Coaching With Roslyn v.

Launch Camp: Start Your Medical Courier Business in 3 Days
2025-12-08 19:00 - 2025-12-10 20:30 (America/New_York) | ZOOM
Launch Your Medical Courier Business in 3 Days — No Load Boards, No Middlemen, No Guesswork
You didn’t come here to stay stuck.You came because you know you’re meant to build something real — something profitable, sustainable, and yours.
The Direct Routes workshop cuts through the noise and teaches you the truth about this industry:You don’t need a middleman. You don’t need load boards. You need strategy, execution, and the right guidance.
I built a multi-state medical courier company from absolutely nothing — and I didn’t learn it on YouTube. I learned it in real life, making real decisions, securing real contracts.
If you’re ready to stop chasing single stops and start securing clients who pay you every single week… you’re in the right room.
Your next level doesn’t start with motivation.It starts with instruction.
Let’s build your courier business the right way December 10th – 12th.
3-Day Workshop Overview
DAY 1 — Build the Foundation
Get your business set up the right way. We cover structure, compliance, insurance, HIPAA basics, what you actually need to start, and the core tools to operate professionally.
DAY 2 — Pricing + Operations
Learn how to price like a real courier company, build profitable routes, understand driver pay structures, and create operational workflows that keep your business running smoothly.
DAY 3 — Get Direct Medical Contracts
No load boards. No brokers. I teach you where to get contacts, what to say, how to follow up, how to lock in contracts and how to position yourself as the go-to medical courier in your city with confidence.
ADDED BONUS
For the first 10 people who sign up, you get live Q&A every day.Yeah, you heard me right — ask me anything.This is your chance to get direct access, direct clarity, and direct answers from someone who has built a real multi-state medical courier company from the ground up.
Investment
$197 (Last session at this price)Price increases to $397 starting January 2026.
If you’re serious about stepping into the medical courier space — this is the room you want to be in.
https://www.businesscoachingwithroslyn.com/direct-routes-medical-courier

Group Coaching - Invoices That Get Paid
2025-12-27 11:00 - 12:30 UTC
[Workshop] Invoices That Get Paid 1/24/26
This workshop I walk you through everything you need to know when it comes to invoicing your clients No confusion. No delays. No missing money.
In this training inside the Driven For Success Network, Coach Roslyn breaks down exactly how to invoice your clients the right way. You’ll learn what must be included on every invoice, how to present yourself as a professional business, and how to avoid the common mistakes that delay payments or cost you money.
This session is designed for courier business owners who want clean invoicing, clear expectations with clients, and consistent, on-time payments.
If you’re tired of guessing, chasing payments, or looking unprofessional—this training is for you.

Welcome to your next level.
Driven For Success Network is a monthly group coaching membership designed for ambitious professionals in the courier and logistics industry who are ready to grow—with expert support and a community that gets it.
This isn’t a course. It’s a coaching container where real breakthroughs happen in real time.
AS A MONTHLY MEMBER:
✔️ Two live sessions each month (group coaching, trainings, workshops)✔️ Real-time strategy and direct feedback from Coach Roslyn✔️ “Resource of the Month” (contracts, templates, tools, and more)✔️ Quarterly business challenges to keep you sharp and motivated✔️ Accountability partners so you stay consistent✔️ Private members-only community✔️ 20% off all future coaching, programs, and services
This isn’t surface-level support.It’s the strategic structure and business mentorship you’ve been missing.
Enroll Now

