Masterclass

Masterclass Case Study: Rajan Anandan's Transition From Executive to Prolific Angel Investor

A case study of one of the most-cited paths in Indian startup investing: Rajan Anandan's move from running large businesses at McKinsey, Dell, Microsoft India and Google India to backing a very large number of early-stage startups as an angel, and then to institutional venture capital at Sequoia Capital India, now Peak XV Partners, where he leads the Surge seed programme. The course reconstructs the decisions behind that transition from the public record: how an executive's platform view becomes an investment thesis, why a prolific small-cheque strategy can make sense, how ecosystem work and personal reputation compound into deal flow, what changes when the money becomes a fund's, and how you would measure an angel record you can only partly see. It closes with a 24-month transition plan for senior executives, HNIs and family office principals who want to build their own angel practice. Built from public information only; where portfolio figures are not public, the course uses clearly labelled illustrative models. Educational content, not a recommendation to invest in any company or fund, and not affiliated with or endorsed by Rajan Anandan or Peak XV Partners.

Executive to Angel TransitionPlatform-Led Investment ThesesHigh-Volume Angel StrategyEcosystem Building and SignallingAngel to Institutional VCSeed Programmes and SurgeMeasuring an Angel Track RecordTax and Structure for Executive Angels
MODULES
6
DURATION
~4 hrs
TRACK
Alternative Investing

What You'll Master

Trace how operating roles at Microsoft India and Google India shaped a specific view of where Indian internet value would be created
Handle the real constraints of angel investing while employed: conflicts of interest, disclosure, insider information and time
Work out the arithmetic behind a prolific small-cheque strategy and when volume beats selectivity
Use ecosystem work, signalling and founder trust as compounding sources of deal flow
Explain what changes when an angel becomes a fiduciary at a fund, from fee economics to conflict rules
Reconstruct and stress-test an angel portfolio from Tracxn, MCA filings and press records, and model its likely outcome range
Choose between direct holdings and an AIF route for your own angel capital, with the tax consequences on exit
Write a 24-month plan for your own transition from executive to active angel
Access Level
LEARNER
Everything included
Full Text Playbooks
Actionable Exercises
Mobile Reading Mode
Lifetime Updates

Curriculum Breakdown