I have spent more than a decade building a courier company and coaching others to do the same. I have seen the late nights, the self doubt, and the questions you ask yourself when you are close to launching or when you finally land that first client. I also know what happens when you step into a small room with the right peers and a mentor who has walked the road. You move faster, you make better decisions, and you stop guessing.

Today I want to show you why small group coaching is one of the smartest investments a courier entrepreneur can make. If you are serious about landing direct clients, pricing with confidence, and building a real company instead of chasing loads in gig apps, this will meet you right where you are.

Why small rooms create BIG transformation

Most business owners do not need more information. They need implementation, feedback, and accountability. Small rooms create that environment. In a focused group you hear how others apply the same playbook in different markets. You learn what to keep and what to cut. You get called up when you stall, and you celebrate real wins that build belief.

In my coaching groups, we keep the room intentionally small for each group so every voice is heard. You are not lost in a crowd. You come to each session with a clear focus, you leave with a plan, and you know exactly what to do before we meet again.

Accountability beats motivation every time

Motivation is loud on Monday and quiet by Thursday. Accountability is steady. Inside a group you set weekly targets that match your season. Maybe that is ten prospecting touches a day, updating your rate sheet, or building a short case study for a local lab. You report back, we coach the gaps, and progress becomes normal. That rhythm is how contracts happen.

To make this simple, members receive a monthly accountability tracker and prompts you can use in ten minutes a day. It is not about doing everything. It is about doing the right things in the right order.

Hot seats that fast track clarity

A hot seat is where the growth happens. You bring a live challenge and we work it together in real time. Examples include how to quote a rush request, how to approach a hospital materials manager, or how to talk driver pay so you attract reliable people and still protect your margin. You leave with a script, a decision, and next steps you can execute before the close of business.

Clients tell me the hot seats alone are worth the investment because they replace weeks of second guessing with one clear action.

Coach Roslyn is both approachable and a consummate professional—she genuinely wants you to succeed. She encourages questions, emphasizes accountability, and delivers everything with clarity and integrity.” Renay 

Real wins from real courier owners

One client came in overwhelmed and underpriced. In the first month we rebuilt her rate sheet, practiced a confident quote, and ran a simple LinkedIn outreach cadence. She booked three discovery calls and closed a medical records delivery contract that paid for the program before month two.

Another client assumed he needed a big marketing budget to compete. Instead we clarified his niche, tightened his offer, and used a low-cost pipeline tracker that he updates daily. He closed his first direct medical client and hired his first driver with a clear onboarding process.

This is the power of a small room with structure and support.

What you can expect inside Driven For Success Network Group Coaching

Driven For Success Network is my small group coaching program for courier entrepreneurs who want to grow with focus and speed. Here is what you receive when you join.

  • Two live sessions each month with structured teaching and guided implementation
  • Hot seats that tackle your exact roadblocks, not generic theory
  • A private community for accountability and peer support
  • Session recordings so you can revisit training at your pace
  • Twenty percent off future workshops, masterclasses, products, and courses
  • Instant access to member bonuses, including a list of shippers, my Sales and Marketing Playbook, The Five to Nine Entrepreneur masterclass, and my ebook What You Need to Know to Scale Your Courier Business

These are a small groups by design so every member is seen and coached.

Five ways group coaching accelerates your courier business

  1. Speed of decision making
    Instead of spending weeks researching software or debating your pricing, you bring it to the room and get an experienced answer in minutes. That speed compounds.
  2. Sales confidence
    Scripts are helpful. Practicing them and getting feedback is better. We role play outreach, discovery, and closing so you can walk into sales calls calm and clear.
  3. Operational clarity
    We review dispatch flow, driver onboarding, and client onboarding. You learn how to set expectations, manage performance, and protect your time.
  4. Visibility into what works now
    Markets shift. Healthcare buyers shift. You hear real time what is converting for other owners, and you adapt without the expensive trial and error.
  5. Belief and identity shift
    The room treats you like a CEO until you start acting like one. That identity shift shows up in your pricing, your posture, and the opportunities you say yes to.

If you are on the fence

Maybe you tried to go it alone and you are tired. Maybe you have been close to launching and started to doubt yourself just before the first client arrived. I have seen this pattern many times. A small room with structure breaks that cycle. Give yourself ninety days. Show up, do the work, and watch what changes.

Ready to move

Enrollment is open for Driven For Success Network Group Coaching. There is an introductory rate of $97 per month for the first three months, followed by $197 per month thereafter. All sessions are recorded, so if you miss a day you will not fall behind. Join us and let us build your momentum together.

Join Driven For Success Network now. Secure your seat and get instant access to the member bonuses as soon as you join. Join Now

See you inside the Group?

Coach Roslyn 

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