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PODCAST

DealQuest Podcast with Corey Kupfer

Why do some companies grow by leaps and bounds while others only inch forward? Simple. They embrace Deal-Driven Growth in addition to organic growth! DealQuest is where you learn how to strategize, prepare for, find, and complete deals to grow your company faster. Listen in as host Corey Kupfer takes you behind the scenes with some of the world’s most fascinating deal-savvy business leaders. This is the one place where they can share openly the secret to deals they have done (or failed to

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All Episodes

27:01

Episode 380: Build a Winning Deal Program with...

DealQuest Podcast with Corey Kupfer ·

2025/12/03

From jumping straight to deal structure to building repeatable acquisition programs that scale, Corey Kupfer shares the exact whiteboarding process he uses with clients to create successful deal programs across M&A, joint ventures, licensing, and any deal-driven growth strategy.In this solocast episode of the DealQuest Podcast, host Corey Kupfer walks through the five critical steps that must come before deal structure when building a repeatable deal program. Drawing on 35+ years of

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42:29

Episode 379: Democratizing Venture Capital Through...

DealQuest Podcast with Corey Kupfer ·

2025/11/26

From losing his $25,000 life savings on his first startup investment to democratizing venture capital for everyday investors, Gerry Hays shares proven strategies for making early-stage investing accessible through VentureStaking while teaching founders outside traditional tech hubs how to raise capital and build sustainable businesses.In this episode of the DealQuest Podcast, host Corey Kupfer sits down with Gerry Hays, founder and CEO of Doriot and Senior Lecturer at Indiana University's

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43:09

Episode 378: Building Commercial Real Estate Success...

DealQuest Podcast with Corey Kupfer ·

2025/11/19

From professional wakeboarder to CEO managing $250M+ in commercial real estate investments, Nick Jones shares proven strategies for building successful real estate businesses through strategic partnerships, effective capital raising, and protecting investor interests.In this episode of the DealQuest Podcast, host Corey Kupfer sits down with Nick Jones, CEO of Alakai Capital, who has underwritten and acquired over 70 commercial investments and developments representing more than $250

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54:36

Episode 377: From Wall Street to Coffee Farms:...

DealQuest Podcast with Corey Kupfer ·

2025/11/12

Think making money and making impact are mutually exclusive?THINK AGAIN. BobBush went from working on the RJR Nabisco LBO to advising Dubai's government to co-founding a coffee company with NBA legend Dikembe Mutombo. His approach? Commerce, not charity. After 30+ years structuring deals across Wall Street, Africa, and the Middle East, Bob discovered that sustainable social impact requires sustainable economics. Now he's disrupting coffee supply chains where farmers get just 6 cents of

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32:23

Episode 367: Building a Dealmaker Community: Lessons...

DealQuest Podcast with Corey Kupfer ·

2025/11/05

Just wrapped my second year chairing the EO Deal Exchange Conference, and the lessons were off the charts.Here's what happens when you put hundreds of entrepreneurs in a room focused on one thing: growing through deals. Three insights that stood out: The wisdom is already in the room. We ran deal speed networking sessions where members shared their specific needs (buying companies, seeking JV partners, raising capital). The collective knowledge and connections in that room solved problems

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52:21

Episode 366: Founder Regret, Exit Clarity & What...

DealQuest Podcast with Corey Kupfer ·

2025/10/29

85% of founders have regrets about their exits. The research is clear. But here's what surprised me most about this statistic: almost none of them regret leaving money on the table.They regret the clarity work they didn't do beforehand. In my latest conversation with Jodi Hume, an advisor who works exclusively with founders and CEOs navigating acquisitions and exits, we explored what that clarity actually looks like: How to distinguish between what you can compromise on and what will keep

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41:29

Episode 365: How One Stock Tripled to Fund a Real...

DealQuest Podcast with Corey Kupfer ·

2025/10/22

Concentration beats diversification. One stock. That's all Jaden Sterling bought during the 1990s. It tripled, became capital for 125 real estate deals, and eventually funded Sterling Stock Picker, a stock-picking platform now serving 3,000 investors.What most financial advisors don't tell you: diversification is what you do when you don't know what you're doing. When Jaden's clients at Merrill Lynch held 4-6 solid companies, they were pressured to sell and diversify into mutual funds. The

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37:36

Episode 367: Building Wealth Through Strategic Group...

DealQuest Podcast with Corey Kupfer ·

2025/10/15

I just had an incredible conversation with Jon Wells on the DealQuest Podcast about a real estate niche that most investors have never even considered.After 25 years in Denver real estate, Jon discovered something remarkable: group homes for mental health and sobriety programs that generate 6%+ cap rates with almost zero landlord responsibilities. Here's what struck me most from our discussion: Jon's "fix and flop" philosophy completely changed my perspective. "My best deals were the ones

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14:14

Episode 363: When Mega-Mergers Go Wrong: Lessons from...

DealQuest Podcast with Corey Kupfer ·

2025/10/08

Warren Buffett called it one of his biggest investment mistakes.The 2015 Kraft Heinz merger destroyed $63 billion in shareholder value while the broader market doubled.Key lessons for M&A professionals:• Consumer behavior trend analysis is critical for food industry due diligence • Aggressive cost reduction can eliminate innovation capacity in consumer products • Post-merger integration strategies must balance efficiency with brand development • Market research capabilities become

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44:32

Episode 362: Speaking with Power and Authenticity in...