From Gigs to Guaranteed Routes: The Truth About Landing Direct Medical Courier Contracts
2026-01-05 20:00 - 21:00 UTC | ZOOM
From Gigs to Guaranteed Routes
The Truth About Landing Direct Medical Courier Contracts
Free Live Webinar📅 January 5, 2026⏰ 8:00 PM EST📍 Live on Zoom🚫 No replay available
About This Event
If you are running gigs, on-demand work, or inconsistent routes and wondering when your courier business will finally feel stable, this free live webinar is designed for you. Many couriers stay busy but never reach predictable income because they are operating within a system that was never meant to scale. This session is about understanding that gap and learning what truly separates drivers from business owners in the medical courier space.
During this live webinar, Coach Roslyn will break down why most couriers never land direct medical routes, how medical clients actually think when choosing a courier partner, and what silent mistakes often disqualify couriers before pricing is ever discussed. This is not a step-by-step training, and it is not recycled content. It is a clarity-focused conversation designed to help you see your business differently.
This webinar is best suited for couriers who are tired of chasing loads, want more consistency, and are serious about building a courier business with structure and long-term stability. Whether you are currently running app-based deliveries, taking on-demand work, or just getting started, the insights shared will help you understand what needs to change to move forward.
This session will be held live and there will be no replay available. Live attendees will also receive access to a fast-action opportunity available only during the webinar.
Reserve Your Spot
If you are ready to stop guessing and start operating with clarity and confidence, save your seat and join us live.

Launch Camp: Start Your Medical Courier Business in 3 Days
2026-01-12 19:00 - 2026-01-14 20:30 (America/New_York) | ZOOM
Launch Your Medical Courier Business in 3 Days — No Load Boards, No Middlemen, No Guesswork
You didn’t come here to stay stuck.You came because you know you’re meant to build something real — something profitable, sustainable, and yours.
The Direct Routes workshop cuts through the noise and teaches you the truth about this industry:You don’t need a middleman. You don’t need load boards. You need strategy, execution, and the right guidance.
I built a multi-state medical courier company from absolutely nothing — and I didn’t learn it on YouTube. I learned it in real life, making real decisions, securing real contracts.
If you’re ready to stop chasing single stops and start securing clients who pay you every single week… you’re in the right room.
Your next level doesn’t start with motivation.It starts with instruction.
Let’s build your courier business the right way December 10th – 12th.
3-Day Workshop Overview
DAY 1 — Build the Foundation
Get your business set up the right way. We cover structure, compliance, insurance, HIPAA basics, what you actually need to start, and the core tools to operate professionally.
DAY 2 — Pricing + Operations
Learn how to price like a real courier company, build profitable routes, understand driver pay structures, and create operational workflows that keep your business running smoothly.
DAY 3 — Get Direct Medical Contracts
No load boards. No brokers. I teach you where to get contacts, what to say, how to follow up, how to lock in contracts and how to position yourself as the go-to medical courier in your city with confidence.
ADDED BONUS
For the first 10 people who sign up, you get live Q&A every day.Yeah, you heard me right — ask me anything.This is your chance to get direct access, direct clarity, and direct answers from someone who has built a real multi-state medical courier company from the ground up.
Investment
$397
If you’re serious about stepping into the medical courier space — this is the room you want to be in.
https://www.businesscoachingwithroslyn.com/direct-routes-medical-courier

The 5–9 Entrepreneur™: Make Money While You Launch Your Courier Business
2026-01-21 19:00 - 20:30 UTC | ZOOM
The 5–9 Entrepreneur™
Make Money in the Courier Industry While You Build Your Business After Work.
If you’re tired of low-paying gigs, exhausted from juggling apps, and frustrated because you know you’re meant for more — this is your moment.
Most people want to start a courier business but get stuck because they don’t know where to begin, what companies to work with, or how to make money before they leave their 9–5. I’ve built a multimillion-dollar courier company from scratch, and in this 1-hour masterclass, I’ll show you the exact steps to get started the right way.
You’ll learn how to earn income immediately, build your courier company with confidence, and set yourself up to walk away from your job only after your business is profitable. No fluff. No hype. Just the real roadmap.
If you’re ready to stop guessing and finally move toward financial freedom — you’re in the right place.
Click below to access the full sales page and save your seat.

Driven For Success Network (DFSN)
2026-02-07 08:00 - 17:00 (America/New_York)
Join the Driven For Success Network (DFSN)
You do not need to build your business alone. Join my group coaching community.

You do not have to build your business alone.
The Driven For Success Network is a group coaching community for entrepreneurs who want guidance, accountability, and real support while growing their business.
As a member, you get:

Live group coaching twice a month
Access to Coach Roslyn all month long
Instant access to the training vault with past business trainings
A community of business owners who understand your journey

You can join at any time and start immediately.
If you are ready to stop guessing and start growing with support,DFSN was built for you.

