoar Citation2005; Mason and Harrison Citation2002).

We followed Mason and Harrison (Citation2002) and calculated IRRs based on the Net Asset Values (NAVs) of each BA investment while considering both positive and negative returns as well as the holding period over which valuation changes occurred (see 1; for a similar approach, see Blohm et al. Citation2020; Capizzi Citation2015). We derived the NAVs at two points in time (i.e., the purchase date and at the end of our study period) from the groups’ deal administration system. The groups’ gatekeepers calculate NAVs based on the investment agreements, capitalization table, audited financial statements, or company announcements. All valuations are prepared in line with International Private Equity and Venture Capital Valuation Guidelines (IPEV Citation2018) to ensure the valuation approach is comparable across all portfolio companies. We determined the holding period in years between these time points to calculate annualized IRR:

(1) 0=n=0NCFn1+IRRn=CF0+CFN1+IRRN(1)

CF0 = Share price at the initial investment

CFn = Share price at period n

CFN = Final share price

N = Holding period (years between initial investment and final evaluation)

n = Period

IRR = Internal rate of return

Following Mason and Harrison (Citation2002), we did not account for any income from dividends or fees (e.g., for taking board positions) that the BAs may have received. To reduce the model’s sensitivity to outliers, we winsorized the investment performance at the 1% level (Buchner et al. Citation2018; Hochberg, Ljungqvist, and Lu Citation2007). Non-winsorized results and those of other cut-off points (2% and 5%) match the ones of the main analysis and are reported in the additional analyses.

Geographic distance

For our measure of geographic distance, we followed previous research (e.g., Dai, Jo, and Kassicieh Citation2012; Jääskeläinen and Maula Citation2014; Mingo, Morales, and Alfonso Dau Citation2018) and calculated the geographic distance (in kilometers) between the two national capitals of the countries in which the BAs and their portfolio ventures are located and converted these values to their natural logarithm.

Cultural distance

We operationalized cultural distance with Hofstede's (Citation1980) measure of cultural distance in line with prior research (e.g., Jääskeläinen and Maula Citation2014; Dai and Nahata Citation2016; Guenther, Johan, and Schweizer Citation2018). First, we collected culture scores along Hofstede’s main dimensions: power distance, uncertainty avoidance, individualism, and masculinity (Hofstede Insights Citation2020; Hofstede Citation1980). We calculated the cultural distance between the BAs and their investment companies by using the Kogut and Singh Index, which is the most commonly used Cartesian distance measure for cultural distance (Kogut and Singh Citation1988; Shenkar et al. Citation2020; Maseland, Dow, and Steel Citation2018; Dai and Nahata Citation2016):

(2) Cultural Distance=i4HBAiHCompi2124(2)

Here, HBAi is the Hofstede measure of the BA’s country on cultural dimension i and HBAi is the Hofstede measure of the company’s country on cultural dimension i. The most culturally proximate dyad in our sample is the UK–US, while the most culturally distant dyad is Denmark–Russia.

Syndication

In line with previous research, we defined syndication as the absolute number of BAs that co-invest in a deal (Lerner Citation1994; Gregson, Mann, and Harrison Citation2013; Bacon-Gerasymenko, Arthurs, and Cho Citation2020).

Control variables

On the investor level, we controlled for the BAs’ portfolio volume by measuring the absolute amount of Euro invested since joining the angel investment platform as well as the total number of investments made via the platform (Antretter et al. Citation2020; Buchner, Mohamed, and Schwienbacher Citation2017). In addition, we included each investor’s age as a proxy for accumulated knowledge prior to joining the community because BAs’ knowledge not only results from their involvement within the angel group but also from their previous experience (Greenwood and Nagel Citation2009).

