What They Don’t Teach You About Final Mile

Season #2

Tim Cocchia, COO of Excel Delivery Services, joins Jason Burns for one of the most honest and insightful conversations we've had yet. From inheriting his family’s final mile business, scaling it to $20M, losing it, and rebuilding in tech and operations, Tim’s journey is filled with real lessons for operators at every level. We cover it all—pricing, IC vs. employee models, risk management, automation, warehousing, and how to navigate a family business. If you're serious about building a sustainable final mile company, this is required listening.

👇 Timestamps

02:40 – Intro: Why Tim Cocchia is the real deal

05:12 – What Excel Delivery Services does today

07:25 – Working in vs. working on a family business

10:10 – Tim’s origin story: from courier roots to law school

14:35 – Scaling the business to $20M before it all unraveled

17:25 – The cash flow mistake that killed the company

19:45 – Factoring: “A slower death”

21:00 – How they broke up and sold the business

23:50 – Lessons from the failure and the emotional toll

25:15 – Rebuilding: From ops to tech to COO

29:20 – The “race to the bottom” in final mile pricing

33:55 – Employee vs. Independent Contractor models

37:40 – Managing insurance risk for ICs

41:40 – Protecting your business for valuation or exit

44:10 – Why he believes in the CLDA

46:25 – What tech and automation should solve next

50:10 – How Excel grew without a sales team

53:20 – Lead gen, websites, and customer acquisition

56:30 – How to price across verticals and service types

1:00:00 – Making warehousing pay for itself

1:03:50 – Managing drivers, dispatch, and WhatsApp workflows

1:07:10 – Using remote workers to increase service + cut cost

1:10:10 – Advice on ownership, equity, and exit prep

1:14:10 – Where the final mile is going: AI, automation & remote ops

1:19:10 – Tim’s “last to first” mindset—and what his kids taught him about legacy

 

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