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Bill Weathersby: From Bankrupt to $500M+ in M&A—Hard Truths on Scaling Fast, Firing Faster

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Manage episode 493691448 series 3667289
Content provided by Andreas Pettersson. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Andreas Pettersson or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

On this episode of ADAPT or Die: Transformative Leadership Conversations, former tech-CEO-turned-executive-coach Andreas Pettersson sits down with Bill Weathersby, 8-time founder and Chairman of Next Stage Trajectory. Bill shares raw, battle-tested lessons from 40+ years of building, scaling, and selling founder-led businesses—offering sharp insight into when to fire a salesperson, how to accelerate go-to-market without a perfect product, and why “success starts with knowing your walk-off number.”

Challenge → Hiring top sales talent with <50% success rate, balancing speed vs. perfection, and recovering from betting his family’s net worth—and losing.

Adaptation → Instituted a 2-quarter sales cut-off policy, prioritized market share over product polish, and reframed failure as fuel with the support of his wife after personal bankruptcy.

Success → Led six companies to $20M+ in revenue, helped generate $500M+ in M&A value, and now coaches founders scaling from $1.5M to $15M with 14 partners across the US and UK.

🔥 60-Second Hot Seat:
Red flag? Founders too slow to market. Best leaders? Humble team builders. Biggest myth? “Capital is easy.” Most needed question? “What’s your walk-off number?” Best advice he never wanted? “Don’t let failure define you.”

If you're stuck between grit and growth—or ready to scale but unsure how—Bill’s blueprint is your wake-up call. Listen now, take notes, and trim the dead weight.

Connect with Bill:
🌐 nextstagetrajectory.com
🔗 LinkedIn

Visit ADAPTorDIEpod.com for show notes, free resources, and coaching programs.

Listen to more episodes on Mission Matters:
https://missionmatters.com/author/andreas-pettersson/

  continue reading

16 episodes

Artwork
iconShare
 
Manage episode 493691448 series 3667289
Content provided by Andreas Pettersson. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Andreas Pettersson or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

On this episode of ADAPT or Die: Transformative Leadership Conversations, former tech-CEO-turned-executive-coach Andreas Pettersson sits down with Bill Weathersby, 8-time founder and Chairman of Next Stage Trajectory. Bill shares raw, battle-tested lessons from 40+ years of building, scaling, and selling founder-led businesses—offering sharp insight into when to fire a salesperson, how to accelerate go-to-market without a perfect product, and why “success starts with knowing your walk-off number.”

Challenge → Hiring top sales talent with <50% success rate, balancing speed vs. perfection, and recovering from betting his family’s net worth—and losing.

Adaptation → Instituted a 2-quarter sales cut-off policy, prioritized market share over product polish, and reframed failure as fuel with the support of his wife after personal bankruptcy.

Success → Led six companies to $20M+ in revenue, helped generate $500M+ in M&A value, and now coaches founders scaling from $1.5M to $15M with 14 partners across the US and UK.

🔥 60-Second Hot Seat:
Red flag? Founders too slow to market. Best leaders? Humble team builders. Biggest myth? “Capital is easy.” Most needed question? “What’s your walk-off number?” Best advice he never wanted? “Don’t let failure define you.”

If you're stuck between grit and growth—or ready to scale but unsure how—Bill’s blueprint is your wake-up call. Listen now, take notes, and trim the dead weight.

Connect with Bill:
🌐 nextstagetrajectory.com
🔗 LinkedIn

Visit ADAPTorDIEpod.com for show notes, free resources, and coaching programs.

Listen to more episodes on Mission Matters:
https://missionmatters.com/author/andreas-pettersson/

  continue reading

16 episodes

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