Build Better Business Podcast with Chuck Crumpton

Top auctioneer Leland Little gives us a unique inside peek into auctions, life, and leadership.

1 h 4 min · 1 de abr de 2026
Portada del episodio Top auctioneer Leland Little gives us a unique inside peek into auctions, life, and leadership.

Descripción

In addition to being one hell of a business leader, Leland is a husband, father, and my friend. I highly recommend you visit his very impressive gallery in Hillsborough, NC.  LelandLittle.com [https://lelandlittle.com] The auction business has undergone significant transformation over Little's 35-year career. Market preferences have shifted from 18th and 19th century antiques (popular in the 1980s-1990s) to mid-century modern and contemporary pieces produced after 1970.  The business has evolved from manual processes with hand-clerked tickets to fully digital operations.   Leland emphasizes that their competition isn't just other auction houses, but cultural expectations for convenience, citing Amazon's next-day delivery and instant payment systems as benchmarks. The company aims to make auction participation as easy as "going to Starbucks".     Little emphasizes that trust is "critical" in an industry dealing with fakes, forgeries, and condition issues. The company maintains credibility through long-term employees (about half of their 40-person team are career professionals) who have specialized expertise in various departments.   Leland advocates for daily attention to details, continuous coaching through programs, and maintaining strong cash flow with minimal debt. He emphasizes the importance of personal development, particularly maintaining strong home relationships, as foundational to business success.  His advice to struggling business owners focuses on three priorities...  Listen and enjoy! I help business leaders buy and sell great companies. Let me know how I can help you. Chuck Crumpton Chuck@StrategicAdvisoryForum.com 864.915.0066

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Jeff stresses that entrepreneurship is a “vertical mountain climb with no equipment,” and that many people will not figure it out despite their best efforts, which must be acceptable. He quit a comfortable partner role at a venture fund the day he returned from his honeymoon, with no plan and earning only about $3,000 in his first year, leading to intense personal and marital strain before he eventually built a sustainable business. Chuck reinforces the emotional and relational toll of founding and exiting businesses, describing entrepreneurship as “jumping off the burning building” and praising spouses who endure the “foxhole” stress alongside founders. In a rapid-fire segment, Jeff addresses myths and red flags in fundraising. He agrees with Chuck that founders shouldn’t “raise as little as possible” but rather raise what they truly need. There's a lot in this conversation and I hope you enjoy! Let me know if I can give you perspective if you're looking to sell your business one day. Chuck Crumpton 864.915.0066

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Ron describes a pivotal “aha” moment during his early corporate career in Atlanta. Stuck in traffic on I‑85, he looked at the empty expressions of commuters around him and felt a pit in his stomach, realizing he didn’t want that to be his life, even if his salary doubled or tripled. His core message is that success is less about intelligence or money and more about persistence: “you can only lose by quitting in business,” and people who succeed simply never give up because they believe deeply in what they’re building. Ron offers direct advice to new entrepreneurs: set aside the operational details initially and “have fun dreaming,” defining a big, clear goal and truly believing in it.  Ron and I discuss the emotional and psychological side of entrepreneurship, including loneliness and the struggle to “get to the next day.”  I help business owners build and sell remarkable companies. If I can help you, let me know. Thanks, enjoy the conversation! Chuck Crumpton 864.915.0066 Chuck@StrategicAdvisoryForum.com [https://strategicadvisoryforum.com]

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Shay Houser is one of the smartest and most vunerable people I know, and I'm honored to call him my friend. Battling and overcoming major addiction struggles, he went on to do over $1B in M&A deals. We talk life and business in this episode. I asked what advice Shay has for people “stuck” in comfortable corporate jobs who feel an entrepreneurial itch. His response is blunt: if it’s truly their calling, they must “do it” and go all in, including quitting their job and burning the bridge back to corporate life, because without that commitment the startup will never really begin. When asked how smaller entrepreneurs should relate to Shay’s billion-dollar deal history, he explains that large outcomes are built “one transaction at a time,” likening it to eating an elephant one bite at a time. You will find knowledge and encouragement in this conversation in Shay's no bullshit approach to life and business. Enjoy! If you are considering selling or buying a business, let's talk. I get people great results in a high level of competence and caring. Chuck Crumpton 864.915.0066

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Portada del episodio Will AI achieve consciousness and take your job? Dr. Andrea Isoni, AI expert weighs in.

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