TLDR Founders 2026-03-25
Revenue durability crisis 💸, end of free trials 📉, finding PMF 👨💻 ⚡
HR shouldn't feel like a second job. (Sponsor)
You didn't start your company to spend hours on payroll spreadsheets and benefits paperwork, but somehow, that's what happens when you hire your first employee.
With Justworks, you can simplify all of that work. Your payroll, benefits, and compliance all live in one place, so you can actually focus on what you built your company to do. And whether you're hiring your first employee or scaling your team, Justworks handles the complexities for you with real 24/7 human support.
Learn more at [justworks.com]
Why free trials don't make sense anymore (and what user acquisition tactic to try instead) (11 minute read)
AI-driven costs, shorter payback expectations, and web funnels are causing free trials to decline as companies push for faster monetization. Short trials now dominate despite lower conversion. Use paid trials and trial qualifier events to improve signal quality. They filter for high-intent users, enabling more effective UA optimization while maintaining sufficient event volume for ad networks.
Revenue Durability is Failing in the Age of AI (7 minute read)
Every VC, PE firm, and public market investor is circling the same question in 2026: Is this company's revenue actually durable? The answer is crushing valuations, freezing M&A, and making fundraising brutal. Bill.com dropped from 90% growth to 12%. Snowflake fell from 73% to 26%. The uncomfortable truth is that nobody has real confidence that software revenue will hold up over the next decade, and that uncertainty alone is enough to reshape how every founder thinks about pricing, retention, and defensibility.
I wanted to build a vertical SaaS for pest control. I took a technician job instead (7 minute read)
Taking a job in an industry you want to get into is a good way to figure out what problems the industry faces. Terry Clarke wanted to build a vertical SaaS for pest control, so he applied for jobs, got licensed, and started documenting all the issues he faced in his role. He moved about the company he worked in to learn more about how it worked, and eventually left the company to start his own. The experience helped him learn what tooling to build for his platform.
How To Build a PMF Machine (9 minute read)
Start with a metric, then build the feature. Rank your ideas according to which of them has the highest probability of moving the metric. Estimate how much effort each idea would take to realize. You can then see which tasks are high-impact and low effort. Constantly revise roadmaps to avoid wasting engineering time, and measure everything to calibrate better.
Stop logging CRM data. Start using it. (Sponsor)
Lightfield captures every call, email, and meeting — no manual entry. Ask it anything: what objections keep coming up, which deals are going cold, what your best customers have in common. Cited answers from real conversations. Migrate from any CRM in under an hour.
Get 3 months free → lightfield.app
Use code TLDRS43
Littlebird (Tool)
AI assistant that knows what you're working on.
Remix (Tool)
Turn your raw ideas into content with parallel AI agents.
Tobira.ai (Tool)
Network where AI agents connect and negotiate deals on behalf of users.
There are only two paths left for software (11 minute read)
Software companies face two paths to survive market pressure: accelerate growth through new AI-native products or achieve over 40% operating margins, including stock compensation. CEOs need to decisively select a path, restructure leadership, and either innovate with high-growth AI products or refocus on profitability through higher efficiency and pricing. Choosing neither and staying in the middle will lead to growth pressure and diminished market value.
Software engineering calories: what would cal.ai say about your product? (7 minute read)
Founders should treat their products like their bodies. We gain weight if we eat more calories than we burn, and lose weight if we burn more calories than we eat. For software, the input is code, and the output is feature adoption. Some products would genuinely be better if half their features were deleted. More weight should mean more strength.
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