S1 E34 Why Most Trucking Companies Stall at 20–80 Trucks (And How to Fix It)
12:45
S1 E33 The One Question That Builds Decision-Makers in Your Trucking Company
13:34
S1 E32 The Hidden Cost of Being the Smartest Person in Your Trucking Company
14:37
S1 E31 The Escalation Habit That Turns Trucking Owners Into Bottlenecks
11:56
S1 E30 The System You’re Afraid to Build (Why Owners Become the Bottleneck at 20–80 Trucks)
12:47
S1 E29 The First System Every 30–50 Truck Fleet Needs
6:35
S1 E28 What Trucking Fleet Owners Should Stop Measuring (And What Actually Matters Instead)
10:45
S1 E27 Why Good People Burn Out in Bad Systems
9:01
S1 E26 What to Fix First When Everything Feels Important
11:45
S1 E 25 Why Good Systems Feel Rigid (and Why Growing Fleets Actually Need Them)
13:22
S1 E24 What Owners Have to Stop Doing to Scale Past 30–50 Trucks
13:02
S1 E23 - Are You Growing — or Just Getting Busier? A Reality Check for Mid-Size Fleets
15:46
S1 E22 What Breaks First at 25 Trucks (And Why It’s Not Dispatch, Payroll, or Drivers)
8:40
S1 E21 You’re Not Running a Small Fleet Anymore: A Strategic Reset for 20–80 Truck Companies
14:14
S1 E20 The True Cost of Trucking Payroll After You Outgrow Small-Fleet Thinking
17:54
W-2 vs. 1099 at Scale: Why Mid-Size Trucking Fleets Face Higher Risk
23:47
Why Your Driver Hiring Isn’t Working — And the Mindsets That Fix It
33:39
S1 E17 How to Prepare for Year-End: A Simple Checklist for Stress-Free W-2s
14:55
S1E16 What 300+ Trucking Companies Taught Me: The Habits That Build Trust, Culture, and Long-Term Success
26:36
S1 E15 What Really Happens After You Hit ‘Submit Payroll’ (And Why It Matters More Than You Think)
19:17
S1 E14 Switching Payroll Providers Without the Headache: How to Do It the Right Way
20:56
S1 E13 How to Vet a Payroll Provider for Your Trucking Co Like a Pro (Without Getting Burned)
21:31
S1 E12 QuickBooks Payroll and Trucking: What Works, What Doesn’t
14:27
Top 4 Payroll Services for Trucking Companies (Pros & Cons) + Question of the Week
17:11
S1 E10 Should You Keep Payroll for Your Trucking Company In-House or Use a Service?
17:58