Captive vs Independent: Why This Agency Owner Made the Jump (Part 1)

By Craig Pretzinger & Jason Feltman5 min read

Hosts of The Insurance Dudes Podcast — 1,000+ episodes helping insurance agents build elite agencies

Preston Schmidli, digital marketer and independent insurance agency owner

Every P&C agent hits the moment. You're staring at your production numbers, your commission schedule, and that non-compete clause, and a single question starts eating at you: What would happen if I went independent? It's the question that keeps captive agents up at night and the one that independent agents wish they'd asked sooner. Preston Schmidli asked it, answered it, and built something worth talking about on the other side.

The Guy Who Floats Before He Grinds

Preston Schmidli is not your typical insurance professional. He's a digital marketer who actually understands funnels. He's an author who puts frameworks on paper. He's an independent agency owner who walked away from the captive world with his eyes open. And before he does any of it on a given day, there's a decent chance he's been floating in a sensory deprivation tank, clearing out the noise so he can operate at full capacity.

That combination, digital marketing chops, entrepreneurial grit, and a deliberate approach to mental performance, makes Preston the kind of guest who doesn't just tell you what worked. He tells you why it worked and hands you the blueprint.

His path into insurance wasn't a straight line. Like a lot of the best operators in this industry, Preston came from outside the traditional agency pipeline. He brought a marketer's brain into a relationship-driven business, and that cross-pollination turned out to be the edge. While other agents were buying leads from the same vendors and running the same newspaper ads, Preston was building digital systems that generated inbound interest on autopilot.

But the real story isn't the marketing. It's the decision to go independent, and everything that decision forced him to confront about how the insurance business actually works.

The Captive vs Independent Debate Nobody Finishes

Here's what most agents get wrong about the captive-to-independent conversation: they treat it like a simple math problem. If I keep more commission, I make more money. That's true on a spreadsheet. It's dangerously incomplete in real life.

Preston's perspective cuts deeper because he's lived both sides. The captive model gives you a brand, a playbook, and a safety net. You know what products you're selling. You know what your commission schedule looks like. You've got a district manager who, for better or worse, keeps you accountable. For agents who are still learning the business, that structure has genuine value.

The independent model gives you freedom, but freedom without systems is just chaos with a nicer name. Preston didn't just leave captive and hope for the best. He built the infrastructure first: the digital marketing engine, the carrier relationships, the back-office processes. He treated the transition like a product launch, not an escape plan.

Three things Preston gets right about the jump:

  1. Timing matters more than courage. Going independent before you have a book of business, a marketing system, and operating capital isn't brave, it's reckless. Preston built his foundation while still captive, then made the move when the economics were undeniable.

  2. Digital marketing isn't optional anymore. The agents who are still relying exclusively on referrals and community networking are leaving money on the table. Preston's agency runs on inbound digital leads because he invested the time to learn what actually converts online. That's not a captive-or-independent issue, it's a survival issue.

  3. Your mind is the first system to build. This is where the floating comes in. Preston's commitment to sensory deprivation, fitness, and mental clarity isn't a lifestyle flex. It's an operational decision. Running an independent agency means you're the CEO, the sales manager, the HR department, and the janitor. If your head isn't right, nothing else works.

The captive vs independent debate isn't about which model is better. It's about which model is better for you, right now, given your current resources and risk tolerance. Preston's story is proof that the independent path can be extraordinary, but only if you build the bridge before you try to cross it.

What This Means for Your Agency

Whether you're captive and curious or independent and scaling, Preston's approach offers concrete takeaways you can act on this week.

Start with your marketing. Audit where your leads actually come from. If more than 80% of your new business originates from a single source, referrals, purchased leads, one carrier's lead program, you've got a concentration risk that will bite you eventually. Diversifying your lead generation isn't a side project. It's the most important strategic work you can do right now.

Next, look at your daily performance routine. You don't need a float tank (though Preston would tell you it helps). You need something that resets your mental state before the chaos of the day takes over. That might be a morning workout, a journaling practice, or twenty minutes of silence before you open your inbox. The agents who treat their own performance as a system to optimize consistently outperform the ones who just grind harder.

Finally, if the captive-to-independent question is on your mind, stop treating it as a yes-or-no decision and start treating it as a project with milestones. What would need to be true for you to make the jump successfully? Write those conditions down. Then start building toward them, whether you ultimately go or stay.

The Bottom Line

Preston Schmidli walked into the studio and dropped a masterclass on what it actually takes to build an independent agency with intention, systems, and a clear head. But this conversation is just getting started, the captive vs independent debate goes deeper in Part 2, and you're going to want to hear where it lands.


Catch the full conversation:

This is Part 1 of a 3-part series with Preston Schmidli.

About Preston Schmidli: Digital marketer, author, and independent insurance agency owner., LinkedIn | Website

Level up your agency:

Listen to The Insurance Dudes Podcast

Get more strategies like this on our podcast. Available on all platforms.

Related Episodes