The Trailer Hustle Podcast

 People love to blame a “saturated market” for why they don’t start or why they're not winning. But it’s BS. In this episode, I break down why crowded markets are still full of opportunity and how showing up with consistency instantly puts you ahead of most operators  Support the show See what Big Rentals has to offer https://calendly.com/ryan-keen/trailer-hustle-big-rentals Download the Trai...

 Big box stores are everywhere, but that doesn’t mean small trailer rental businesses are done. Episode 018 dives into what works, what doesn’t, where profit actually comes from, and how to stay competitive without trying to outspend the giants.  Support the show See what Big Rentals has to offer https://calendly.com/ryan-keen/trailer-hustle-big-rentals Download the Trailer Hustle App! https://tra...

 This episode breaks down all the current giveaways going on right now, with a big spotlight on the Doolittle Trailer Giveaway. I explain how every giveaway is being run through the Trailer Hustle mobile app, how to enter, what’s up for grabs, and why you don’t want to sleep on these drops if you’re in the trailer world.  Support the show See what Big Rentals has to offer https://calendly.com/ryan...

 This episode is a full breakdown of the top 10 things every solid trailer rental contract needs. I walk through exactly what’s in my contract, why each section matters, and how these clauses protect you from getting burned. I also share where you can grab the same contract I use so you don’t have to reinvent the wheel.  See what Big Rentals has to offer https://calendly.com/ryan-keen/trailer-hust...

 In this episode, I’m diving straight into Google reviews — how they actually work, why they matter way more than most people think, and the simple things you can do to boost your rating without being weird about it. We’ll talk about SEO impact, customer trust, burying bad reviews, and how reviews quietly decide who wins in local markets. If you run a business, this one’s gonna hit home.  Support...

 In this episode I walk through the moment I quit my job — why I did it, what pushed me over the edge, and exactly where my business was at the time. It’s the real story behind taking that jump, the risks, the mindset, and how it all played out.  Support the show See what Big Rentals has to offer https://calendly.com/ryan-keen/trailer-hustle-big-rentals Download the Trailer Hustle App! https://tra...

In this episode I sit down with Trailer Valet to talk through their full journey — how they started, how their products came to life, and where they’re heading next. We get into the early days, the challenges, the wins, and the future plans that could shake up the industry even more. If you’ve ever wondered how a trailer product company really grows, this one’s packed with insight. Browse Trailer...

 In this episode I break down the Doolittle Trailers giveaway and why you absolutely want to be entered before it closes. I also talk through some current and upcoming app features, a few updates rolling out soon, and the buzz around a possible DJI drone ban in the U.S. On top of that, I touch on sponsor momentum for the Trailer Hustle Picnic, proudly presented by Big Rentals, and where things are...

 In this episode I take a minute to slow down and thank everyone who makes this community what it is. With Thanksgiving here, I wanted to talk about what this group means to me, how much I appreciate the support, and why I’m so grateful for the people who show up every day to help each other grow. Simple, real, and straight from the heart.  Support the show See what Big Rentals has to offer https:...

 In this episode I go back to the beginning and talk about how I first got into trailer rentals, what those early days looked like, and how everything grew from there. I break down the decisions that helped me, the mistakes I’d avoid if I could do it over again, and the lessons that shaped the business I run today. Simple, honest insight for anyone thinking about getting into the trailer rental ga...

 In this episode I dive into the real strategy behind discounts—when to offer them, how to manage them, and how to make sure you’re not hurting your business in the process. I also talk about the giveaways I’ve got coming up and some of the best Harbor Freight Black Friday deals happening right now. Simple, practical guidance for anyone trying to boost business without giving away the farm.  Suppo...

This is the link if you'd like to show some love to Tara and her family. Thank you SO much! Fundraiser for Tara Bertrand by Cristofer Williams : Support George Bain's Funeral Costs  In this episode I break down the new DEX 360 product from Dexter Group and why it matters for anyone in the trailer world. I also talk about getting back to the fundamentals when business slows down and the l...

 In this episode I walk through exactly how I vet my customers before a rental goes out. I break down the questions I ask, the red flags I look for, how I verify people, and the little things I’ve learned that help prevent damage, headaches, and wasted time. Simple steps, real examples, and a straightforward system anyone can use to protect their trailers and their business.  Support the show See...

 In this episode I break down the recent equine herpes outbreak happening in Texas and why it matters for anyone hauling livestock. I go over how the virus spreads, what officials are recommending, and what extra steps livestock trailer owners should be taking right now. I also talk about cleaning cattle trailers the right way, how to protect your rental business during a biosecurity scare, and so...

In this episode, Justin reads and breaks down a recent Yahoo Finance article announcing Big Rentals raising $2.8 million . We talk about why this is a big win for the entire trailer industry, what it means for small business owners, and how growth like this pushes the whole space forward. Justin also shares his own experience using Big Rentals — how it’s helped organize his fleet, streamline opera...

In this episode, Justin breaks down one of the toughest parts of renting trailers: customer damage . We talk about how to handle it professionally, how to charge for it, and the tools you can use to keep customers accountable from start to finish. Justin also shares a recent real-world example involving damage to his own utility trailer and walks through exactly how the conversation with the custo...

In this episode, Justin sits down with Adam, the owner of Ride Dog GPS , to talk about how the company got its start and where it’s headed. We dig into the early days, the vision behind the brand, and what makes Ride Dog GPS stand out in the trailer world. You’ll get a look at the product, the mission, and the mindset that built one of the best up and coming products in our community. A solid epis...

In this episode, Justin opens up about his own entrepreneurial journey — how it all began, the lessons learned along the way, and what it really takes to build something from nothing. This one’s all about momentum and mindset. If you’ve been waiting for the perfect time to start your business, your side hustle, or that next big idea — this is your sign. Justin shares why it’s so important to be in...

In our first episode of The Trailer Hustle Podcast , we dive into one of the hottest debates this week from the Trailer Hustle Facebook Group — should you balance your trailer tires or not? We talk about the old-school mentality that still hangs around the industry and why it’s time to start looking at modern problems with modern solutions. Justin also shares some exciting updates on the Trailer H...