Elia Wallen is the CEO and Founder of Engine, a company reimaging business travel.gettyA founder I respect called me recently. He's building in hardware. Smart guy, real product, real momentum. He wanted to raise $2 million. I asked him to walk me through what the money was for.Twenty minutes later, he needed $800,000. The other $1.2 million was a number he had in his head. Not a plan. A number.I told him what that cushion was going to cost him: roughly 5% to 10% of his company, permanently, for padding he probably wouldn't spend, against a rainy day that possibly wouldn't come, in exchange for a press release that would feel great for about a week.He took the smaller number. He's going to build a better company because of it.That's the conversation I keep having with first-time founders, and one I had with myself when I was younger. The number in your head doesn't match the work in front of you, and you can't quite explain the gap. That's the moment to slow down, because the gap is telling you something about the work, not the money.The system is built to reward raising, not building.Founding a company is lonely. You're carrying risk that other people in your life don't fully understand, and the only externally legible signal that you're winning is a funding announcement, the press release, the LinkedIn post or the valuation in the trade rags.Every part of the ecosystem reinforces it. Investors get rewarded for deploying capital. Reporters cover rounds, not unit economics. Other founders post their term sheets. I get the pull. It's a really simple human need for external validation, and a wire transfer is a particularly loud form of it. Understandable doesn't mean correct.The announcement is the easy part. The work the money is supposed to enable is the hard part, and the announcement makes that harder, not easier. If you give me a car when I'm 10, I'm probably gonna crash it. A big check before you're ready isn't safety. It's a bigger mistake waiting to happen.This pressure test costs nothing.If you're considering a raise, try this: Write down the three things you would do with the money the day after it hits the account. Not the strategy. The actual actions: who to hire, what to build, which market to enter and what evidence shows that it'll work.If those things are vague, like "hire faster" or "build out the team," you're not ready. You're describing a feeling, not a plan. What you probably want is to stop feeling behind. A check won't fix that.Good answers sound like: "I need to hire two enterprise account executives because I have three signed pilots that need a full-time owner." Or: "I need $400,000 to enter the EU because we have inbound from 12 customers, and our infrastructure can't process non-USD billing." Specific. Tied to signal. Sized to the work.We call this conviction with rationale at Engine. Both halves matter. Conviction without rationale is ego, and I've had plenty of that over the years. Rationale without conviction is hedging. You need both, and you need to be honest with yourself about whether you actually have them.Identify what the check doesn't fix.There's a fantasy that a raise will solve the problems keeping you up at night. It will not. You'll wake up the morning after closing, your bank account will be bigger and all the same problems will still exist.The hire that isn't working, the pricing model you haven't figured out or the customer who isn't renewing will not get easier with more cash. The capital sits in an account. The decisions still sit with you.And then there are the problems the raise creates. Some are predictable: the dilution, the board you didn't have, the reporting cadence. Those are the visible costs. The less visible ones are where the real trouble lives.You've raised the bar on what success has to look like. Every decision now gets measured against an implicit return expectation. You've also sold a piece of your company at what should be the lowest valuation in its history. If things go according to plan, no future investor will ever get a deal that good again.Even with the best investors, the gravitational pull is real. They have a thesis, they've seen patterns and some of that is genuinely useful. But it's outside-in, not inside-out. We say internally that context is worth a hundred IQ points. After the check clears, it gets harder to stay close to your perspective as a founder, because there are more people in the room with a stake in your outcome.The right investors are a real gift, and we've been fortunate with ours. The point isn't that they're the problem but that raising money changes the shape of the room you're working in.Capital is an accelerant, not an ignition source.Venture capital pours fuel on something that's already burning. It does not start fires.If you're raising because the opportunity is pulling you forward faster than you can self-fund, customers are signing and the market window won't stay open, then raise. Take the smallest check you need and go.If you're raising because you're tired, or scared, or because everyone else seems to be raising, don't. Sit with the discomfort instead. The discomfort is information. It's telling you something about the work that isn't done yet. A check will quiet it for a few weeks, then it comes back louder, with new people in the room.By the time we raised our first round at Engine in 2019, the opportunity was real, the model was proven and the money was an accelerant for a business that was already working. I'd love to say I planned it that way. The truer version is that I didn't know any better at first, and by the time I did, I'd built something that didn't need the check the way I might once have thought it did.That's the company you want to be when the check clears. Not the one that needed the check to exist.Forbes Technology Council is an invitation-only community for world-class CIOs, CTOs and technology executives. Do I qualify?
After The Check Clears: The Problems Money Doesn't Solve
If you're considering a raise, try this: Write down the three things you would do with the money the day after it hits the account.