On the venture level, we controlled for deal size to account for the fact that for distant companies, large investment opportunities tend to be more interesting to venture investors (Lutz et al. Citation2013). Moreover, we controlled for previous capital that the company raised to control for the stage of the deal. This information came from the companies’ shareholders and investment agreements. In addition, we control for industry and investment year-specific effects by including industry and investment year controls in all our estimations. For our industry control, we determined the industries of the BAs’ portfolio companies as some industries may tend to raise more funding (also see Antretter et al. Citation2020; Matusik and Fitza Citation2012; Yang and Aldrich Citation2014). Further, we accounted for each venture’s business model by introducing a dummy variable that takes the value of 1 if the venture operated with a business-to-business (B2B) model and 0 if it operated with a business-to-consumer (B2C) model. For our country-level controls, prior research suggests that well-developed capital markets increase a venture’s chances of a successful exit (Black and Gilson Citation1998; Khurshed et al. Citation2020). We therefore follow Khurshed et al. (Citation2020) and controlled for the stock market development of each venture’s country, measured as the stock market capitalization divided by the country’s gross domestic product (World Bank Citation2020). Further, a national abundance of startup capital affects fundraising and investment behavior (Gompers et al. Citation1998), so we controlled for the relative development of the entrepreneurial finance market in the form of nationwide seed-stage investments, divided by the country’s gross domestic product (OECD.Stat Citation2021). We also controlled for each investment country’s national Strength of Legal Rights Index Score (World Bank Citation2021) because better contract enforceability is associated with higher international lending and foreign direct investments (Nana Citation2014).

Results

presents the descriptive statistics for all model variables including the mean, median, standard deviation, and minimum and maximum values. Five of the ventures in the sample were complete write-offs during the observation period. This puts the overall median investment IRR at 0.26%, which is similar to the values of, for example, Capizzi (Citation2015) who reports an average IRR of 1.80%. If we exclude negative returns, then our sample shows mean IRR of 15.87%, which is also similar to the 17.6% reported in Capizzi (Citation2015). The mean geographic distance is 2,369 km and the mean cultural distance is 1.60 units (Kogut and Singh Citation1988).

Table 2. Correlation table.

Main analysis

We used ordinary least squares (OLS) regression to test our hypotheses. An inspection of the variance inflation factors (VIFs) showed that multicollinearity is not an issue in our study. All VIFs of all independent variables in all models are below the acceptable limit of 5 (O’Brien Citation2007). Thus, we can conclude that multicollinearity did not influence our results.

For the subsequent analysis, we standardized all variables. reports the regression results. As a baseline, Model 1 includes only the control variables. Interestingly, it shows that for instance, previous capital has a significant negative association with investment performance. This might be because large amounts of previous capital raise valuations, thereby making new investments in the company more expensive. The dynamic period of value creation may already be over for ventures that have previously raised a larger amount of capital so that new investors enter the investment with a lower risk and lower return profile.

Table 3. Regression table.

In , Models 2, 3, 5, and 6 evaluate Hypothesis 1 and 2, which propose an inverted U-shaped relationship between both geographic and cultural distance and investment performance. The results from Models 2 and 3 confirm that the relationship between geographic distance and investment performance is indeed nonlinear and inverted U-shaped (Model 3: β = −0.078; p = 0.000). Model 3 explains 41% of the variance of IRR in our sample of cross-border investments and is a significant improvement over Model 2 (Δ Adj. R2 = 0.071, LR χ2 = 93.72, p = 0.000). Decreasing geographic distance by one standard deviation (represented by a dyad with approximately the distance between Switzerland and the United Kingdom) reduces the IRR by 6.26% percentage points, while increasing geographic distance by one standard deviation from the inflection point (represented by a dyad with approximately the distance between France and the United States) reduces the IRR by 6.25% percentage points. Our models for cultural distance show similar results. Models 5 and 6 confirm that there is a nonlinear (inverted U-shaped) relationship between cultural distance and investment performance (Model 6: β = −0.014, p = 0.041). Model 6 explains 34% of the variance of IRR and is a significant improvement over Model 5 (Δ Adj. R2 = 0.003, LR χ2 = 4.26, p = 0.039). This model also has a strong effect: the highest performance effect applies to investment dyads with roughly the cultural distance between Switzerland and France. It is 1.80% percentage points higher than that of deals with one standard deviation less (e.g., Switzerland to Germany) and 1.78% percentage points higher than that of dyads with one standard deviation more cultural distance (e.g., Switzerland to the United Arab Emirates).

