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Investor said keep me posted? That's not a no, it's when the raise actually starts

Sunny Ray · · 5 min read

Fundraising

When an investor says "keep me posted", they're not passing. They're telling you they don't have enough yet to say yes, and they'd like you to give them more. The right response is to actually keep them posted: short updates every time something real happens, a hire, a customer, a milestone, a close. Most founders don't. That's where most raises leak.

It took me five years to land Tim Draper. Not five years of pitching. Five years of keeping him up to date.

The numbers: 8,000 contacted, 252 replies, 183 interested

On March 19 I walked a founder raising for a robotics company through his campaign dashboard. At the top of the funnel, 24,000 investors. Charles's machine had contacted 8,000 of them so far. 252 replies. 183 marked interested. A reply rate of about 3.1%.

Most founders would look at that and focus on the 3.1%. Is it good? Is it bad? Should we change the subject line?

I wanted him looking at the 183.

"Most investors will never say, I'm not interested. They'll say, hey, keep us in the loop with your developments. And most entrepreneurs forget. They just don't reply. But really, that's when the game begins."

That's what I told him, and I meant it. 183 interested investors aren't 183 maybes to chase this month. They're a list you'll update for the next year, or the next three.

The 150 that beat the 18,000

The same dashboard had a second lesson in it. The campaigns were broken out by cohort, and the reply rates were nothing alike.

The big generalist VC list, around 18,000 names, was slow. Charles said as much on the call. A much smaller list, roughly 150 VCs that focus on robotics, had a far higher reply rate. So the plan became: stop feeding the generalist list and expand the robotics one to a couple thousand.

That's a pattern I see in almost every raise we run. A small list of investors who already invest in your category beats a giant list of people who invest in "technology". Specialists recognize what you're building without a tutorial. Generalists need to be educated, and a cold email isn't where education happens.

And it compounds with the first lesson. Interested replies from a specialist list are worth far more over time, because those investors will keep seeing deals in your space and keep comparing them to you.

Why investors never say no

Think about it from their side. Saying no costs them something. It closes a door on a company that might be great in eighteen months. Saying "keep me posted" costs nothing and keeps the option open.

So "keep me posted" means: I can't underwrite this today. Show me something that changes that. What would change it is different for every investor, but the list is short. More traction. A strong hire. A lead investor. Proof the market is real. You don't know which one they're waiting for, so you send all of them as they happen.

If you go quiet, you're the one who passed.

The update cadence: hires, milestones, closes

You don't need a fancy investor relations program. You need a habit.

The update isn't a pitch. It's evidence arriving on a schedule. Each one moves an investor a little closer to the moment their reason to wait goes away.

What a good update looks like

Here's the shape I'd send to the 183, the day something real happens:

Subject: [company] update: [the one thing that happened]

Hi [first name], quick update since we spoke. We [hired / signed / shipped / closed] [specific thing]. That matters because [one line on why]. [One number, if you have it.] We're [where the round is]. If you know someone at [specific company or role], an intro would help a lot. Thanks for keeping an eye on us.

Five or six lines. No deck attached, no "let me know if you'd like to chat". The update does its job by arriving. The conversation comes when they're ready, and they will remember that you kept showing up.

The dashboard I showed him had his fundraise timeline on it too: when the raise started, the milestones hit so far, what's next. Each of those milestones is an update waiting to be sent.

Five years to one yes

I didn't get Tim Draper by being clever in the first email. I got him by still being in his inbox years later, with news that kept getting better. Most of the founders who pitched him the same year I did had long since stopped writing.

That's the unglamorous truth about fundraising. The first reply is rarely the yes. The yes comes from the person who kept showing up after everyone else gave up.

So when you get your next "keep us in the loop", don't file it under rejections. Put it on the list. Then actually keep them in the loop.

If you want investors meeting you as a peer before you ever ask for a check, see how founders use a show to meet investors.

Frequently asked questions

What does it mean when an investor says keep me posted?

Usually that they can't say yes yet but want to stay close. Treat it as an invitation to send updates, not as a pass.

How often should I send investor updates?

Every time something real happens, like a hire, a customer or a close, and at least once a month if nothing does. Keep each one to a few lines.

Is a niche investor list better than a big one?

In our campaigns, yes. A list of about 150 robotics-focused VCs replied far better than an 18,000-name generalist list, so we expanded the niche one instead.

What reply rate should investor cold email get?

One recent campaign of ours ran at about 3.1%, with 252 replies and 183 interested from 8,000 contacted. The interested list matters more than the rate.

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