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In The Trenches

Latest episodes

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Jan 16, 2025 • 58min

Dr. Daniel Crosby: How our Psychology Impacts our Spending, Investing and Risk Taking Decisions

Dr. Daniel Crosby, a behavioral finance expert and New York Times best-selling author, dives into the psychological factors that shape our financial decisions. He discusses how fear and uncertainty influence spending and risk-taking, often leading us away from simple solutions. Crosby emphasizes the importance of purpose over material wealth, highlighting that true happiness comes from experiences and meaningful connections. He also explores the balance between persistence and knowing when to let go, urging us to spend wisely to buy back time and maximize joy.
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Jan 2, 2025 • 60min

Long Term Holds: With Zac Carman, CEO of ConsumerAffairs for 14+ Years

This episode is brought to you by Boulay, the industry standard for Quality of Earnings, tax, and audit services, serving search fund entrepreneurs for 20+ years * This episode is brought to you by ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Oberle Risk Strategies⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠: Insurance Broker and Insurance Due Diligence Provider for Search Funds and Other Small-to-Medium-Sized Businesses⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠     *     The "long term hold” strategy is one that has received an increasing amount of attention within the acquisition entrepreneurship ecosystem of late. To further explore this thesis, I was joined by Zac Carman, CEO of ConsumerAffairs.com for 14+ years. In our discussion, we unpack Zac’s long-term-hold strategy and discuss the extent to which it was deliberate or emergent, how he has managed liquidity requirements for both himself and his investors, the commercial and personal reasons why a LTH strategy makes sense for him, and if he thinks it makes sense for an entrepreneur to target a LTH strategy before acquiring their first company.
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30 snips
Dec 19, 2024 • 15min

Leverage: Doing More With Less

Discover the power of leverage beyond just financial strategies. Explore various forms of leverage that can boost productivity, including technology and strategic partnerships. Learn how a software CEO applies these concepts for exponential growth, prioritizing key features and niche markets. Uncover practical tips to maximize impact without increasing effort, making the most of limited resources for entrepreneurs and investors alike.
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Dec 5, 2024 • 1h 18min

"Like Changing Tires on a Moving Car": The Unseen Realities of Managing Rapid Growth

This episode is brought to you by ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Oberle Risk Strategies⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠: Insurance Broker and Insurance Due Diligence Provider for Search Funds and Other Small-to-Medium-Sized Businesses⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠     *     Want to know what it's like to work with me as an investor? ⁠⁠⁠Check out our testimonials page here⁠⁠⁠.     *   Those who have never run a rapidly growing company are unlikely to appreciate the operational challenges associated with doing so. Indeed, while running my own company, I found our highest growth year to be the most difficult, both operationally and personally. We outgrew our systems, had to change our people, had to add entirely new departments, and I found that my own role as the CEO had to evolve both quickly and significantly. To help us better understand the day-to-day realities associated with running a high-growth company, we're joined today by Anth Georgiades, co-Founder and CEO of Zumper, North America's largest apartment rental platform. Since it's founding in 2012, Zumper has grown revenue at triple-digit annual growth rates, and has raised over $150M in Venture Capital funding. Today, Zumper boasts over 250 employees, and 75 million active users.
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Nov 21, 2024 • 1h 12min

Achieving the Entrepreneurial Dream Through Franchise Ownership

Michael Horowitz, a savvy entrepreneur, transformed his career by acquiring and scaling 20 Wingstop locations before making a successful exit. He discusses the lucrative opportunities in franchise ownership and why it remains under-discussed among small business owners. Listeners will learn about the importance of choosing the right franchisor, the financial metrics that signal success, and insights on navigating franchise agreements. Horowitz also emphasizes the value of brand recognition and the benefits of structured support for first-time franchisees.
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Nov 7, 2024 • 1h 15min

An Investing Masterclass with Brent Beshore

Brent Beshore, the Founder and CEO of Permanent Equity, returns for another engaging discussion. He delves into how personal philosophies shape investment decisions, bridging emotional dynamics with financial strategies. Brent emphasizes the evolution of investment inquiry and the importance of vulnerability in leadership. He examines how organizational culture affects team dynamics and offers insights on building resilient relationships. Expect a thought-provoking look at balancing risk with opportunity while navigating the complexities of identity in the investment world.
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Oct 24, 2024 • 24min

Five Ideas That Every CEO Should Know

Explore essential insights for CEOs, including the art of crafting effective bonus plans that truly motivate teams. Discover time management frameworks that boost efficiency and focus on what CEOs love doing. Learn the nuances of strategic pricing to enhance revenue while understanding customer value. Dive into effective goal setting that prioritizes impactful objectives. Finally, understand why authentic core values are crucial in leadership and how they shape a company’s identity.
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Oct 10, 2024 • 1h 28min

In Conversation with 3 Founders Who Sold Their Companies to Search Funds

Alicia Browner, a math PhD and founder of Prelude Dynamics, shares insights from her aerospace background. David Marshall, who bootstrapped Performio, discusses the challenges of expanding into the US. Rob Day, founder of Integrity Advocate, recounts his journey in risk management. They delve into the emotional complexities of CEO transitions post-acquisition, the importance of personal relationships during sales, and the need for trust and communication between buyers and sellers. Their experiences highlight the intricacies of navigating business sales and the ongoing adaptations after selling.
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Sep 26, 2024 • 1h 26min

How to Build a Business that will Attract a Private Equity Buyer

Rich Manders, an accomplished entrepreneur and CEO, shares his extensive experience in building and selling businesses. He reveals how private equity buyers evaluate companies, stressing the significance of internal systems and capital allocation. Rich dives into strategies for creating effective employee incentives and navigating the complexities of mergers and acquisitions. He also emphasizes the importance of self-management and well-being for CEOs, offering insights on structured time management and peer support for sustained success.
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Sep 12, 2024 • 54min

The Link Between Money, Meaning, and Happiness

Carl Richards, a renowned financial planner and bestselling author, dives deep into the connection between money and happiness. He discusses how money can indeed buy happiness in certain contexts and the importance of treating financial choices as experiments. Richards shares insights on the complexities of wealth, including the paradox of increased stress from financial success. He also uses the metaphor of money as firewood, advocating for a focus on meaningful experiences over mere accumulation, ultimately reshaping our relationship with finances.

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