To illustrate the nature of the main relationship between both geographic and cultural distance to investment performance, we plot the relationship in at the full range of their values. The plots show that the marginal performance effect for both distance measures first increases and then decreases after a certain threshold. This threshold is 1,735 km for geographic distance and 3.18 standard units of cultural distance (Kogut and Singh Citation1988; Hofstede Insights Citation2020). In addition to our results, these plots visually reveal an inverted U-shaped relationship between geographic and cultural distance and investment performance. We followed the procedures suggested by Haans, Pieters, and He (Citation2016) to confirm the validity of these inverted U-shapes: (1) linear and squared distance terms are in the same model; (2) the β-coefficients of the squared terms are, as appropriate for inverted U-shapes, negative and significant (geographic distance: β = −0.08; p = 0.000; cultural distance: β = −0.01; p = 0.041); (3) the slopes on both ends of the graph are steep (see ; geographic distance left side: 0.338 & left side: −0.352; cultural distance left side: 0.074 & left side: −0.067); (4) the turning points are well within the range of the data (geographic distance: range −1.827 to 2.473, turning point at 0.173; cultural distance: range −0.804 to 4.096, turning point at 1.796); and (5) neither U-shaped variable has a statistically significant cubic effect (geographic distance cubed: β = −0.000; p = 0.973; cultural distance cubed: β = 0.012; p = 0.065). This supports both Hypothesis 1 and 2.

Figure 1. Geographic distance and performance.

Figure 1. Geographic distance and performance.

Figure 2. Cultural distance and performance.

Figure 2. Cultural distance and performance.

Figure 3. Cultural distance and performance under different levels of syndication.

Figure 3. Cultural distance and performance under different levels of syndication.

Hypothesis 3 and 4 predict that the relationships between distance (geographic distance in Hypothesis 3; cultural distance in Hypothesis 4) and investment returns are moderated by syndication. Hypothesis 3 and 4 are evaluated in Models 4 and 7, respectively, by entering the interaction term of geographic (cultural) distance and syndication as well as the interaction of the squared term of geographic (cultural) distance and syndication. The interaction in Model 4, which investigates geographic distance, is positive and significant (β = 0.048, p = 0.000). It explains 45% of the variance and is a significant improvement over Model 3 (Δ Adj. R2 = 0.045, LR χ2 = 67.20, p = 0.000). Model 7, looking at cultural distance, is also significant (β = 0.015, p = 0.019). It explains 40% of the variance and is a significant improvement over Model 6 (Δ Adj. R2 = 0.063, LR χ2 = 81.85, p = 0.000).

illustrate the plotted marginal effects of the interaction between geographic distance and investment performance. Inspired by Matusik and Fitza (Citation2012), we plot the marginal effects at low (mean minus one standard deviation), medium (mean), and high (mean plus one standard deviation) levels of geographic and cultural distance. As the number of co-investors increases, the inverted U-shaped relationship between distance and investment performance becomes less pronounced for both distance measures. For angel groups with few co-investors, the relationship between geographic and cultural distance and investment performance mirrors that in our main effect hypothesis. These results provide support for Hypothesis 3 and 4 . Model 8 includes all variables in the same model, combining the models for geographic distance and cultural distance. All relevant relationships remain significant: geographic inverted U-shape (β = −0.072, p = 0.000); cultural inverted U-shape (β = −0.021, p = 0.001); and moderation of geographic inverted U-shape (β = 0.049, p = 0.000); moderation of cultural inverted U-shape (β = 0.021, p = 0.002). This shows that our modeling is not only robust but also captures unique variance between geographic and cultural distance. The two measures’ low correlation (0.048) also supports this.

Figure 4. Geographic distance and performance under different levels of syndication.

Figure 4. Geographic distance and performance under different levels of syndication.

Additional analyses

Sensitivity of outliers

To test the model’s sensitivity to outliers, we followed recent methods recommendations (Meyer, Van Witteloostuijn, and Beugelsdijk Citation2017) and winsorized the dependent variable at different levels (Buchner et al. Citation2018; Hochberg, Ljungqvist, and Lu Citation2007). The results are robust to all common winsorization cutoffs. For instance, winsorizing the dependent variable at the 5th and 95th levels leads to the following results: Hypothesis 1 supported: β = −0.07, p = 0.000; Hypothesis 2 supported: β = −0.02, p = 0.001; Hypothesis 3 supported: β = 0.05, p = 0.000; and Hypothesis 4 supported: β = 0.02, p = 0.001. Winsorizing the model at the 2nd and 98th levels produces almost identical results: Hypothesis 1 supported: β = −0.07, p = 0.000; Hypothesis 2 supported: β = −0.02, p = 0.001; Hypothesis 3 supported: β = 0.05, p = 0.000; and Hypothesis 4 supported: β = 0.02, p = 0.002. Testing our hypotheses with the non-winsorized dependent variable also confirms all results of our primary hypothesis testing (Hypothesis 1 supported: β = −0.09, p = 0.000; Hypothesis 2 supported: β = −0.02, p = 0.014; Hypothesis 3 supported: β = 0.07 , p = 0.000; and Hypothesis 4 supported: β = 0.02 , p = 0.029).

