From surviving toTHRIVING
Start, Survive, and Scale your transportation business the right way.
Long Haul Leadership is a step-by-step program led by Lola, a veteran in the transportation industry, built to help aspiring owner-operators and trucking entrepreneurs build profitable, compliant, and sustainable businesses that last beyond the next load.
- End-to-end education: from getting your authority to hiring your first driver.
- Compliance, safety, and credit-building strategies that protect your business.
- Live mentorship, implementation support, and a community of serious carriers.
Next cohort is forming now — spots are limited to ensure 1:1 support.
Lola · 15+ years in transportation
“Most carriers never fail because they can’t find loads. They fail because no one taught them how to lead the business behind the wheel.”
Trusted by drivers and dispatchers moving freight across the U.S.
Who Long Haul Leadership is for
If you’re serious about building a trucking business that outlives your truck, you belong here.
Long Haul Leadership is designed for new and emerging transportation entrepreneurs who want to stop guessing, avoid costly mistakes, and build a company that pays them like a CEO — not just a driver.
You’re a fit if you are:
- An aspiring owner-operator ready to get your first truck and authority the right way.
- A driver who’s tired of being underpaid and wants to become a true business owner.
- A new carrier struggling with cash flow, compliance, or keeping reliable drivers.
- A small transportation company that wants to stabilize and scale without burning out.
If you’re ready to treat trucking like a real business — with systems, strategy, and leadership — Long Haul Leadership is built for you.
Inside the Long Haul Leadership curriculum
Comprehensive education modules that walk with you from idea to scaled fleet.
Get clear, step-by-step modules that cover the real business of trucking — not just how to book a load. Every lesson is built from Lola’s years in the field, running operations, dealing with brokers, insurers, and regulators.
Module 1 · Foundation & Strategy
Clarify your business model, lanes, and numbers before you ever put a truck on the road.
- Choosing the right entity, tax, and insurance structure.
- Understanding cost per mile, breakeven, and profit.
- How to think like a CEO, not just a driver.
Module 2 · Compliance & Protection
Avoid shutdowns, fines, and surprise audits with simple, repeatable compliance systems.
- FMCSA, DOT, safety, and hours-of-service essentials.
- Policies, checklists, and files you must maintain.
- How to work with safety audits, inspections, and claims.
Module 3 · Money, Credit & Cash Flow
Get your business and personal finances working together to support long-term growth.
- Step-by-step credit-building roadmap for transportation owners.
- How to manage fuel, maintenance, and repair reserves.
- Financing, factoring, and when to bring in outside capital.
Module 4 · Operations & Team
Build repeatable systems for dispatch, drivers, maintenance, and customer relationships.
- Hiring, onboarding, and retaining quality drivers.
- Dispatch workflows and communication standards.
- KPIs to track weekly to keep your business healthy.
Module 5 · Growth & Scaling
Move from one truck to a stable fleet with smart growth decisions — not reckless risk.
- When to add trucks, lanes, or services.
- Building broker and shipper relationships that last.
- Creating a leadership rhythm so the business runs without you in the cab.
Ongoing updates & industry alerts
Regulations, rates, and risks in trucking change fast. Stay ahead with Lola’s ongoing updates.
- Program content refreshed as rules and best practices evolve.
- Live calls covering market shifts and what they mean for your fleet.
- Email and community alerts when key industry changes hit.
You don’t have to build this alone
Mentorship, community, and hands-on guidance from someone who’s been in the seat.
Long Haul Leadership isn’t another DIY course you buy and forget. It’s a mentorship container where Lola and a tight-knit group of transportation owners help you implement, course-correct, and stay accountable.
- Bi-weekly mentorship calls to review your numbers, decisions, and next steps.
- Hot seat coaching where Lola gets into the details of your specific situation.
- Private community of serious owners who share brokers, tools, and lessons learned.
- Templates, SOPs, and real examples you can plug directly into your business.
You’ll always know your next best move — with someone in your corner who’s seen the road ahead.
Protect the business you’re building
Compliance training and credit-building support built specifically for trucking.
Banks and regulators don’t care how hard you work — they care how well your business is structured. Long Haul Leadership gives you the systems to stay compliant and build real financial stability.
- Compliance checklists and training so you know exactly what regulators expect.
- Done-with-you support for setting up files, policies, and safety processes.
- Credit-building playbooks for equipment, fuel, and business lines of credit.
- What lenders look for, and how to present your business like a professional carrier.
Instead of hoping you “figure it out” before something goes wrong, you’ll know you’re building on solid ground.
Compliance Lab
Walk through real-world compliance scenarios, files, and SOPs you can adapt to your fleet.
Credit & Capital Roadmap
Understand how to position your company for the best rates, terms, and opportunities as you scale.