Come see why other entrepreneurs like you join —-> https://www.businesscoachingwithroslyn.com/dfsn-group
Join Anytime

Final Mile Forum — February 18–20, 2026
2026-02-18 08:00 - 2026-02-20 13:00 UTC | Austin Marriott Downtown in Austin, Texas, 304 E Cesar Chavez St, Austin, Texas, 78701
Final Mile Forum — February 18–20, 2026
I’ll be attending the Final Mile Forum (FMF) happening February 18–20, 2026 at the Austin Marriott Downtown in Austin, Texas — the premier event for final mile logistics professionals.
What It Is:FMF is the leading industry conference where carriers, freight forwarders, shippers, 3PLs, suppliers, and logistics innovators gather to network, learn, and grow their businesses. Expect expert education sessions, high-impact panels, practical flash talks, and powerful networking opportunities all focused on the future of final mile delivery.
Why Attend:

Connect with top decision-makers and industry leaders.
Gain actionable insights from seasoned experts.
Explore the latest trends, tools, and strategies shaping the final mile.
Build relationships that can move your business forward.

This event is a must-attend if you’re serious about advancing your logistics capabilities and scaling your operations.
Learn more and secure your spot at FinalMileForum.com.
Be sure to find e and say hi!

Routes to Revenue: The Blueprint for Securing Contracts for Your Courier Business
2026-02-24 19:00 - 20:30 UTC
Routes to Revenue: The Blueprint for Securing Contracts for Your Courier Business
Live | February 24
For the first time in over a year, Routes to Revenue is back live.
This intensive live workshop is designed for courier business owners and serious operators who are ready to move beyond random gigs and learn how to secure direct, high paying contracts without brokers, load boards, or middlemen.
In this session, Coach Roslyn will break down her proven framework for finding decision makers, positioning yourself as a professional courier company, negotiating with confidence, and securing contracts that create consistent, predictable revenue.
You will learn:

How to bypass middlemen and go directly to the source
Where to find contract opportunities most couriers overlook
What decision makers actually care about when hiring a courier
How to confidently pitch and negotiate your services
What must be included in your contracts to protect and scale your business

This is a live, interactive experience with real strategy, real examples, and real answers. No fluff. No replay mindset. Just execution.
If you are serious about building a courier business that pays you like a business owner — not a driver — this workshop is for you.

The Truth About Government Contracts
2026-02-25 19:30 - 20:30 UTC
The Truth About Government Contracts
Beyond the Social Media Hype 🧢
Everyone is talking about government contracts.Very few are telling the whole truth.
If you’re tired of viral clips promising “easy millions” with no context, this webinar is for you. I’m breaking down what government contracting really looks like—what’s possible, what’s not, and what you need to know before you invest time, money, or energy chasing the hype.
In this live webinar, you’ll learn:

What government contracts actually are (and what they are not)
Why most people are unprepared to win or manage them
The real requirements, timelines, and red tape involved
When government contracts make sense for your business—and when they don’t

No fluff. No fairy tales. Just straight facts from real business experience.
Date: February 25, 2026Time: 7:30 p.m. ESTFormat: Live webinar
Come informed. Leave clear.

The Courier Pro™ – 8-Week Live Cohort
2026-03-05 19:00 - 2026-04-03 20:30 UTC
About This Event
The Courier Pro™ is an intensive 8-week group coaching program for aspiring and new couriers who want to build a profitable courier business from the ground up. Over the course of two months, you’ll learn exactly how to set up your business, market it effectively, secure high-paying contracts, and scale with confidence. With live weekly coaching, actionable steps, and ongoing support, you’ll leave with the knowledge and tools to turn your vision into reality.
Who This Is For

Aspiring couriers ready to launch their first business
Drivers looking to transition from gig apps to business ownership
Entrepreneurs seeking a proven, step-by-step roadmap for success
Anyone wanting to turn deliveries into a sustainable, 6-figure business

What You’ll Gain

A complete business setup plan, including legal, insurance, and compliance steps
Marketing strategies to attract and retain ideal clients
Pricing structures to ensure profitability
Sales techniques to secure direct contracts
Access to courier-specific templates, scripts, and tools
A clear scaling plan to grow beyond being the only driver

