From a small town in Eastern Kentucky to advising on over $1.5 trillion in M&A transactions, Jim Woolery's career journey is worth tracking. As a former Senior Partner at elite law firm Cravath, Swaine & Moore LLP, Co-head of M&A at JP Morgan, and hedge fund founder, Jim shares the strategic decisions and bold moves that shaped his extraordinary career.

In this episode, Jim reveals:

• The one simple thing you must do to make partner at a top law firm
• How he transitioned from law to investment banking at the highest levels
• Why he left a prestigious partnership to keep challenging himself
• The "country lawyering" tactics that closed billion-dollar deals
• His framework for prioritizing the 3 critical elements in every transaction
• Why he founded his own advisory firm after hedge fund success

Jim's story demonstrates the power of continuous learning, strategic risk-taking, and staying ahead of market trends. Whether you're climbing the corporate ladder, considering a career pivot, or building your own firm, this conversation offers invaluable insights from someone who mastered multiple industries at their pinnacle.

Connect with Jim: 917-841-4832 | https://www.wooleryco.com/

Topics: Career transitions, M&A, corporate law, investment banking, hedge funds, entrepreneurship, leadership

In this episode, I join Erik Berglund (a former client and host of I Have Some Questions…) for a deep dive into what truly drives fulfillment. We unpack my path from Wall Street to building a seven-figure coaching business and now scaling his hedge fund, Tiger Rock Capital Management.

Topics include:

• The hidden gap between external success and internal satisfaction

• What makes a coaching business actually scalable

• Why emotional regulation and identity drive real results

• How to know when it’s time to go all-in on yourself

I also share how my background — including a JD-MBA, years in finance, and hundreds of thousands invested in coaching and therapy - shaped my mission and mindset.

🎧 Plus, stay tuned for upcoming episodes featuring Dre Baldwin (former pro basketball player) and Jim Woolery (former Cravath partner and co-head of JPMorgan’s M&A group).

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Website: www.leadingyourlife.co 

Jeremy LinkedIn: https://www.linkedin.com/in/jeremyguttenplan/

Instagram: https://www.instagram.com/leadingyourlifecoaching/

Jeremy's Volunteer work: www.AltruCenter.org

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Drs. James & Debra Rouse Links
https://www.drjamesrouse.com
https://www.drdebrarouse.com
https://www.sensitivausa.com

Brendan Burns Coaching Info:

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The Brendan Burns Show

Listen to The Brendan Burns Show on:

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158: Anthony Scaramucci (Fmr. White House Director of Comms & SkyBridge Founder)

Brendan Burns Coaching Info:

► Coaches Looking to Grow or Scale their Coaching Business - Speak with our Team today: ⁠⁠⁠⁠⁠⁠https://brendanhburns.com/book⁠⁠⁠⁠⁠⁠

The Brendan Burns Show

Listen to The Brendan Burns Show on:

► Apple Podcasts: ⁠⁠⁠⁠⁠⁠http://bit.ly/thebrendanburnsshow⁠⁠⁠⁠⁠⁠

► Spotify: ⁠⁠⁠⁠⁠⁠http://bit.ly/thebrendanburnsshowspotify⁠⁠⁠⁠⁠⁠

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