Distance measures

Following previous research, we defined geographic distance as the geodesic distance between the capital cities of two nations (Dai, Jo, and Kassicieh Citation2012; Jääskeläinen and Maula Citation2014; Mingo, Morales, and Alfonso Dau Citation2018). However, geographic distance can also be operationalized with many other approaches, for example ones that rely on the exact company addresses and BA addresses, such as registered investment center, country of residence, and their passport country. To make sure that our analysis does not depend on our capital-to-capital operationalization, we ran our complete model using the distance between the actual office addresses of the companies with each of the locations listed for the BA. This analysis produced the same results as our main analysis; BA registered investment center to company address (β = −0.068, p = 0.027); BA country of residence to company address (β = −0.19, p = 0.003); BA passport country to company address (β = −0.21, p = 0.000).

Performance measure

Although IRR is a robust measure of investment performance that is used regularly to study BA returns (e.g., Antretter et al. Citation2020; Blohm et al. Citation2020; Capizzi Citation2015; Mason and Harrison Citation2002), it has also been criticized because BAs do not invest by means of a dedicated fund; rather, they consider investment performance in terms of capital gains on each investment (Mason and Harrison Citation2002). Therefore, we tested the model with a capital gains multiple (CGM) on a deal-by-deal basis, computed as the ratio of the share price at the end of our study period to the share price on the investment date. Running the analysis with CGM as the dependent variable leads to the same conclusions for all our hypotheses.

Level of analysis

We argue that BAs use the resources of other angel group members in syndicated deals, which makes the deal level the appropriate level of analysis. However, one might argue that BAs—especially more experienced ones—may not draw as much on others’ resources but focus on using existing resources from their investment portfolio (Antretter et al. Citation2020; Matusik and Fitza Citation2012). If this is true, then the investment portfolio would be the more appropriate level of analysis. To account for this possibility, we reran our main model at the portfolio level as an additional analysis with portfolio IRR as dependent variable (for a similar approach, see Antretter et al. Citation2020). As some of our control variables in our main analysis are deal-specific, we attempted to replicate them at the portfolio level. As such, our distance measures are computed as the average of the individual distances of each portfolio investment. Further, we control for the previous capital by including the average previous capital of the portfolio; we also control for the industry differences in IRR by including a set of dummies for the average industry (Antretter et al. Citation2020; Matusik and Fitza Citation2012) in which each BA invested; likewise, we account for the business model by including the average business model in the portfolio (using the prior 1 for B2C and 0 for B2B). We further control for investment conditions by including the mean stock market development, the mean investment year, the mean development of the early stage venture finance market, and the average strength of legal rights index. All analyses were run on the sample of 266 BAs. The results on the portfolio level match those from the main analysis on the deal level in that both relationships between geographic and cultural distance and investment performance show an inverted U-shaped relationship (Model 3: β = −0.14, p = 0.000; Model 6: β = −0.10, p = 0.000). In addition, both relationships are moderated by BA syndication (Model 4: β = 0.06 , p = 0.000; Model 7: β = 0.04 , p = 0.035). This supports our model.

Discussion

Using transaction cost theory, diversity arguments, and the network literature, this paper investigates how the performance of international BA investments depends on the interplay between (geographic and cultural) distance and syndication.

First, we asked how geographic and cultural distance affects BA investment performance. Using transaction cost theory and diversity arguments, we address the relatively new topic of internationalization in angel investments, a domain that has only just started to move beyond local investments (White and Dumay Citation2017). More specifically, we argue that international angel group investments cause complex distance effects that can be theoretically isolated into two latent forces: (1) diversity-related benefits that enhance BA investment performance, such as more non-overlapping knowledge, and (2) transaction cost-related issues that harm investment performance such as reduced mentoring activity. The combined effect of these positive and negative latent forces suggests that the relationship between (geographic and cultural) distance and BA investment returns resembles an inverted U-shaped relationship (Haans, Pieters, and He Citation2016). Our empirical analysis supports our hypothesis: benefits and costs of distance materialize at different points such that the association between distance and internal rate of return describes an inverted U-shape. Nonlinear theorizing is still relatively uncommon in BA research, which makes this study a foundational pillar for the nonlinear analysis of BA returns (Capizzi Citation2015; Antretter et al. Citation2020).

