In this episode of Thoughts on Selling, I sit down with Lauren Bailey, one of the most dynamic voices in modern sales leadership. She’s the founder of Factor 8 (award-winning inside sales training), #GirlsClub (empowering women in revenue roles), and Legacy VIP (a community for seasoned executives who crave purpose and authentic connection).
What starts as a conversation about leadership quickly turns into something deeper — a raw, funny, and inspiring dialogue about who we are and why we do what we do.
Lauren shares how losing her best friend became the catalyst for creating Legacy, a space where executives show up as their whole selves — not just their résumés. She also talks about integrity, self-awareness, and the power of human connection — lessons drawn from personal experience, Landmark Forum, and years of leading sales teams worldwide.
Show up and say yes. These two rules, says Lauren, change everything — in leadership, friendship, and sales.
Be impeccable with your word. (A nod to The Four Agreements.) If you say it, do it — and say less if you can’t commit.
Authenticity over perfection. Perfectionism kills confidence; authenticity builds it.
Celebrate the 3 F’s — fears, failures, and f-ups. Vulnerability builds confidence faster than success ever could.
Coachability matters. The best sellers aren’t perfect — they’re curious, confident, and willing to be coached.
The pause game. Lauren’s favorite technique: pause a recorded sales call every 10 seconds and ask, “What’s the customer thinking?” and “What would you do next?” It builds awareness, empathy, and skill faster than any script.
Leadership is a “we” sport. The skills that make us great sellers don’t always make us great managers. True leadership is about creating space — not taking it.
We talk about Landmark Forum, Don Miguel Ruiz’s The Four Agreements, and the difference between selling and buying. It’s a conversation full of laughter, truth bombs, and practical takeaways for anyone leading, coaching, or selling today.
Lauren’s energy is contagious — she’ll make you laugh, nod, and probably take notes.
🎧 Listen in and rediscover the joy in what we do — showing up, saying yes, and being fully human while we sell, lead, and live.
#ThoughtsOnSelling #SalesLeadership #AuthenticSelling #InnerGame #WomenInSales #SalesEnablement #LegacyVIP
🧭 Key Themes & Lessons