DealQuest Podcast with Corey Kupfer ·

2025/10/01

Think great communication in deals is about having the right words or perfect hand gestures?After 35 years of negotiating deals, I can tell you this: all the tactical training in the world won't help if you haven't done the internal work to understand who you are and what you bring to the table. In this episode, Dia Bondi breaks down why your leadership voice matters more than any communication skill. She turned a $30,000 project into over a million dollars by structuring it as a mix of

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45:19

Episode 361: Preparing for Strategic Exits with...

DealQuest Podcast with Corey Kupfer ·

2025/09/24

"Every time I get off the phone with you, I feel better... but I don't call because I don't want to pay the billable hour."Alexandria Seydel heard this from clients constantly when she was practicing M&A law. So she made a simple offer: "What about once a month you buy me lunch and we go for 90 minutes and you get my brain."Those lunch conversations changed everything. Alexandria realized she was more energized talking business strategy than drafting legal documents. Now as founder of

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41:15

Episode 360: Navigating Investor Relationships and...

DealQuest Podcast with Corey Kupfer ·

2025/09/17

Think investors who don't re-up for your next round are doing you a favor?Not the case!Most entrepreneurs see this as rejection. But here's what Sahil Patel discovered after 11 years building and selling ER Express: Sometimes the BEST thing that can happen is getting misaligned investors out of your cap table.His family office investors knew service businesses. But SaaS? Different game entirely."The way you look at a SaaS business, you really have to look at unit economics. If you just look

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18:18

Episode 359: Breaking Down JP Morgan's 2025 Global...

DealQuest Podcast with Corey Kupfer ·

2025/09/10

JP Morgan's latest M&A report reveals something fascinating: despite ongoing uncertainty, global deal volumes hit $2.2 trillion (up 27% year-over-year).Here's what caught my attention: - Mega deals increased 57% because bigger players can thrive when smaller competitors freeze up. - Cross-border activity actually grew 24% despite rising protectionism as companies use M&A to position around trade uncertainties rather than avoid them. - And get this - AI infrastructure needs will

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22:47

Episode 358: The Origin Stories Behind Great Dealmakers

DealQuest Podcast with Corey Kupfer ·

2025/09/03

Ever wonder how great dealmakers got their start?Some began with childhood lemonade stands. Others learned through necessity when family circumstances required quick business education. A few discovered their talents through door-to-door sales or car flipping as teenagers.But here's what's fascinating: every successful dealmaker has an origin story that reveals the early development of skills that would later drive millions in transactions.In this best of compilation from the DealQuest

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53:10

Episode 357: Building Employee-Owned Enterprises with...

DealQuest Podcast with Corey Kupfer ·

2025/08/27

Most people think private equity means gutting companies and squeezing margins. Neal Cobb is proving them wrong.After raising over $20 million and scaling his delivery startup to 100,000 drivers before selling to 7-Eleven, Neal could have retired. Instead, he's building something that challenges everything we think we know about private equity.At Equity X, they're acquiring legacy businesses and turning them into employee-owned enterprises. No quick flips. No cultural destruction. Just

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50:15

Episode 356: Building Enterprise Value Through...

DealQuest Podcast with Corey Kupfer ·

2025/08/20

Eighty percent of business owners have eighty percent of their net worth locked in their business.But only twenty percent of businesses survive to see their tenth birthday.This conversation will change how you think about building enterprise value forever.Scott Beebe didn't just build a successful consulting practice...He proved that the secret to enterprise value isn't your product, your market, or your marketing.Scott is the founder of Business on Purpose and certified exit planning

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22:40

Episode 355: Understanding The Language of Deals with...

DealQuest Podcast with Corey Kupfer ·

2025/08/13

Most business leaders believe they need significant capital to pursue growth deals.This assumption limits their strategic options.The reality is that dozens of deal structures are available to businesses of every size, yet most entrepreneurs only explore a fraction of what's possible.From acqui-hires that appear to be acquisitions but are actually strategic hiring initiatives, to licensing agreements that generate ongoing revenue, to joint ventures that create value for all parties

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44:32

Episode 354: Building AI-Powered Companies Through...

DealQuest Podcast with Corey Kupfer ·

2025/08/06

Hikari Senju did something different. While everyone else was chasing VCs, he built Omneky to millions in revenue first.After seeing AI generate art at MIT, this Harvard CS grad knew the future. But when investors didn't bite in 2018 ("AI is vaporware," "advertising is too competitive"), he didn't give up. He bootstrapped. Two years. Living hand-to-mouth. Building real revenue. His philosophy: "Build a company that deserves capital." The result? When he finally raised money, he had

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57:53

Episode 353: Build Community-Driven Real Estate...

DealQuest Podcast with Corey Kupfer ·

2025/07/30

Most real estate developers think they need institutional investors or private equity to scale their projects.Ryan Andrews proved you can raise millions locally while building stronger community connections.Here's what makes this approach powerful:His $8 million fund is 80% local investors who show up to city council meetings advocating for his projects.These aren't just silent money partners.They're community champions.When your investors live in the community, they care about getting it

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48:16

Episode 352: Proven Strategies for Scaling Companies...

DealQuest Podcast with Corey Kupfer ·

2025/07/23

Most business leaders think scaling requires massive capital investment.But what if I told you companies are scaling from 7 to 9 figures through strategic partnerships instead?That's exactly what this business scaling expert has been doing for the past decade.Through systematic partnership frameworks and strategic deal-making.And guess what? His approach started when he was just 13 years old, creating partnership deals to expand beyond his local market."Why am I limiting myself to my

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