Roosevelt Henderson Cook — Mid-Market Carrier Series
Rising equipment costs, climbing insurance premiums, and driver turnover are straining budgets. The real opportunity isn't expensive new volume—it's unlocking hidden value inside your current operations.
This playbook is designed to help mid-market carriers identify hidden profit margins in three overlooked segments: Driver Journey, Driver Risk, and Driver Waste. By uncovering these blind spots, you can dictate industry standards, set competitive prices, and build robust operational resilience.
Work through each part sequentially. Part 1 surfaces your opportunity. Part 2 formalizes your response. Part 3 connects you with a team that can help you act on it.
Part One
Each segment below is worth $10,000 in opportunity value per driver. You must check all three items within a segment to earn credit. No partial credit—score 3 of 3 to unlock each tier. If you hesitate on any item, leave it blank.
Instructions: Each of the three segments is worth $10,000 in opportunity value per driver. To earn full credit you must check all three boxes within a segment. Partial credit is not awarded. If you hesitate to check a box or it is not currently true for your company—leave it blank.
Segment 1 — Driver Journey
Attracting & Retaining Quality Drivers
The full lifecycle of attracting, onboarding, and retaining quality drivers.
Segment 2 — Driver Risk
Cognitive Capacity Behind the Wheel
Ensuring mental fitness behind the wheel to reduce impulsive actions and preventable accidents.
Segment 3 — Driver Waste
Healthcare Cost Control
Controlling healthcare costs and preventable claims that erode your bottom line.
Part Two
Where you left boxes unchecked, formalize your response. This living document creates insurance leverage and demonstrates regulatory compliance. Answer each prompt based on the segment(s) where you fell short.
Step 01
Identify Risk
Which area did you hesitate to check?
Name the ONE threat that could disrupt your operations the most if left unmitigated.
Step 02
Define Reinforcement
What will it take to strengthen this weakness—people, programs, or process?
What should you eliminate or simplify to make room for stronger protections?
Step 03
Design Reach
What does your business look like 3 years from now if this risk is under control?
How much more profitable, resilient, or market-leading could you become by preventing it?
Roosevelt Henderson Cook is currently selecting 10 qualified transportation leaders for a much deeper dive into your operations—weighing these risk data points specifically against your company's unique numbers and situation. Because we are a boutique firm, we only have the capacity to offer 10 of these reviews at a complimentary rate.
Submit Your Plan
lt@roosevelthendersoncook.com
Subject line: "Count me in" or "Submit mitigation planning"
Need a quick 15-min walkthrough first? DM LT Montgomery on LinkedIn.