Module 3

Angel Investing Masterclass

The Due Diligence Dilemma

  • 1. Introduction to Angel Investing
  • 2. Why do Angel Investing
  • 3. Why not to do Angel Investing
  • 4. What to expect from Angel Investing
  • 5. Understanding what is better: Investing in India or Outside India
  • 6. Angel Investing Opportunities in India
  • 7. Definition of Accredited Investors
  • 8. Financial Markets Concepts & Terminologies- Markets
  • 9. Financial Concept & Terminologies- Business
  • 10. How much investment capital to allocate?
  • 11. Power of Law of Returns
  • 12. Combination of Magic Number & How many investments?
  • 13. Should you double down on winners?
  • 14. What is a good pace for making new investments on an annual basis & How to build a mature portfolio??
  • 15. You are an industry expert? Should I invest most in that industry?
  • 16. How confidently do you invest in companies that are outside your area of expertise?
  • 17. How to build an ideal Portfolio Size?
  • 18. How Successful Angel Investors Allocate Assets & How Much Investment to Allocate?
  • 19. What advice would you give a new angel just starting out & How much capital they should expect to invest on an annual basis?
  • 20. How much capital should they allocate for their entire angel portfolio?
  • 21. What do you do when one of your angel investments returns capital to you?
  • 22. What about crowdfunding platforms?
  • 23. Angel Investing Process
  • 24. Investor Rights: Ensuring Fairness and Protection in Financial Markets
  • 25. Shareholder Rights: Safeguarding Ownership and Corporate Influence
  • 26. Equity Investments: Ownership, Risks, and Rewards
  • 27. Hybrid Investments: Balancing Risk and Return with Versatile Instruments
  • 28. Debt Investments: Stability, Fixed Returns, and Risk Considerations
  • 29. Thesis-Based Investing: Avoiding the Trap of Boiling the Ocean
  • 30. A Story of Network-Based Investing
  • 31. Understanding Angel investing platforms
  • 32. Syndicate Investing: Let’s Hunt Together - Leader & Follower
  • 33. The Hunt for the Best Deals: Through India’s Investment Landscape
  • 34. The Intricacies of Startup Valuation & Due Diligence
  • 35. A Tale of Two Companies: A Team with B Plan vs. B Team with A Plan
  • 36. The Crucial Role of Founder's Qualities in Startup Success
  • 37. The Four Critical Skills for Startup Success
  • 38. The Quest for Perfect Alignment: Product, Market, and Founder Fit
  • 39. Evaluating Markets: Key Indicators and Strategic Insights
  • 40. Evaluating the Idea: From Concept to Investment Worthiness
  • 41. The Critical Role of Relevant Experience and Domain Expertise in Startup Success
  • 42. Business Relevance: The Tale of Two Startups
  • 43. Investing in a Unique Problem/Solution: An Angel Investor’s Perspective
  • 44. Market Size: TAM/SAM/SOM - How Quickly is the Market Expanding?
  • 45. Stage/Maturity of Business: Pilot, Pre-Revenue, Revenue Generating
  • 46. MVP or Early Traction: The Journey of TechShop
  • 47. Understanding Business Models
  • 48. Understanding Competitive Advantage
  • 49. Understanding Exit Potential
  • 50. The Art of the Ask: A Tale of Two Startups
  • 51. Managing Risk in Investing
  • 52. The Diligent Investor
  • 53. The Importance of Due Diligence
  • 54. Areas to Focus on During Due Diligence
  • 55. Navigating Diverse Industries and Development Stages
  • 56. The Due Diligence Dilemma
  • 57. Managing Deals End to End and Liquidating Investments
  • 58. The Investment Journey
  • 59. The Roller Coaster Ride of Angel Investing
  • 60. The Thrilling World of Angel Investing: Good Exits
  • 61. What roles do you think angel investor can perform for the company?
  • 62. What advice would you give to founders while they work with angel investors?
  • 63. What angels should never do?
  • 64. What to discuss with the founder?
  • 65. Understand Regulations and Taxation around Angel Investing
  • 66. The Power of Personal Branding
  • 67. Understanding Risk in Angel Investment
  • 68. What approach do you take when you advise the CEO on how to manage risk?
  • 69. My Personal Experiences
  • Just to give a small recap, in the last article we spoke about the concept of ‘How to do due diligence when companies you look at are in different industries?’ We covered how to do due diligence when evaluating companies across different industries requires a tailored approach that recognizes the unique characteristics and challenges of each sector.

