Ep 141. Why Betting on Yourself Beats Following Timelines

What if your biggest wins don’t follow the timeline you imagined?

In this episode of Leaders Lane, I chat with Connor Treacy — a cultural strategist and entrepreneur whose story proves that success rarely shows up on schedule, but often in ways you never saw coming.

At just 19, Connor orchestrated a “Project X”–style party that caught national media attention — a wild event that became the launchpad into LA’s elite circles. 

By 24, he co-founded OffSunset, a West Hollywood nightclub that pulled in $4M+ in its first year, drawing the attention of A-list celebrities and major industry players.

But Connor’s path wasn’t as polished as his résumé.

We dive into:

• How letting go of rigid timelines opened him up to game-changing opportunities
• The emotional weight of family expectations on young founders
• What it’s really like working at Universal Music Group on Grammy-winning albums
• Why getting sober changed everything — his focus, relationships, and leadership style
• The balance of instinct vs. strategy when you're building something that doesn’t yet exist
• What it takes to succeed in nightlife, music, and media — industries where hype is high and burnout is real

Connor's story is gritty, refreshing, and a must-listen if you’ve ever questioned whether you’re “on time.”

🎧 Listen on Apple Podcasts, Spotify and now on YouTube.

CONNECT WITH MONICA KADE

Follow on LinkedIn – www.linkedin.com/in/monicakadeWebsite – www.monicakade.comLeaders Lane on YouTube – youtube.com/channel/UCmMz5gF55YIizWH_pJJxiowInstagram – www.instagram.com/leaderslanepodcast

CONNECT WITH CONNOR TREACY

Follow on LinkedIn – https://www.linkedin.com/in/connortreacy/
Website — https://connortreacy.com/
Instagram — https://www.instagram.com/theconnortreacy