The Essentials of Becoming an Angel Investor

Risk, vision, and passion are all hallmarks of angel investors. More than capital, they bring experience, grit, and a strong sense of purpose to the startups they support. This article  sheds light on the essentials of becoming an angel investor.

Angel investors: the first believers

Angel investors are accredited investors1 who make direct investments in early-stage companies in exchange for equity, debt, or other  ownership terms. They are influential stakeholders because:

1. Angel investors fund startups at the riskiest stage: after friends  and family, and before venture capitalists. Angel investors bridge  the “valley of death,”2 a critical phase of the J-curve where many  startups run out of funding.

J-curve graph

Source: Adapted from: Townsend, David M., and Lowell W. Busenitz. “Resource Complementarities, Trade-offs, and Undercapitalization in Technology-Based Ventures: An Empirical Analysis (Summary).” Frontiers of Entrepreneurship Research, vol. 29, no. 1, issue 5 (2009). https://papers. ssrn.com/sol3/Delivery.cfm?abstractid=1420903

 

2. Second, they bring their own experience and commit their time to help the company navigate early-stage and expansion growth  phases.

To guide founders, Mark Lawrence, CFA, MBA, P.Eng., Executive Chair of Angel Investors Ontario, draws on his engineering and finance  background, leveraging skills such as mastery of new technologies,  critical thinking, problem-solving, and crafting clear narratives.

Sandy Robertson, founder of the Georgian Angel Network and an  avid cyclist, applies persistence to both sports and angel investing.

“Cycling gets harder on uphill climbs. I focus on the next pedal stroke and keep climbing. I persist,” he says. Angel investors  embody the traits of trailblazers: exceptional risk tolerance, vision,  resilience, and discipline.

Why become an angel investor?

While financial returns can be compelling, angels are primarily motivated by impact, engagement, and intellectual curiosity.

First, angel investors take pride in contributing to the country’s  economic prosperity. Supporting startups fuels innovation, job  creation, and long-term economic growth.

Second, mentorship is a powerful way to give back to the community. Lawrence finds the greatest satisfaction in working with coachable  founders willing to build a team with individuals smarter than  themselves, and in witnessing their startups grow.

Third, it offers exposure to emerging innovations, alongside the  opportunity to collaborate with peers and access investment  opportunities.

Finally, when strategically navigated, angel investing offers portfolio diversification and exceptional returns, with a historical average  internal rate of return (IRR) of 27 percent. 3

 

How to become an angel investor?

Several ecosystems facilitate access to early-stage investment opportunities:
• Angel groups bring together accredited investors who pool capital and expertise to invest in early-stage companies.  A screening committee usually reviews startup applications,  ensuring only the most promising opportunities reach  members. Thus, investors can save time, network, and learn.
• Accelerators are selective programs that provide startups with intensive mentorship and operational support. Alumni of these  programs tend to be more fundable.

• Incubators are programs that provide nascent startups with mentorship, connections, and resources to support their early  development.

• Other channels: University entrepreneurial programs,  startup conferences, online funding platforms, personal,  or professional networks can offer opportunities to connect  with startups.

Risks and challenges

Financial risk

Angel investing carries a high risk of capital loss. According to National Angel Capital Organization (NACO) Canada, just one in  ten investments generates 90 percent of total return. Robertson  explains: “Out of ten companies, one succeeds, seven fail, and two  become zombies.”4
Despite these odds, risks can be mitigated by investing in sectors where you have domain expertise, joining angel groups, and  constructing a well-diversified portfolio.

 

Illiquidity and dilution risks

Angel investments typically take several years to yield returns or exit. Investors must therefore adopt a long-term horizon. Additionally,  future funding rounds often lead to dilution, reducing both ownership  and influence. Reserving capital for follow-on rounds helps mitigate  this risk.

Human dynamics

With trust and relationships at the heart of angel investing, emotional intelligence is paramount. Robertson puts it clearly, “If I don’t like you  as a human being, I will not invest in your company, regardless of your  intelligence or your product.” For Lawrence, the most challenging  situations involve founders unwilling to step aside when they are no

longer the best fit. “Success can be achieved by the whole team, not just the CEO,” says Lawrence.

Angel investors embody the traits of trailblazers: exceptional 

risk tolerance, vision, resilience, and discipline

 

Facilitation

Before seeking deal flows, angel investors should adopt resilience, patience, and discipline as guiding principles. Robertson says to new  investors, “You need to be willing to lose all your money and not see  it as failure, but as a lesson.” Lawrence adds, “Take your time to do  thorough due diligence before investing. Listen to people with sector  expertise, but educate yourself; don’t blindly follow others.”

Portfolio construction

A thoughtful allocation strategy is essential from the start. Given its high-risk nature, angel investing should represent at most 10 to 15  percent of your total portfolio, according to NACO.

Diversification matters

Investing in at least 20 companies is a common practice to benefit from the “law of large numbers.” However, it is not enough; spreading  investments across different maturity stages is also crucial to mitigate  risk. Early-stage startups offer high return potential but carry higher  failure risks, so including later-stage private companies helps balance  overall portfolio risk.

Staged investment

Lawrence advises, “When you see a good opportunity, divide your  allocated funds into three parts: for today, in a year, and in two years.”  This approach can mitigate risk and support startups through key  milestones, aligning investment timing with company growth.

Power of due diligence

NACO reports that angel investors who spend 20 hours on due diligence achieve an average return on investment (ROI) of 2.6x, while  those spending 40 to 60 hours reach nearly 5.9x. This highlights the  importance of a thorough evaluation.

Due diligence starts with the founder. Angel investors are, above all, investing in that person. They seek a unique combination of character  traits, operational competence, and domain knowledge.

For Lawrence, coachability is undoubtedly the most important quality  of a founder. He says, “Surround yourself with people more intelligent  than you.” Robertson echoes this sentiment: “Founders need to know  what they don’t know.” Lawrence, who reviews nearly 300 founders’  presentations monthly in the initial funnel, adds that he ensures the  founder is continuously up to date on their market.

It is also critical to assess the team: Do members share a common vision? Do they collectively bring the right mix of skills, experience,  and qualifications to succeed? Is communication consistent across  the team? Is there mutual trust?

Other due diligence areas such as governance, financials, product  or service, and legal structure require close attention. These are  summarized Figure 2.