
Angel
How to Invest in Technology Startups—Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000
Description
I thrive at the intersection of future business and technology, where my role as an angel investor involves making bold bets by being the first to back startups no one else will. Each week, I encounter numerous visionaries with groundbreaking ideas seeking my financial support, guidance, and network connections.
Often, I'm the pioneering investor, taking risks on companies like Uber or Thumbtack when they're turned away by others. Being an early investor in a startup that reaches unicorn status, valued at over $1 billion, can yield transformative returns.
Table of contents
01Discover startups
Angel investing is a high-stakes, high-reward venture where individuals, known as angel investors, provide capital to early-stage startups in exchange for equity ownership. This form of investment targets companies that are typically less than 3 years old, often with little to no market traction, still seeking product/market fit, and in need of additional funding to scale their operations. The inherent risk in angel investing is balanced by the potential for substantial returns, as demonstrated by notable success stories such as Mike Markkula's investment in Apple, Andy Bechtolsheim's early funding of Google, Peter Thiel's stake in Facebook, and Jason Calacanis's investment in Uber. These examples highlight the transformative impact that timely and strategic angel investments can have, turning modest sums into significant wealth as startups grow into global giants.
02Understand deals
Understanding the intricacies of startup funding rounds, deal structures, and how to add value as an angel investor is crucial. Startups typically follow a sequence of funding stages. Initially, founders work for free, demonstrating their commitment through sweat equity. They may bootstrap, securing prepayment for products or services yet to be delivered, showing resourcefulness. Friends and family funding comes next, where founders receive money from their personal networks to grow the business. Self-funding can indicate the founder's commitment to building a minimal viable product without seeking investors prematurely. However, it could be a red flag if the founder is self-funding because other investors have passed.
Incubator funding often provides seed funding in exchange for a small stake in the startup. This is followed by seed or angel funding, where you, as an angel investor, come in, acting like a scout picking the best prospects based on various factors. Bridge funding (Seed Plus) might be needed if a startup runs out of money before reaching the milestones needed for the next round of funding. Series A funding is where a professional venture capital firm comes on-board, creating proper governance structures in preparation for an IPO.
Not all startups go through every round of funding, and some may require additional rounds (Series B, C, D, E, F, and Mezzanine) before going public. If you can't act as an angel investor in these rounds, consider becoming an advisor, trading your networks, connections, and know-how for shares in the startup. This can be a good way to start as an angel investor, allowing you to join a startup you're passionate about, position yourself for future capital needs, potentially earn good money, and become known to founders and their associates. However, consider the opportunity cost of your time and the risk of ending up with nothing if the founder doesn't honor their commitments.
03Evaluate founders
As an angel investor, a significant part of your role involves discerning which founders have the potential to build a large enterprise. This process requires asking key questions and making critical assessments. It's crucial to meet the founders in person to evaluate their drive and determination. Founders of billion-dollar companies are not passive; they possess a fire in their bellies.
Assessing the business for scalability is another important step. Certain businesses, such as microbreweries, consulting firms, and restaurants, may not scale regardless of the founder's efforts. On the other hand, software companies, like Facebook, have the potential to add thousands or even millions of customers at no additional cost.
To quickly determine if you're dealing with a potential success story, ask the founders four crucial questions: What are you working on right now? Why exactly are you doing this? Why now? What's your unfair advantage?
04Add value
As an angel investor, a significant part of your role is to identify founders who have the potential to build large enterprises. This crucial process starts with insisting on meeting the founders in person to assess their drive and determination. Founders of billion-dollar companies are often characterized by their passion and proactiveness.
It's also essential to evaluate their business model for scalability. For instance, while microbreweries, consulting firms, and restaurants might face scalability challenges, software-based companies like Facebook can significantly expand their customer base with minimal additional costs. The next step involves asking the founders four critical questions: "What are you working on right now?
05Learn and iterate
Deciding to invest in a business is just the first step. The next crucial step is determining how you can add value to it. This can be achieved in various ways, and it's essential to identify the approach that best suits you. As an early-stage investor, your goal aligns with that of the founders: to succeed. This means going the extra mile to ensure the success of the company you're investing in, leveraging everything you and your network can offer. Angel investors, for instance, need the businesses they invest in to thrive to recoup their investment. They are your biggest supporters and want you to succeed.
Adding value to an angel investment typically involves a mix of money, time, networks, and expertise. You must utilize your available resources to their fullest potential to benefit the startups you invest in. This often means becoming an advisor, mentor, and partner in sourcing additional funding for the companies in your portfolio. Successful angel investors often enjoy interacting with a variety of personalities, including both brilliant and challenging founders. They also understand that angel investing is a numbers game, requiring a broad view of potential investments to recognize promising opportunities.
06Make money
Angel investing is a unique vocation that requires a long-term perspective, resilience in the face of bad investments, and a commitment to doubling down on winners. Success in this field is often a result of finding one's groove and maintaining a positive outlook. There are three primary ways to profit as an angel investor. First, through Initial Public Offerings (IPOs), which occur when a successful startup lists its shares on a public stock market. This is a favorable outcome as it makes your shares liquid and easily tradable. Second, through secondary markets, where you can sell your shares to private funds or venture capital firms before the company goes public. Lastly, through acquisitions or mergers, where a larger entity purchases the startup. This could be for hiring the development team, a fire sale of a failing startup, or to scale up the startup. The returns from an acquisition can vary greatly, from multiples of the initial investment to mere pennies on the dollar.













