What Founders Should Comment on Investor Posts

5 min read By Vishesh

What Founders Should Comment on Investor Posts

You're building something real.
You’re sharing your journey.
You’ve got traction, or insights, or something unique to say.

And now you want to show up on the radar of the people who can open doors—investors.

But how?

The answer isn’t cold DMs. It’s commenting with context and clarity.

Great comments on investor posts do two things:

  1. Get you noticed
  2. Start relationships without the ask

Let’s break down exactly what to say—and what not to.


🧠 Why Comments Work Better Than Cold Messages

Most investors don’t reply to cold DMs.
But they do read their comments.

If you consistently show up with thoughtful responses:

  • They start recognizing your name
  • You build familiarity before outreach
  • You demonstrate how you think (without a pitch deck)

You’re not begging for attention. You’re adding signal.


✅ What to Comment (With Examples)

1. Add a Perspective

Investor: “Vertical SaaS is eating the world.”

You: “We saw this firsthand in logistics—off-the-shelf CRMs broke for dispatch workflows. Niche won.”

Why it works: It shows you're close to the problem and you're not just agreeing—you’re adding.


2. Share Firsthand Experience

Investor: “Hiring your first 10 engineers determines culture.”

You: “Hired 3 engineers before we nailed culture fit. Slowed down the roadmap but saved long-term pain.”

Why it works: It signals operational depth, not opinion.


3. Connect with Their Portfolio

Investor: “Great design is becoming a core B2B differentiator.”

You: “We love how [one of their portfolio companies] does this. Borrowed a few ideas from their onboarding sequence.”

Why it works: It shows you’ve done your homework and are ecosystem-aware.


4. Ask a Smart Follow-up Question

Investor: “We’re bullish on async tools for global teams.”

You: “Curious how you think about async tools in regulated industries—seeing friction in healthcare ourselves.”

Why it works: It pulls them into a thoughtful thread and reveals your domain.


5. Add Humor or Personality (Cautiously)

Investor: “Market downturns are where real companies are built.”

You: “Cool, we must be really real then 💀🧱”

Why it works: Light humor, especially if on-brand, makes you memorable. Just don’t overdo it.


🛑 What to Avoid

  • Generic praise:
    “Great post!” = forgettable

  • Forced self-promotion:
    “We’re solving this at my startup. DM me.” = pushy

  • Contrarian hot takes with no substance:
    “I disagree” = okay
    “I disagree and here’s why, based on experience” = 💡

  • Commenting only once:
    It’s a long game. Show up often to get noticed.


🎯 The Goal: Familiarity Before the Ask

Commenting consistently = soft intro
DMing after thoughtful public engagement = warm outreach
Pitching cold = ignored

Your comments are your pre-qualification signal.


Pro Tip: Use a Comment Tracker

Build a lightweight table:

  • Investor name
  • Topics they care about
  • Posts you’ve engaged on
  • Date of interaction
  • Follow-up timing

Or use a tool like Jerry to track and surface these opportunities automatically—so you never forget to follow up.


TL;DR — Comments = Currency

  • Comment before you connect
  • Add insight, not just agreement
  • Tie it to your experience or domain
  • Ask thoughtful questions
  • Build trust in public before you DM in private

Because investors don’t just invest in ideas.
They invest in people.
And great comments are where trust starts.


P.S.

We built Jerry to help founders track engagement, surface warm investor signals, and know exactly what to say—before the first message is ever sent.

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  • AI drafts your posts in your voice. Hook → Outline → Boom.
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