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Getting to product-market fit is one thing. Scaling past it is another.?Let's build together. Our team has helped thousands of startups raise billions, not with advice, but with real financial strategy, powered by a team that’s seen it before. #BuiltWithPilot #StartupFinance #FounderTools #PilotHQ

Huge thank you to everyone who came out for the YC S25 & Alumni Headshots event! It was a full day of cameras flashing, coffee flowing, and incredible founders connecting—and we couldn’t be more thrilled with how it turned out. At Pilot.com, we’re proud to support the Y Combinator community, and it’s always a pleasure to give back by helping founders show up as their best professional selves. From the first batch we did years ago to now, we’ve had the honor of providing hundreds of founders with high-quality headshots they can use for LinkedIn, press, team pages, and more. A big shoutout to our amazing co-hosts at Gunderson Dettmer, J.P. Morgan, Pulley , and Nowadays (YC S23) for teaming up to bring this event to life once again. Your partnership made the day smooth, fun, and impactful. Special shout out to Lily Rose Photography for helping us support the event! Until next time—here’s to building and growing with great people. #YCombinator #YCAlumni #Pilot #Founders #Headshots #StartupCommunity #Networking #PressReady

For Tyler Hakes ??, founder of the content agency Optimist, it was the result of posting on LinkedIn. Not an ad. Not a cold email. Not a growth hack. Just thoughtful, consistent content, at least three times a week. Sharing what he was learning, what he was testing, and how he saw the industry shifting. Tyler had been writing for years, on Reddit, blogs, and SEO, but as inbound from search slowed down and his ideal buyers weren’t on Reddit, he shifted his efforts to LinkedIn. The strategy? Simple. Be educational, practical, and promotional. In that order. What does that look like day to day? ?? Stay visible - engage ?? Be generous with ideas - share openly ?? Build real relationships - stay curious ?? Let trust build over time - stay consistent The results? One of the best years yet, $1M in revenue, a 7% margin, and a new client worth nearly $500,000 annually… all sparked by a steady stream of LinkedIn leads. Tyler's approach isn’t about flashy content or chasing algorithms. It’s about showing up with real insights, a clear point of view, and a long-game mindset. And? It’s working. We pulled together his story → swipe through it for the TLDR. Find the weekend read with our blog post in the comments below for the strategy behind the scenes. Your next client might already be in your network. The only question: are you showing up for them? #LinkedInStrategy #CreativeAgencies #B2BMarketing #AgencyLife #SocialSelling

There’s one number every founder needs to know at all times: How much cash will we have left at the end of the month? This is what your Ending Cash Balance chart answers. It’s straightforward, but critical. This isn’t just a health metric; it’s a runway calculation. It's the thread. It dictates your next fundraising milestone, your hiring plan, and the bets you can afford to make. This view gives founders immediate clarity on: How quickly cash is being consumed When spend needs to taper, or be accelerated What the timeline to inflection truly looks like How much buffer exists before decisions become reactive The value of this chart isn’t just in knowing where the line lands. It’s in creating a financial narrative: Why are we here? What’s changing next month? What do we need to believe to raise, survive, or grow? Curious what your cash curve looks like? We’ll chart it for you. Bridget Martinez on our CFO team, explains how this chart gives us strategies and helps communicate with boards and investors clearly. Confidently. #StartupFinance #CashFlowForecasting #CFOInsights #PilotAdvisory #FounderTools

Excited to co-host with Vlad Cazacu, founder of Flowlie Technologies (aka the Harmonic for Fundraising), on a session designed to help early-stage founders get investor-ready — fast. Flowlie helps founders save hours by matching them with the right investors and showing mutual LinkedIn connections for warm intros. We’ll dive into: ?? What metrics VCs actually care about ?? How to present scalability, capital efficiency, and a clear path to profitability ?? Common financial red flags that kill deals (and how to avoid them) If you’re a pre-seed or seed founder, join us on August 13th at 4PM ET to get real about what it takes to raise. Hosted by Flowlie Technologies x Pilot.com ?? August 13 | 4PM ET ?? Register link in comment

Choosing your finance partner is just as important as choosing your tools or first hire. When Stephanie Ullyott joined Ladris as their first finance lead, she didn’t need a flashy vendor; she needed a partner she could trust. Partners that could handle the books and give her time back to focus on what matters: building a foundation, supporting strategic decisions, and guiding the business forward. ?? “I needed support, not oversight. Pilot not only checked every box, but every one of those boxes was checked at a higher level." #BuiltWithPilot #StartupFinance #FractionalCFO #CustomerStories

YC S25 & Alumni: Need new headshots? We've got you! Pilot is teaming up with Gunderson Dettmer, J.P. Morgan, Pulley, and Nowadays to bring back one of our most popular founder perks: free professional headshots. ?? Friday, August 1 ?? 10 AM – 5 PM PT ?? Downtown SF (exact location sent after RSVP) What to expect: ?? Two pro photographers ?? Mini photo studios ? Coffee, bites, and good founder company ??? Retouched photos you can use for press, LinkedIn, or your deck We’ve helped hundreds of YC founders get polished, professional photos—and we’re excited to welcome the S25 batch next. Space is limited—RSVP now! Register with the link in the comments below!

Would you spend $400K on a domain name? We did, and it shaped our entire go-to-market playbook. In this episode of Unicorn Builders, Waseem Daher shares how trust, timing, and bold bets define who we are at Pilot. So much more to dive into, give it a listen!

AI isn’t just hype; it’s redefining the rules of venture. At our latest Founders & Funders session, Riley Rodgers of Valia Ventures joined us at Pilot.com HQ to break it all down. The room was full of builders, thinkers, and founders, many already on their second slice of pizza, unpacking where the real opportunities lie. A few takeaways from the night: ? 66% of all venture capital in H1 went to AI, according to?PitchBook?data. That leaves just a third for everything else. ? Series B isn’t what it used to be. The bar is sky-high, and outliers are setting unrealistic expectations for the rest. ? VCs are actively exploring those 'boring' businesses, service businesses, legal, and financial services, as the new frontier for AI leverage. ? “Head in the clouds, feet on the ground” isn’t just a mindset. It’s the founder blueprint investors are betting on to show a balance of vision and pragmatism. From debating defensibility in AI apps to unpacking founder market fit (spoiler: age doesn’t matter, clarity does), Riley brought the heat and a huge dose of honesty. Thank you for joining us. This is the community we are building together. If you missed it, we missed you. Follow to stay in the loop for the next in our Founders and Funders event series. Follow to always stay in the loop. #FoundersAndFunders #AIStartups #StartupFinance #FounderCommunity #VentureCapital #PilotHQ

So grateful to work with a community supporting founders at every stage and level. Thank you for joining us in the Pilot HQ!