Module 3

Angel Investing Masterclass

What to discuss with the founder?

  • 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 ‘What angels should never do?’ where we discussed things that Angel Investors should avoid doing while negotiating with the founder.

    In this article, we will speak about the concept of ‘What to discuss with the founder?’ where we will cover the areas of discussion with the founder and ways to improve business operations to maximize growth and returns for all stakeholders.


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


    Rajesh had always believed in the potential of startups. As an experienced angel investor, he knew that his role extended beyond just providing capital. His investments came with mentorship and guidance, aiming to help founders navigate the often tumultuous waters of the startup world. When he decided to invest in Ananya's health-tech startup, MedWell, he knew the journey would be full of crucial conversations. These dialogues, he believed, were key to ensuring the company’s success.


    The Importance of the Team

    • From their very first meeting, Rajesh was impressed with Ananya's vision and passion. However, he knew that a great idea was only as good as the team executing it. In their weekly calls, the topic of the team was a constant. Rajesh wanted to ensure that Ananya was not only hiring the best talent but also fostering a strong company culture.
    • One Friday afternoon, during their regular catch-up, Ananya mentioned how overwhelmed she was feeling. MedWell was growing rapidly, and she was finding it hard to keep up with all the tasks on her plate. Rajesh listened carefully and then suggested, "Maybe it's time to bring in an assistant to help manage your workload. You need to focus on the bigger picture, Ananya."
    • Taking his advice, Ananya hired a competent assistant. This decision freed up her time, allowing her to focus on strategic hires and other critical aspects of the business. Later, when MedWell reached a significant growth milestone, Rajesh again steered the conversation towards the team. "It's time to think about a full-time CFO," he advised. "You need someone who can provide the right financial metrics and help scale the business efficiently."
    • By consistently focusing on team-related discussions, Rajesh helped Ananya build a robust team that was pivotal in MedWell’s success. Every week, they would review potential bottlenecks and discuss hiring strategies, ensuring that the company was always one step ahead in its staffing needs.

    Keeping an Eye on Finances:

    • While the team was a frequent topic, discussions about finances were equally critical, albeit less frequent. Rajesh knew that startups often burn through cash at an alarming rate, and being unprepared could spell disaster.
    • One such episodic conversation occurred when Rajesh noticed the company's burn rate was accelerating. "Ananya, we need to start planning for the next funding round," he said during one of their calls. "We can't afford to run out of cash."
    • Ananya acknowledged the concern and, with Rajesh's guidance, began preparing for the next round of funding well in advance. They discussed potential investors, pitch strategies, and timelines. This proactive approach ensured that MedWell never faced a cash crunch, allowing the company to maintain its momentum.

    Crafting the Strategy:

    • Strategy, for Rajesh, was the guiding star that kept the company on course. During his conversations with Ananya, he always emphasized the importance of having a clear, unwavering North Star.
    • One evening, as they discussed MedWell’s future, Ananya expressed some doubts about pivoting their product based on new market trends. Rajesh, acting as a sounding board, asked, "Does this pivot align with our North Star? Is it the direction we want MedWell to head toward?"
    • After a thorough discussion, they concluded that while the new trend was tempting, it deviated from their core mission. Ananya decided to stay the course, focusing on their original strategy. This decision paid off as MedWell continued to grow steadily, eventually becoming a leader in its niche.
    • Rajesh’s role was not to dictate the strategy but to help Ananya refine and stay true to it. Regular conversations about strategic direction ensured that the entire team at MedWell was aligned and focused on their shared goals.

    Conclusion:

    Through his journey with MedWell, Rajesh demonstrated the critical areas of focus for any angel investor working closely with a founder: team, finances, and strategy. By consistently discussing these topics, he ensured that Ananya was always prepared for the challenges ahead.


    Rajesh’s story serves as a guide for other angel investors. Investing in a startup is more than just a financial commitment; it’s about being a mentor, an advisor, and a steady hand guiding the founder through the complexities of building a successful business. By engaging in meaningful conversations and providing actionable advice, angel investors can significantly impact the startups they support, helping them navigate toward success.