    In this article, we’ll delve into ‘Issues that came biting later, which are missed at due diligence?’ We’ll cover how confusing early adopters with a true market pull can lead to misguided investment decisions and unsustainable growth. Early adopters are typically enthusiastic about innovations and willing to experiment, creating an initial surge of excitement and sales. However, this enthusiasm does not always translate to broader market appeal.

    As always, we’ll try to explain the article using a story. Let’s begin!

    Anita Shah, a seasoned angel investor in Bangalore, prided herself on her thorough due diligence process. However, like many investors, she had her share of investments that didn’t pan out as expected. Reflecting on these experiences, Anita realized that some critical issues, often overlooked during due diligence, came back to bite later. This is the story of those investments and the lessons learned about the importance of looking beyond surface-level successes.


    The Illusion of Prior Accomplishments

    • Anita's first significant oversight involved a startup named EduTron, an ed-tech platform founded by Rajiv Mehra, a celebrated serial entrepreneur. Rajiv had successfully sold two previous startups, and his track record seemed impeccable. Convinced by his prior accomplishments, Anita invested without digging deeper into Rajiv's adaptability to the new market dynamics of the education sector.
    • Initially, EduTron gained traction with schools and parents eager to try its innovative approach to personalized learning. However, as the educational landscape evolved, Rajiv struggled to pivot the company to address emerging challenges such as remote learning and changing curriculum standards. His previous successes had not prepared him for the unique demands of the ed-tech market, and EduTron eventually faltered. Anita learned that past successes, while important, do not guarantee future adaptability and that understanding the specific skills required for a new venture is crucial.

    Early Adopter Excitement vs. True Market Pull

    • Another cautionary tale from Anita’s portfolio involved a health-tech startup called HealthifyMe. The company launched a wearable device that monitored various health metrics, and the initial response was overwhelmingly positive. Early adopters, including fitness enthusiasts and tech-savvy consumers, flocked to buy the device. HealthifyMe quickly captured what seemed to be a substantial market share, and Anita, swayed by this early success, increased her investment.
    • However, as Geoffrey Moore’s "Crossing the Chasm" suggests, gaining the first 10% of a market can be deceptively easy. The real challenge is sustaining growth beyond early adopters. HealthifyMe struggled to appeal to a broader audience who didn’t see the device as a necessity. The product’s appeal was limited to a niche market rather than addressing a widespread, critical pain point. Anita realized that confusing early adopter excitement with true market pull was a costly mistake. She learned the importance of assessing whether a product could sustain long-term demand and expand its customer base affordably.

    Entrepreneurs in Over Their Heads

    • Anita’s third lesson came from her investment in GreenTech, a promising startup developing eco-friendly energy solutions. The founder, Vikram Singh, was passionate and knowledgeable about renewable energy. However, as GreenTech began to grow, it became evident that Vikram was overwhelmed by the complexities of scaling the business, managing a larger team, and navigating regulatory landscapes.
    • Despite his expertise in renewable energy, Vikram lacked the broader business skills necessary for driving the company forward. He struggled with strategic decision-making and operational management, which led to missed opportunities and stalled growth. Anita learned that even the most knowledgeable entrepreneurs can be out of their depth when it comes to scaling a business. She realized the importance of evaluating whether a founder possesses or is willing to acquire the skills needed for future challenges.

    The Importance of Real Customer Insights

    • One critical adjustment Anita made to her due diligence process was incorporating more direct customer feedback. Before finalizing an investment, she began reaching out to potential customers and industry experts to gauge the genuine demand for the product. This approach helped her distinguish between superficial traction and deep-rooted market needs.
    • For instance, when evaluating a new fintech startup, WalletWave, Anita personally interviewed small business owners who were the target customers. These conversations revealed that while the initial concept was appealing, the product lacked essential features that would make it indispensable for their operations. This insight allowed WalletWave to pivot and refine their offering before scaling up, ultimately leading to a successful market entry.

    Conclusion:

    Anita’s journey highlights the complexities of due diligence and the potential pitfalls of overlooking critical issues. Prior accomplishments, early adopter excitement, and founder capabilities must be scrutinized beyond face value. By learning from past mistakes and incorporating more direct market feedback, Anita improved her investment strategy. Her story underscores the importance of a thorough, nuanced approach to due diligence, ensuring that investments are based on sustainable growth potential and real market needs.