A letter to the first cheque

An Indian living room with a dusk blue hue, an antique clock, and a warm lamp, symbolizing patience in angel investing.
3 min read

Part 21 of 21 in A Guide for the First-Time Indian Angel Investor

This chapter offers advice to first-time Indian angel investors on approaching startup investments realistically. It emphasizes understanding the risks and maintaining patience.

Quick Summary

  • Startup investments are illiquid and require a long-term commitment of 10 to 20 years.
  • Investors should only use money they can afford to lose without stress.
  • Building a diverse portfolio is crucial for balancing risk and potential luck.
  • Patience and realistic expectations are essential for successful investing.
  • The Indian investment landscape demands more caution due to fewer exit opportunities.

You are allowed to want this. You are not allowed to pretend it is something else.

You are allowed to find founders interesting. India needs more capital that can wait, and some of that capital should come from families who have already built something in the visible economy. You are not allowed to pretend that a startup cheque is a listed share, a bond, a status symbol that pays for itself, or a favour the ecosystem owes you because you were early to a dinner.

The honest version is plain. These investments are illiquid. Ten to twenty years is a normal holding period, not a pessimistic one. You will mostly lose money on the companies themselves. Making money across the set requires a portfolio, so that luck has somewhere to land, and it requires patience, so that you are still there if it does. Even then you may lose. That is why the money has to be money you can lose without losing sleep. Anyone who will not say this to you — a syndicate lead, a wealth manager, a founder, a friend — is selling.

If you can say it, and still want a small sleeve, start slowly. Prefer a structure you understand to a logo you can mention. Read the fee before you read the vision. Keep reserves. Write down why you passed. Be useful after the wire, and be willing to be forgotten. Measure yourself in a decade, on cash returned, not on markups and not on invitations.

Josh Maher went looking for how the best angels actually made money, and found temperament, work, and a refusal to treat the activity as a ticket. The Indian version of that finding is stricter, because the sales machine around HNIs is louder and the exit path is narrower. Luck remains undefeated. Portfolio and patience are how you stand in its way without betting the house.

Only invest what you can lose without losing sleep. Then build enough attempts that a single stroke of luck can matter. Then wait longer than feels reasonable. That is the whole guide.

Frequently asked questions

Why is it important to only invest money you can afford to lose?

Investing only what you can afford to lose helps avoid stress, as most startup investments may not yield returns.

How can an investor increase their chances of success in startup investing?

By building a diverse portfolio and maintaining patience, investors increase their chances of benefiting from luck.

What challenges do Indian angel investors face?

Indian angel investors face challenges like a louder sales machine targeting HNIs and narrower exit paths.