# Jordan B. Segal on Why Great Deals Start with Better Questions

Page: https://stenobird.com/podcast/coffee-with-jon-think-big-get-unstuck-grow-your-business-521729/jordan-b-segal-on-why-great-deals-start-with-better-questions
Text version: https://stenobird.com/podcast/coffee-with-jon-think-big-get-unstuck-grow-your-business-521729/jordan-b-segal-on-why-great-deals-start-with-better-questions.md
Podcast: [Coffee with Jon - Think Big. Get Unstuck. Grow Your Business](https://stenobird.com/podcast/coffee-with-jon-think-big-get-unstuck-grow-your-business-521729)
Published: 2026-06-27T01:29:42+00:00
Episode link: https://thinkbusiness.libsyn.com/jordan-b-segal-on-why-great-deals-start-with-better-questions
Audio file: https://traffic.libsyn.com/secure/thinkbusiness/Jon_Dwoskin_TB_Live_Jordan_Segal_JG_6-1-2026.mp3?dest-id=620882
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JSON: https://stenobird.com/v1/public/podcasts/coffee-with-jon-think-big-get-unstuck-grow-your-business-521729/episodes/jordan-b-segal-on-why-great-deals-start-with-better-questions
Duration seconds: 1503

## Resource

Great talking with Jordan B. Segal, Attorney at Maddin Hauser. 5 takeaways that stuck with me: 1 - You know early—if you're paying attention. Jordan wanted to be an attorney as a kid—and was already developing his voice. 2 - Advocacy starts with clarity. You can't advocate for yourself—or your business—without knowing your goals. 3 - A red flag isn't a red light. When something doesn't make sense, pause and ask better questions. 4 - Fair-fair beats win-win. The best deals come from understanding both sides' interests. 5 - Good attorneys don't stop deals—they structure them better. The goal isn't avoidance. It's alignment and protection. --- JORDAN B. SEGAL, shareholder, brings an entrepreneurial spirit, pragmatic approach, and a natural dealmaking proclivity to his work helping companies and individuals achieve their business and real estate objectives. A true counselor and partner for his clients, Jordan understands that every decision matters, every transaction is consequential, and every question or concern deserves a thoughtful, practical, and timely response. Whether structuring a new venture, advising on day-to-day issues, navigating a complex acquisition, or finding creative solutions in a deal that others said couldn't be done, Jordan acts as a force multiplier for business and real estate clients who trust his sound, actionable guidance and reap the benefits of his demonstrable commitment to their success. A transactional attorney focused on mergers and acquisitions, commercial real estate, and entity formation and governance, Jordan recognizes that strategic deals and business moves do not happen in a vacuum. That is why he adopts a holistic perspective that considers both immediate concerns as well as long-term impacts on operations, valuation, and scalabili…

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