Roofing Success Podcast

Episode #333

Finding the Right Mentors and Priorities for Your Roofing Business

Guest: Jacob Vollmer

Build a Stronger Team Become a Better Leader

About Our Guest

Guest: Jacob Vollmer

Company: Owner of Skybird Roofing

Bio

Jacob Vollmer is the owner of Skybird Roofing in North Carolina and an NC State alumnus. Before entering roofing, he helped contractors source building materials at Lowe’s, laying the foundation for his career. Today, he leads with a focus on quality craftsmanship, customer care, and respect for every homeowner’s property. Outside work, Jacob enjoys rock climbing.

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In this Episode...

Starting a roofing company takes more than knowing how to sell and install a roof. For Jacob Vollmer, owner of Skybird Roofing in North Carolina, that lesson came through experience, mistakes, and a willingness to ask for help.

On this episode of the Roofing Success Podcast, Jacob joins Jim Ahlin to discuss his journey from the contractor desk at Lowe’s to business ownership—and what he’s learning about leading a team.

Find Mentors Who Understand Your Stage of Business

Jacob learned the roofing business by working alongside an experienced contractor, observing everything from homeowner conversations to job site management. When he launched his own company, he continued seeking guidance.

His advice: find someone who has worked through the challenges you’re facing now. A strategy that works for a $200 million company may not fit a $2 million operation. Before attending a conference or investing in coaching, identify the specific problems you need help solving.

Give Your Team Clear Priorities

When Jacob struggled to decide what to tackle next, a conversation with Jim led him to read Traction and introduce structured team meetings.

Those meetings helped the team discuss problems, debate priorities, and establish direction. Jacob is honest that consistency remains a challenge, but the structure gave the business a clearer sense of purpose beyond chasing the next sale.

For roofing owners facing a long task list, the takeaway is practical: consider both the importance of a problem and the effort required to solve it. Smaller improvements can help you make progress toward bigger goals.

Turn Mistakes Into Better Decisions

Jacob shares mistakes ranging from job site damage to paying for unused software. His approach is to learn from those experiences and focus team conversations on what needs to change.

That requires accountability and room for honest discussion. Working with his siblings has helped create an environment where people feel comfortable challenging decisions—including his own.

Roofing teams need that same permission to speak up. When employees believe their input matters, problems are more likely to surface while there’s still an opportunity to address them.

Make Everyday Conversations Teaching Moments

Jacob also looks for opportunities to let newer team members hear how he handles difficult homeowner conversations. Jim suggests taking that practice further by using call transcripts and AI to identify specific coaching moments for team meetings.

The goal is to help employees build the confidence and judgment to handle situations themselves.

Jacob’s story is a reminder that leadership develops through daily choices: seeking guidance, setting priorities, owning mistakes, and helping others grow.

Listen to the full episode of the Roofing Success Podcast with Jacob Vollmer for an honest conversation about building a roofing company while becoming a better owner.

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FAQs: Roofing Business Takeaways from This Episode

New roofing business owners often struggle with generating leads, pricing jobs, managing finances, and deciding what to prioritize. Jacob Vollmer describes feeling unprepared for those responsibilities after starting Skybird Roofing, including waiting two years to hire a bookkeeper.
Look for someone who has successfully handled the challenges your company is facing now. Jacob recommends seeking mentors a few steps ahead of you in business, whose experience and advice fit your current size, resources, and goals.
Identify the problems holding your company back, then discuss their importance and the time required to solve them. Jacob explains how structured team meetings helped Skybird Roofing choose clearer priorities and tackle smaller improvements while working toward larger goals.
Discuss what happened, what needs to change, and how to prevent the problem from happening again. Jacob emphasizes giving employees room to learn while maintaining accountability. Recurring mistakes may require a closer look at the person’s role or fit within the team.
Give employees permission to speak up, challenge decisions, and handle problems. Jacob encourages recognizing their initiative, even when they approach a situation differently than he would. Honest discussion and practical coaching help employees develop confidence in their judgment.
Explain the specific steps your team takes to protect the property and complete the job well. In the episode, examples include covering landscaping, protecting windows, and explaining cleanup procedures. Details that seem routine to a roofer can help homeowners understand the care behind the work.
Jim suggests using customer call transcripts to identify coaching opportunities and create short exercises for team meetings. Instead of asking employees to review an entire recording, an owner can focus the discussion on a specific skill, such as explaining the insurance payment process clearly.

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