

Overwhelmed? It’s Probably Time to Hire—Here’s How to Do It Right w/ Madi Waggoner
Aug 1, 2025
Madi Waggoner, founder of Building Remote, is dedicated to helping small business owners scale sustainably. She shares insights on knowing when it's time to hire and dispels the myth of needing a clone. The conversation covers crafting job descriptions that attract A-players, mastering interview techniques, and the vital role of documentation and SOPs for team resilience. Madi emphasizes that effective hiring not only alleviates burnout but empowers teams to function independently, allowing founders to enjoy true freedom.
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Madi's Remote Work Genesis
- Madi landed her first remote job after taking a design course and pitching herself to a company working remotely.
- This job sparked her passion for remote work and teaching others about intentional remote business practices.
Signs It's Time to Hire
- Watch for signs of burnout or inability to keep up as signals to hire.
- Quarterly momentum check-ins help track responsibilities and identify growth areas needing support.
Hire With Intentional Clarity
- Take time to clarify role scope before hiring to attract the right candidates.
- Use structured, formal job applications not email and include cultural values to appeal to A-players.