There’s a reason most couples would rather debate what color the napkins should be than talk about prenups. The traditional process? Expensive, adversarial, and about as romantic as a tax audit. But what if the prenup didn’t have to be a dirty word, or a five-figure legal drama? What if it was just… smart planning, done right?
Enter HelloPrenup, the Boston-based platform doing for prenups what TurboTax did for tax season, minus the audit, plus some serious tech chops. On July 10, 2025, they locked in a strategic investment from The LegalTech Fund (TLTF), the same crew that’s been quietly backing the future of law while the rest of the VC world still thinks “legal innovation” means a better docu-sign tool. TLTF is led by Zach Posner, a man who doesn’t chase the obvious but finds the overlooked, and HelloPrenup checks every box.
Founded in 2018 by Julia Rodgers, Esq., a sharp Massachusetts attorney with a vision for digitizing family law, and Sarabeth Jaffe, a Microsoft alum who knew the backend shouldn’t be harder than the prenup itself, HelloPrenup has grown into a full-stack platform covering 48 states, with eyes on all 50 and beyond. The co-founders didn’t just launch a company, they built a bridge over the legal moat that’s kept everyday couples locked out for decades.
This isn’t some “Shark Tank one-hit-wonder” story either. After scoring $150K from Kevin O’Leary and Nirav Tolia back in 2021, HelloPrenup bootstrapped their way to over $3 million in annual revenue, a $22 million valuation, and a 20% share of the prenup market in the U.S. That’s $25 billion in assets protected and 100,000+ partners served, from your friend down the street to billionaires who don’t blink at five commas but still want clarity.
Their model is simple but disruptive: a $599-per-couple flat fee for a collaborative, state-specific prenup drafted online, guided by legal intelligence, and backed by a growing network of 100+ credentialed attorneys. It’s not anti-lawyer, it’s pro-access. That’s how you earn trust in an $80B market that still thinks law is sacred paper and leather chairs.
Julia Rodgers is still steering the ship, and Sam Swanke, an Amazon vet who stepped in as CTO in late 2024, is cranking up the technical horsepower. CFO Doug Julian and CMO Lauren Lavender round out a team that gets that legal tech isn’t about flashy AI demos, it’s about building trust at scale. That’s exactly what this TLTF investment is fueling: deeper tech, broader reach, and a product roadmap that stretches from prenups to full-spectrum relationship legal services.
This isn’t just a legal tech win. It’s a reminder that the startups actually fixing broken systems don’t need to shout. They build, they scale, and then, quietly, surgically, they take the market.