What changes when you lead for the long haul
Build a business that can outlast bad markets, breakdowns, and burnout.
Long Haul Leadership is about more than staying busy. It’s about building a company that supports your life, your family, and your future — in good markets and bad.
Financial stability
Know your numbers, pay yourself with intention, and build reserves so one bad month doesn’t end the business.
Professional growth
Step into the role of transportation leader — not just the person everyone calls when something breaks.
Long-term resilience
Use systems, relationships, and leadership skills to survive market swings, breakdowns, and tough seasons.
Meet your mentor, Lola
A veteran of the transportation industry who’s seen every season of the market.
Lola has spent more than a decade in the trenches of transportation — from dispatch and safety to operations and leadership. She’s helped build and stabilize fleets, navigate audits, and coach carriers through both record years and brutal downturns.
Long Haul Leadership was born from watching too many good drivers become burned-out owners — not because they were lazy, but because no one had ever shown them how to lead the business side of trucking.
- 15+ years in transportation and logistics.
- Experience across compliance, safety, dispatch, and operations.
- Mentored dozens of carriers on surviving and scaling through market cycles.
Her mission with Long Haul Leadership is simple: to turn more trucking entrepreneurs into long-term leaders who build companies their families can depend on.
What founders are saying
Stories from the yard, the road, and the office.
Names and details may be adjusted for privacy, but the wins are real.
“I was about to give up on my authority after a rough first year. With Lola’s help, we tightened up compliance, renegotiated two key contracts, and now I’m adding my third truck.”
Marcus · Atlanta, GA
From 1 truck and constant stress to a growing 3-truck operation.
“Before Long Haul Leadership, I thought being booked out meant I was winning. Now I actually understand my cash flow, and for the first time I have a real salary and a maintenance reserve.”
Tanya · Dallas, TX
From busy but broke to predictable monthly income.
“Lola gave me the language and structure to sit with lenders and brokers and actually be taken seriously. That alone has paid for the program multiple times.”
James · Chicago, IL
From “just another carrier” to respected transportation partner.
Everything included in Long Haul Leadership
What you get when you join this cohort.
- Full access to all core education modules (foundations, compliance, finances, operations, growth).
- Bi-weekly live mentorship calls with Lola and cohort members.
- Implementation workbooks, SOP templates, and checklists for your trucking company.
- Compliance training materials and file-setup guidance.
- Credit-building resources and lender-prep frameworks.
- Access to the private Long Haul Leadership owner community.
- Ongoing industry update sessions as regulations and markets shift.
- Q&A vault with answers to real scenarios from other carriers.
Designed for long-term success — not a quick hustle.
Every part of Long Haul Leadership is built to help you build a business that still pays you 5, 10, and 15 years from now — with less chaos and more control.
If your vision is to be a respected transportation business owner with options, this container is where you build that foundation.
Investment
Choose the path that fits your cash flow.
Enrollment is limited each cohort so Lola can stay close to every owner inside. Secure your seat with the option that works best for your business today.
Ready to lead your trucking business for the long haul?
Complete your enrollment details below. If we’re a strong fit, you’ll receive next steps and your official cohort start date.
Questions, answered
Long Haul Leadership FAQ
How long is the Long Haul Leadership program?
You get immediate access to the full curriculum upon enrollment. Launch Track members receive 6 months of live mentorship and community access, while Growth Track members receive 12 months. Many owners choose to stay connected in advanced containers after their initial term.
Is this right for me if I haven’t bought my first truck yet?
Yes — in many ways, that’s the best time to join. You’ll learn how to structure your business, evaluate lanes, and understand your true costs before you make expensive commitments. You do not need to already own a truck to get value from the program.
Do I need to be in a specific state or region?
No. The principles, systems, and leadership frameworks work across the U.S. While some compliance details vary by state, Lola will help you identify where you need local guidance and how to adapt the templates for your region.
How much time will I need to commit each week?
Most owners spend 2–4 hours per week between lessons, implementation, and live calls. The goal is not to give you more busywork, but to help you install the systems that save you time, money, and stress long-term.
What if I’m already running a small fleet?
Many members join with 2–5 trucks and use Long Haul Leadership to stabilize cash flow, tighten operations, and prepare to scale. If you’re unsure whether your current stage is a fit, you can apply and share your situation; if it’s not a match, we’ll let you know.
Do you offer refunds?
Because this is a mentorship-based program with immediate access to proprietary materials, we do not offer change-of-mind refunds. That said, we are deeply invested in your success, and Lola and the team will work with you to make sure you’re supported if you show up and do the work.
Build a trucking business that takes care of you for the long haul.
If you’re ready to stop guessing and start leading with a plan, systems, and a mentor in your corner, your next step is simple.
Next cohort is forming now. Spaces are limited so every owner gets real support.