I spent years at a big law firm, then moved in-house at tech companies like Skydio and Zipline. Along the way, I noticed something broken about how legal services work for growing companies.

Traditional billable-hour firms work well if you've already made your first legal hire — someone who can manage outside counsel, push back on unnecessary work, and keep things focused. But until then? The incentives are completely screwed up.

The clock is ticking on every call, every email, every question. That makes it hard to have the conversations that actually matter: the unhurried ones where you get to know the business, the founders, what keeps them up at night.

You don't need mercenaries or flex talent. You need a partner who understands your business and plays the long game.

When I was in-house, my job was simple: help the company succeed. I wasn't billing hours or justifying my time in six-minute increments. The company and I wanted the same thing.

That's why I work almost exclusively on a subscription basis. It realigns the incentives to look like they do when you're in-house. I want to help you close deals, manage risk intelligently, and avoid unnecessary legal work — not create more of it.

What I Do

  • Commercial contracts (SaaS agreements, enterprise deals, partnerships).
  • AI governance and compliance with emerging regulations.
  • Data privacy and security (GDPR, CCPA, and other frameworks).
  • Product counsel (terms of service, licensing, IP).
  • General business advice when you need someone to talk through decisions.

How This Works

I right-size subscriptions based on company size and scope. For smaller companies, I typically offer an all-inclusive subscription — you get unlimited access to me for a flat monthly fee for all your legal needs.

Some of my larger clients have a commercial subscription (focused on contract review and negotiation) and use flat fees for anything outside that scope. This also works well for companies with small legal teams, especially if they don't already have in-house commercial experience.

This model means we can have real conversations. You can call me to think through a business problem without worrying about the meter running. I get to understand your company, your goals, and the problems you're trying to solve. That context makes me more effective.

No time tracking. No surprise bills. We focus on solving problems, not justifying billable hours.

What Clients Say

"Jacob's thorough and practical approach was exactly what we needed as a growing business. His expertise in the field, along with his patience and ability to balance risk mitigation with flexibility, made him an invaluable asset to our team."
— Director, B2B SaaS Company

You can see more client reviews on my HeyCounsel profile.

Let's Talk

If you're a tech founder who needs legal support and you're scared out of your mind by law firms, you're not alone. I built this practice for you. If I can't help you, I'd love to connect you to one of my HeyCounsel colleagues who can.

jacob@sdglegalstudio.com