How One Carrier Built a Fleet from Scratch
Filip’s truck broke down on his very first load.
He paid for the tow. Paid for the repair. And had nothing left. That was day one of his trucking business.
Today, he runs 40 trucks under PT Freight, a trucking company based in rural Illinois that operates with company drivers and owner-operators — including a lease-to-purchase model that helps drivers buy their own trucks.
In this episode of This Week in Trucking, Filip Jovanovic, Founder and CEO of PT Freight, breaks down exactly how he went from one truck and zero cash reserves to a 40-truck operation — and what every owner-operator and small carrier needs to know about building a fleet that lasts.
Episode Highlights
It Started with One Goal: Buy the First Truck
“From the first day when I decided I like to be in the trucking industry, I started thinking about how to build my company, how to open my authority, and how to start my trucking business.” — Filip
Filip started driving for other trucking companies under their authority. He saw problems in their structures and started planning. He knew he wanted his own operating authority — and he was willing to wait until he was ready.
Then he bought his first truck. And it broke down on load number one.
“I learned right away what I need to do. You need to have cash reserves. You need to be prepared.” — Filip
That lesson scaled. At 40 trucks today, the principle is the same: if five trucks go down, you need to be prepared for it.
The Real Numbers: What One Truck Grosses Per Week
“If the driver is seven days on the road and the market is okay that week, minimum is $5,500. It can go to $8,000 or $9,000.” — Filip
Revenue depends on the driver’s availability and market conditions. PT Freight runs general freight — no niche specialization — and relies on strong broker relationships and dedicated routes to keep trucks loaded consistently.
For drivers running five days, they’re covering 2,500 to 3,500 miles per week.
How PT Freight’s Driver Model Works
Filip runs two models:
Company drivers get paid per mile. The company covers insurance and provides fuel cards. After expenses, roughly 50% stays with the company and the rest goes to the driver.
Owner-operators can lease a truck through PT Freight and drive under their authority. Several drivers have already paid off their trucks and continue working with the company.
“If a driver comes to me and says he wants to buy a truck, I tell him: start as a company driver. If we like each other, we’ll find a way to help you buy your first truck.” — Filip
The Biggest Expenses: Fuel and Insurance Keep Climbing
“Insurance for the company is the biggest expense. Insurance rates every year are higher.” — Filip
Fuel is the largest variable cost. But insurance is the one that keeps growing year over year and hits the hardest at the company level — especially as you scale.
For small carriers, underestimating these two costs is where the math falls apart.
Why Good Dispatch Is Everything
“That’s the most important thing in trucking right now — to have good dispatchers.” — Filip
Filip tried dispatching himself early on. It didn’t work. Dispatching requires 200% focus — constantly watching load boards, tracking freight brokers, negotiating rates.
He built a 24/7 dispatch team and handed it off. That one decision let him focus on building the business instead of running loads.
For owner-operators who are still self-dispatching: it works until it doesn’t. The moment you want to scale, dispatch is the first hire that matters.
What Separates Top Drivers from Average Ones
“If you want to make money, you need to sacrifice. Your time, your family time, everything. And that’s going to pay off.” — Filip
Filip’s top performers are the drivers who stay on the road. In his OTR model, the drivers making the most money are the ones running five to seven days, not two or three.
He’s direct about it: the 2-on, 3-off model doesn’t work for his trucking business. The drivers who treat their seat time like an investment are the ones who earn the most.
Know Your Numbers Weekly — Not Monthly
“You need to know your numbers weekly. Track your expenses every week. Fuel cost, insurance cost per mile, how much you’re paying for your truck.” — Filip
Filip’s one piece of advice to every owner-operator and small carrier:
Don’t wait until the end of the month to figure out if you made money. Track weekly. Fuel cost per mile, insurance cost per mile, truck payment — know it all, every seven days.
It’s simple. And it’s the thing that keeps you in business.
Cash Flow Is What Keeps Growing Fleets Alive
One of the biggest challenges for owner-operators and small carriers is waiting weeks to get paid while expenses hit every day. Fuel, maintenance, insurance, towing — bills don’t wait for broker payments.
