Investor Updates: How to Stay in Touch and Raise Smarter

Consistent, well-structured investor updates are one of the cheapest insurance policies a founder can buy — here's exactly how to write them.

Jason KirbyJason Kirby· January 30, 2024· 3 min read
Podcast — $100M Exits with Jason Kirby

The short version

  • Regular investor updates are your cheapest insurance against a cold fundraising market.
  • Updates do five jobs: visibility, growth proof, help solicitation, relationship depth, and pre-diligence.
  • The CEO writes every update — same template, same metrics, same cadence, every time.
  • Switching metrics when numbers soften destroys credibility faster than a bad quarter does.
  • Templates from Thunder, Visible VC, Underscore VC, and Carta give you no excuse to start from scratch.

Most founders treat investor updates as a chore. That's a mistake. A well-written update, sent on a predictable cadence, is one of the most effective tools a founder has for protecting future fundraising options — especially when the market turns cold.


Why Investor Relationships Atrophy (and Why It Costs You Later)

When your startup is growing 200% year-over-year and capital is abundant, it's easy to ignore your current investors and chase new ones. But markets shift fast. The hottest sector can flip from blockchain to AI — or anywhere else — faster than a portfolio can reposition. When that happens, founders who neglected their existing investor relationships find themselves stranded, needing bridge capital from people who barely remember them.

Your current investors are your first call when things get hard. If you haven't talked to them in six months, that call is very uncomfortable.

Founders who maintain active relationships have a built-in safety net: investors who already believe in the company and are primed to support the next milestone rather than re-underwrite from scratch.


What Consistent Updates Actually Do For You

Sending periodic investor updates isn't just good manners. Each one does specific, compounding work on your behalf.

Every major benefit maps to a concrete outcome:

  • Stay top of mind — VCs manage large portfolios; if you're not a top performer, you're easy to forget. Regular emails keep you and your thesis visible before you ever need to ask for anything
  • Demonstrate growth trajectory — Before investing in a new round, investors want to see that you've been hitting targets. Updates create a written record of progress that speaks for itself
  • Solicit targeted help — An "Ask" section gives investors an easy, low-friction way to be useful: introductions, hiring referrals, customer connections
  • Build a real relationship — Briefly naming a genuine challenge and how you're addressing it shows self-awareness and invites investors to engage as partners, not just capital providers

The cumulative effect is that by the time you approach your next round, your investors already know the answer to every diligence question — because you've been telling them the story in real time.


How to Write an Investor Update That Gets Read

The format matters less than the consistency, but both matter. Pick a template and stay with it so investors can skim quickly and focus on content rather than orientation.

Thunder's Investor Memo Template is a solid starting point. Additional well-tested frameworks are available from Visible VC, Underscore VC, and Carta.

The six rules that separate good updates from ignored ones

  • Use the same template every time — Consistent structure lets readers skim and focus on the substance, not the layout
  • Tell the story, not just the scorecard — Explain what is driving decisions and what investors should expect to see next; metrics without narrative are just numbers
  • Keep a consistent voice — The CEO writes every update, every time; it takes 2–3 hours and it's immediately obvious when someone else drafted it
  • Never swap metrics mid-stream — Commit to your top 3 KPIs at the start and report them regardless of direction; switching metrics when numbers soften destroys credibility fast
  • Pick a cadence and hold it — Monthly, bi-monthly, or quarterly all work; what doesn't work is irregular; consistency signals operational discipline
  • Keep it short — Hit the main points and why they matter; no one reads essays in their inbox

What to include

A strong update typically covers: headline metrics (vs. prior period), key wins, key challenges and your response to them, team updates if relevant, and a specific Ask. That's it.


The Founder Conversation Worth Listening To

Ryan Eisenman, founder of Arch — software that helps investors manage private market investments — has lived this playbook from the other side of the table. His account of building investor relationships, running reference checks on VCs without them knowing, and navigating a Series A offers a granular look at how relationship-building actually works in practice.


Resources to Get Started

If you use outside help for legal or financial infrastructure while managing your investor relationships, Bowery Legal and Chelsea Capital are startup-focused options worth knowing.

For pitch deck feedback, Submit your deck for a review, or explore a pitch deck built by VCs and designers if you need a full build.

Written by Jason Kirby.

Questions founders ask

How often should founders send investor updates?

Monthly, bi-monthly, or quarterly all work — what matters is consistency. Pick a cadence and hold it; irregular updates signal operational disorder.

What should a founder include in an investor update?

Headline metrics vs. prior period, key wins, key challenges and your response, any relevant team news, and a specific Ask. Keep it short.

Why is it a mistake to switch metrics between updates?

Swapping KPIs when numbers soften signals that you're managing perception rather than the business. Investors notice. Commit to your top 3 KPIs and report them regardless of direction.

FundraisingInvestor Relationsinvestor updatesstartup communicationsvc relationshipsinvestor memoportfolio managementfounder best practices
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