Gokul Rajaram

I invest in early-stage technology startups and partner with founders to help them build enduring companies. 

As a product leader, operator and board member, I’ve helped build seven generational technology companies (Alphabet, Block, Coinbase, DoorDash, Meta,, Pinterest, and The Trade Desk). I’m proud to be an early investor in many exceptional companies, including Alation, Airtable, BetterUp, Cockroach Labs, Coda, Cohesity, CloudWalk, CRED, Curefit, Deel, Digital Ocean, Faire, FanDuel, Figma, Ironclad, Learneo, Pigment, Pipedrive, Printify, Poshmark, Postman, Quotient Technology, Rocket Money (fka Truebill), Rubrik, Shape Security, Taboola, Vercel and Vungle. 

Email is the best way to reach me: gokulr at gmail dot com.

How I work

I aim to be a founder's most helpful and trusted partner on the things that matter: product, growth, people, culture, and capital. I do this in three interlocking ways, which together ensure that I’m here for you through the highs and lows, from the start.

Example Problems I've helped Founders tackle

Founder Feedback

"I've learned a ton from Gokul, both when I was working for him at Square and as an advisor to me at Faire. He's an expert in the craft of building products and product strategy. A lot of what we've done at Faire was based on what I learnt from Gokul, from how to use OKRs to set goals to how to organize our teams as we've scaled."

Max Rhodes, co-founder and CEO, Faire

"Gokul works like a true partner, rolling up his sleeves and working side by side to help. He has the unique insights from being both an operator and an investor, which allows us to look at an issue both from an execution and a strategy perspective. His deep empathy for the startup journey makes him one of the most valuable partners as you scale your company."

Manish Chandra, co-founder and CEO, Poshmark

 "Gokul was our default go-to resource as we worked through questions around fundraising and business strategy. His ability to view situations both as an operator and as an investor means he's able to give practical guidance that yields tangible value. Simply put, if you have the opportunity to get him involved, do it." 

Yahya Mokhtarzada, co-founder and CRO, Rocket Money


I share my learnings on X and LinkedIn, and have authored long-form articles on Medium. Here's a curated selection of my writing, organized by topic:

Product Development

Self-serve first
Hiring your first Product Manager

The toughest product to build

The power of a small seasoned team 

VP Eng as Recruiter



Building a performance oriented culture

Break rules, not laws

The R word

Running an All-Hands


SPADE: a decision making framework
Pricing levers

M&A Considerations

Planning: top-down vs bottoms-up 

Playing offense, not just defense

Playing offense during a downturn
The second most important metric

Avoid a siloed product strategy

Considerations for fully distributed teams

Hiring and Performance Management

Leverage boomerangs more

Mission-driven companies attract talent

The power of the right person

Objective Performance Reviews

Values-based firing

Hiring your first Product Manager

GTM, Sales, Marketing

How to ask for customer intros

LTV vs Payback Period

Learning to sell

Founder tips

The ideal founding team composition

Reserve space for value-added angels

Raising capital: narrative and numbers

B-school hires for generalists

Hire a smart generalist

Adding a new board member

Advisors vs board members


Screen out talkers

The “almost peer” report

Board meetings

The CEO’s most important operational responsibility

The weekly CEO email
Characteristics of successful executives


Startup moats

Power law in investing

Be positive

Memos vs pitch decks