That’s where Bobtail comes in. Same-day pay on loads you’ve already hauled. No hidden fees. Real customer support when you need it.
Not a loan. Just your money, faster — so a breakdown on load one doesn’t end your business.
Check out Bobtail’s financial tools for cash flow →
Talk to our team about your operation →
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FAQs
Frequently Asked Questions: FMCSA Compliance for Trucking Companies in 2026
What is the biggest FMCSA enforcement change in 2026?
The biggest shift isn’t a new trucking regulation, it’s enhanced enforcement. The FMCSA (Federal Motor Carrier Safety Administration) and state law enforcement partners are cracking down harder on existing rules, particularly English language proficiency and non-domiciled CDL requirements.
What is the Delilah Law, and how does it affect truck drivers?
The Delilah Law is proposed federal legislation by Senator Jim Banks that would restrict commercial driver’s license (CDL) eligibility based on immigration status, require English-only CDL testing, and impose $50,000 penalties on trucking companies that employ non-eligible drivers involved in accidents.
Is CDL training getting harder or more expensive in 2026?
The CDL training requirements themselves haven’t changed, but FMCSA has removed over 9,000 training providers from its registry. This means fewer — but higher-quality — CDL training options, which could raise costs for people looking at how to become a truck driver.
Why did California lose $140 million in federal highway funding?
FMCSA withheld Motor Carrier Safety Assistance Program (MCSAP) funding because California wasn’t enforcing English language proficiency and non-domiciled CDL regulations aggressively enough. California has since begun revoking improperly issued CDLs and increasing roadside inspection enforcement.
What are non-domiciled CDLs and why are they being revoked?
Non-domiciled CDLs are commercial driver’s licenses issued by a state to drivers who don’t reside in that state. Under new enforcement rules, these CDLs will have a maximum validity of one year, and over 13,000 improperly issued ones have been canceled in California alone.
What should small carriers check when hiring drivers in 2026?
Verify English language proficiency during your driver qualification process, confirm that any CDL presented is properly issued (watch for non-domiciled CDLs with limited validity), and stay current on FMCSA regulations around driver eligibility.
What are DOT officers focusing on during roadside inspections in 2026?
Officers are heavily focused on English language proficiency violations, proper licensing, hours of service compliance, and vehicle conditions, including brakes, lights, and tires. English proficiency violations alone are averaging over 2,000 out-of-service orders per month.
How do CSA scores affect my ability to get freight and truck insurance?
High CSA scores can trigger DOT audits, make freight brokers and shippers less likely to hire your trucking company, increase your truck insurance premiums, and make you a target for plaintiff’s attorneys in accident litigation. Poor compliance metrics can effectively end your ability to do business.
Should I fight a roadside inspection violation or just pay it?
If you have evidence the officer made a mistake, challenge it through the state court system or through FMCSA’s DataQs system. Inaccurate violations inflate your CSA scores, which leads to higher insurance costs, lost freight, and potential DOT audits.
What DOT compliance steps should I take before starting a trucking business?
Build your full compliance program before putting a truck on the road: set up your ELD system, create driver qualification files, establish vehicle maintenance schedules, implement hours of service tracking, and have a plan for monitoring your compliance metrics daily.
How can carriers stay updated?
Subscribe to This Week in Trucking’s FREE newsletter for weekly insights on fuel prices, market updates, and interviews with successful carriers who share real strategies that work. Subscribe here.
What is freight factoring, and how does it help owner-operators?
Freight factoring (also called accounts receivable factoring or invoice factoring) is when a factoring company purchases your unpaid invoices and pays you immediately — typically within 24 hours. This gives owner-operators and small carriers the working capital they need to cover fuel, maintenance, and compliance costs without waiting 30–60 days for freight brokers to pay.
Are new FMCSA trucking regulations expected in 2026?
FMCSA is not expected to pursue major new rulemaking this year. However, NHTSA and the broader USDOT are developing a regulatory framework for autonomous trucks, which will eventually impact the entire trucking industry.
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