Launch Your Medical Courier Business In 3 Days
2026-03-30 19:00 - 2026-04-01 20:30 (America/New_York) | ZOOM
About This Event
In just three days, you’ll gain the knowledge, tools, and confidence to start and grow your own medical courier business. We’ll cover the fundamentals of the industry, legal and compliance requirements, pricing strategies, marketing, and how to secure your first contracts. This intensive, interactive 3 day workshop is designed to eliminate guesswork and give you a clear, actionable plan to launch quickly and profitably.
Who This Is For

Aspiring couriers ready to enter the medical delivery industry
New business owners looking for a proven step-by-step launch process
Entrepreneurs seeking to transition from gig work to business ownership
Anyone who wants to start a business in a high-demand, recession-resistant field

What You’ll Gain

A complete launch plan for your medical courier business
Knowledge of legal, insurance, and compliance requirements
Pricing strategies to ensure profitability from day one
Marketing tactics to find and retain high-paying clients
Industry insights from an experienced, award-winning courier business owner

Routes to Riches™ LIVE: How to Price Your Courier Deliveries the Right Way
2026-04-14 19:00 - 20:30 (America/New_York)
Stop Guessing What to Charge and Start Pricing Like a Profitable Courier Business Owner
If you’re tired of being busy but not making enough money in your courier business, this live training is for you.
In this 90-minute workshop, you’ll learn how to properly price your deliveries so you can increase your income, attract better clients, and operate like a real business, not just a driver.

What You’ll Learn:
👉🏽 How to price per mile, per stop, and per route (Car, SUV, Sprinter or Box Truck)👉🏽 How to avoid underpricing that keeps you busy but broke👉🏽 What to say when a client asks for your rates👉🏽 How to structure your pricing so clients take you seriously👉🏽 The exact pricing approach I use in my own courier business
Who This Is For:
✅ Aspiring couriers who want to start the right way✅ Current drivers who are tired of undercharging✅ Courier business owners who want consistent, profitable income✅ Anyone ready to move from gigs to real business revenue
📅 Date: April 14, 2026 (Tuesday)⏰ Time: 7:00 PM EST📍 Live Virtual Training
Replay available for 48 hours

This is a live training designed to give you real, practical pricing strategies you can use immediately. Spots are limited to allow for Q&A and real-time support. Once registration is full, it will close.
You don’t need more opportunities.You need to know what to charge when the opportunity shows up.

Free Training: How to Find Reliable 1099 Drivers Without Constant Turnover
2026-06-22 19:00 - 20:00 (America/Halifax) | ZOOM
Stop Hiring. Start Building a Reliable Driver Team.

Finding drivers is easy. Finding reliable 1099 drivers who actually show up, communicate, and stay with your company is the hard part.

If you’re a courier startup, just landed a new contract, or you’re tired of constantly replacing drivers, this free webinar is for you.
During this live training, I’ll share the same recruiting strategies I’ve used to build and manage a dependable network of independent contractor drivers over the last 14+ years.
Let me help you with the roadmap.

In this FREE TRAINING, you’ll learn:

Where to find quality 1099 drivers
How to attract better applicants
The biggest hiring mistakes that cause turnover
How to properly screen and onboard drivers safely
How to build a driver pipeline before you desperately need one

Stop scrambling every time a driver quits.
Learn how to build a reliable team that helps your courier business grow.
Date: June 22, 2026 Time: 7:00 PM ET Cost: FREE

The Driver Blueprint™ — Now Enrolling Launch date: June 29
2026-06-29 - 2026-07-27
Driver no-shows. Last-minute cancellations. Routes you end up covering yourself. If hiring keeps landing you back behind the wheel, the problem isn’t your drivers — it’s the system you’re hiring them into.
The Driver Blueprint is a 4-week, implementation-based program for courier business owners who are done with turnover and ready to build real hiring and onboarding systems.
Inside you’ll build:

A process to find drivers who actually show up
A professional onboarding system (templates, SOPs, checklists), and the pay + communication frameworks that keep a team aligned.
Plus Weekly Live Q&A with Coach Roslyn — Wednesdays 8–9 PM ET, for 4 weeks.

Enroll Now
