In this episode, I share what I've learned from simultaneously running a 7-figure coaching business and launching Tiger Rock Capital Management, my hedge fund.
I walk through my journey from working as the first outside hire at a hedge fund in 2013, to building my coaching practice in 2016, to scaling it to consistent six-figure months, and finally launching my own fund after putting up strong returns in 2023-2024.
Key lessons covered:
Whether you're thinking about starting your first business, scaling your current one, or considering a second venture, this episode breaks down the realities of what it actually takes.
P.S. Whenever you're ready, here are 2 ways I can help you:
1. Business Coaching for Coaches & Online Entrepreneurs
If you're a coach or online business owner looking to scale to consistent $25K-50K months, I can help. I've helped clients go from sporadic $5K months to reliable $40K+ through proven systems for lead generation, sales, and client delivery.
Book a call: BrendanHBurns.com/call
2. Institutional-Quality Hedge Fund Management
If you're a high-net-worth individual looking for hands-off, professional investment management, Tiger Rock Capital Management delivered 24% net returns in 2024. This isn't for DIY stock pickers, this is for people who want capital allocation handled by someone who lives and breathes markets.
Learn more: TigerRockCapitalManagement.com/call
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:
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
► Coaches Looking to Grow or Scale - Speak with our Team: https://brendanhburns.com/book Listen to The Brendan Burns Show on: ► Apple Podcasts: http://bit.ly/thebrendanburnsshow ► Spotify: http://bit.ly/thebrendanburnsshowspotify ► YouTube: https://bit.ly/youtubebhb
Drs. James & Debra Rouse Links
https://www.drjamesrouse.com
https://www.drdebrarouse.com
https://www.sensitivausa.com
Brendan Burns Coaching Info:
► Coaches Looking to Grow or Scale - Speak with our Team: https://brendanhburns.com/book
The Brendan Burns Show
Listen to The Brendan Burns Show on:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
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► YouTube: https://bit.ly/youtubebhb
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
► YouTube: https://bit.ly/youtubebhb
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
► YouTube: https://bit.ly/youtubebhb
► Coaches Looking to Grow or Scale - Speak with our Team: https://brendanhburns.com/book
Listen to The Brendan Burns Show on:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
► Spotify: http://bit.ly/thebrendanburnsshowspotify
► YouTube: https://bit.ly/youtubebhb
Lon Stroschein - Founder at Normal 40 Links:
https://www.linkedin.com/in/lon-stroschein-normal40https://www.normal40.com/
Brendan Burns Coaching & Podcast Links:
► Coaches Looking to Grow or Scale - Speak with our Team: https://brendanhburns.com/book
Listen to The Brendan Burns Show on:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
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► YouTube: https://bit.ly/youtubebhb
► FREE 1:1 Personalized Coaching Session: https://brendanhburns.com/book
Follow Brendan and hear more at:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
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► YouTube: https://bit.ly/youtubebhb
► FREE 1:1 Personalized Coaching Session: https://brendanhburns.com/book
Follow Brendan and hear more at:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
► Spotify: http://bit.ly/thebrendanburnsshowspotify
► YouTube: https://bit.ly/youtubebhb
► FREE 1:1 Personalized Coaching Session: https://brendanhburns.com/book
Follow Brendan and hear more at:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
► Spotify: http://bit.ly/thebrendanburnsshowspotify
► YouTube: https://bit.ly/youtubebhb
► FREE 1:1 Personalized Coaching Session: https://brendanhburns.com/book
Follow Brendan and hear more at:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
► Spotify: http://bit.ly/thebrendanburnsshowspotify
► YouTube: https://bit.ly/youtubebhb
► FREE 1:1 Personalized Coaching Session: https://brendanhburns.com/book
Follow Brendan and hear more at:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
► Spotify: http://bit.ly/thebrendanburnsshowspotify
► YouTube: https://bit.ly/youtubebhb
► FREE 1:1 Personalized Coaching Session: https://brendanhburns.com/book
Follow Brendan and hear more at:
► Apple Podcasts: http://bit.ly/thebrendanburnsshow
► Spotify: http://bit.ly/thebrendanburnsshowspotify
► YouTube: https://bit.ly/youtubebhb