What is the hardest part of building a $10 million roofing company? According to Sheldon Murphy, it isn’t roofing—it’s people.
After growing TSM Roofing from nothing to more than $10 million in annual revenue, Sheldon explains why recruiting, training, retaining, and leading the right people became the company’s greatest challenge.
In this clip, Sheldon Murphy and Erick Loden discuss:
• The hardest part of growing a roofing company from zero to $10 million
• Why hiring and retaining good employees is more difficult than roofing
• How leaders establish the energy and culture of a growing company
• Why Sheldon believes in leading from the front
• TSM Roofing’s transition from W-2 installers to subcontractor crews
• Why performance and consistency matter more than simply finding available labor
• How honest, long-term relationships with crews improve the customer experience
• Why treating subcontractors fairly creates loyalty and sustainable business growth
Sheldon also explains how partnering with a dependable subcontractor and using larger roofing crews helped TSM Roofing complete jobs faster, impress customers, and accelerate its growth.
Building a successful contracting company requires more than mastering the trade. Eventually, growth depends on your ability to attract good people, develop leaders, establish clear expectations, and create relationships that benefit the company, its crews, and its customers.
What has been the most difficult people-related challenge in your business—recruiting, training, retention, or leadership?
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Real stories. Hard lessons. Stronger foundations. From The Ground Up Show delivers honest business and leadership conversations and practical lessons for owners, operators, tradespeople, entrepreneurs, and leaders building something that lasts—with hearts, hands, and hustle.
Hosted by Erick Loden, a former commercial roofing company owner and business advisor. From 2014 to 2025, he owned and ran his roofing company, growing annual revenue more than eightfold and operating profit nearly fifteenfold before completing a successful internal sale.
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