The second question asked how these transaction cost and diversity arguments hold up under increased collaboration between angel group members. Here, we built on the network literature to suggest that syndication moderates the relationship between distance and investment returns. Many of the beneficial effects of distance are related to interpersonal exchange, which can also be achieved by a broader interpersonal network (Granovetter Citation1973). Furthermore, many of the distance-related transaction costs can be mitigated by social exchange (e.g., Bonini, Capizzi, and Zocchi Citation2019a). Our results support these hypotheses. For low-syndication deals, the (geographic and cultural) distance–performance relationships describe an inverted U-shape; for high-syndication deals, the slopes of the inverted U-shaped relationship are much less pronounced and investment performance is consistently high across all distances. This suggests that syndication can substitute many of the distance-related benefits and alleviate distance-related transaction costs.

Theoretical contributions

Our study has implications for several areas of theory and BA research. First, we contribute to the literature on the internationalization of BA investments (Harrison Citation2017; Liu Citation2015). While extant research generally assumes that BA investments are made locally, recent studies suggest that distant investments may be much more common than assumed (Cowling, Brown, and Lee Citation2021). This adds urgency to the call to investigate the impact of distance on BA investment decisions (White and Dumay Citation2017). We add nuance to this discussion by considering both benefits and costs of distance in a conversation that is dominated by the discussion of transaction costs (e.g., Lin and Viswanathan Citation2016; Blohm et al. Citation2020). Moreover, our work uses latent force arguments to explain why benefits of internationalization are not limitless: after a certain threshold, incremental costs outweigh incremental benefits so that additional distance reduces investment returns, giving our study a novel nonlinear perspective (for other examples, see Capizzi Citation2015; Butticè, Croce, and Ughetto Citation2021). Further, we draw a theoretical distinction between geographic and cultural distance, explicating their separate effects on investments. Our findings confirm that this distinction is theoretically meaningful by showing that both types of distance have similar effects but are largely uncorrelated. These results suggest that we should pay closer attention to the actual (geographic and cultural) distance of investment opportunities rather than simply considering whether they are in the same country as the investor.

Second, we contribute to the emerging field of BA syndication research. Syndication was long ignored in the BA literature – mostly due to the lack of data sources (Mason, Botelho, and Harrison Citation2016)—but is starting to gather momentum (see Antretter et al. Citation2019; Mitteness et al. Citation2016; Werth and Boeert Citation2013; Bonini et al. Citation2018b; Carpentier and Suret Citation2015). Our study contextualizes the effects of syndication by illustrating how their interaction with distance-related forces improves investments: syndicated deals are less sensitive to the downsides of internationalization (also see Chemmanur and Chen Citation2014; Politis Citation2008). While extant syndication research focuses on improved opportunity identification (Jääskeläinen and Maula Citation2014), we show how syndication can improve actual investments, contributing to the newly emerging literature on financial intermediation in BA investments (also see Bonini, Capizzi, and Zocchi Citation2019a; Butticè, Croce, and Ughetto Citation2021).

Third, we give back to transaction cost theory (Williamson Citation1975, Citation1985) by theorizing about conditionality of transaction costs in networks. Transaction costs research often discusses individual costs in an isolated manner (Cumming and Zhang Citation2019; Antretter et al. Citation2020), seeing new interfaces as nothing more than new places for things go wrong (think principal–agent problem). This has led to a focus on the justification of these costs rather than the study of their prevention or mitigation (Madanoglu, Memili, and De Massis Citation2020). Our analysis deviates from this approach and highlights how intermediation in BA syndicates can reduce transaction costs. Despite the more complex stakeholder structure in larger syndicates, overall processes run more smoothly. This suggests that transaction costs are deeply intertwined with network structures in international BA investments. Transaction costs of distant angel investments thus do not have to be accepted but can be mitigated with network resources; collaboration allows angel groups to reap the benefits of distant investments while avoiding most distance-related transaction costs.

Practical implications

This article also offers advice to practitioners. First, while cross-border BA investments are rapidly gaining popularity (Drover et al. Citation2017), they are often considered more risky than local investments (Cumming and Zhang Citation2019). Our results show that despite these perceived risks, international investments can actually benefit BAs. However, it also shows that in excessively distant cases, transaction costs quickly outweigh benefits. Nevertheless, we also offer a solution to this problem in the form of syndication: co-investing in angel groups mitigates costs of excessive distance because syndicate members bridge the gap between the portfolio companies and fellow investors. This contributes nuance to the literature on the benefits and costs of BA networks (Zu Knyphausen-Aufseß and Westphal Citation2008; Christensen Citation2011).

Second, our insights are useful to the leaders of angel groups (also see Paul and Whittam Citation2010). Operators should educate angel group members about the costs and benefits of cross-border transactions in early-stage investing and facilitate investments among larger groups of BAs. This might raise the performance of both the BAs and ventures, improving the track record of the angel group and attracting new client companies and investors.

Limitations and future research

This study has certain limitations that point toward new directions for future research. First, a central assumption in our study is that BAs in syndicated deals actively use all network ties. Although this also applies to most of the venture investment literature (e.g., Bacon-Gerasymenko, Arthurs, and Cho Citation2020; Bonini et al. Citation2018a), it would be interesting to challenge this assumption in future research on how the benefits of deal syndicates depend on factors such as location, culture, and experience.

Second, we only used geographic and cultural distance, the two most common measures of distance. However, there might be other types of distance that may affect cross-border investment returns. For example, prior research has used economic distance (difference in real per capita GDP; Tsang and Yip Citation2007), psychic distance (subjectively perceived distance; Beckerman Citation1956), and lingual distance (indicating whether the countries share a common language; Hain, Johan, and Wang Citation2016) to investigate antecedents of investment success. These different types of distance often yield different results (Beugelsdijk et al. Citation2018). Furthermore, while our Hofstede measure of cultural distance is arguably a widely used measure of cultural differences, there are other measures that serve a similar purpose. For example, there has been substantial debate about the relative advantages of the Hofstede and the GLOBE measure (e.g., Tung and Verbeke Citation2010). As such, we encourage future studies to validate our results with other measures of distance.

Third, we only investigated investments that passed the initial screening process of the investment platform. This introduces potential constraints on generality as the purpose of pre-screening is to select for more promising opportunities; therefore, the sample cannot be expected to be representative for all investment opportunities. We recommend future research to investigate how venture quality and pre-screening affects the importance of BA networks and collaboration when considering cross-border investments.

Fourth, we only investigated investments from a relatively small number of countries. While the investigated countries represent many different cultures, many others are missing. Due to the central nature of culture to our argument, we hesitate to extrapolate our findings to cultures that are far removed from those in our study. We therefore hope that future research will test the validity of our findings in contexts that are underrepresented in our study, such as Asia and Latin America.

Fifth, the anonymous nature of our dataset provided us with demographic information on the BAs but no actual contact information. As such, we were unable to collect additional information on the investors that would have enriched our study further. We therefore recommend future research to investigate additional interesting topics that would require survey data, such as personality assessments.

Sixth, while our sample includes relatively many international investments, many BA investments are still made locally by solitary investors. This may suggest that our sample is not representative for the entire population of BAs and may differ in some demographic characteristics, such as international background, education, or net worth. We therefore believe that our findings would hold for other organized angel groups but may not be representative of solitary BAs. We therefore encourage future research to validate our findings with BAs in different contexts.

Conclusion

This article investigated the performance effect of cross-border investments in angel groups. First, it showed that the relationship between (geographic and cultural) distance and BA investment returns describes an inverted U-shape. Second, it demonstrated that angel groups can pool resources in a way that prevents distance-related transaction costs from materializing. Teaming up with fellow investors can thus increase investment returns when making cross-border investments. With these insights, this paper provides important contributions to our knowledge on the emerging topics of BA internationalization and syndication.

Acknowledgments

We would like to thank Dr. Dean Shepherd for providing valuable feedback on an earlier version of this manuscript, Florian Schabus for his contribution as research assistant, and David Rhotert for the valuable practical insights.

Disclosure statement

No potential conflict of interest was reported by the author(s).

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