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The Dealmakers’ Edge with A.Y. Strauss

The Dealmakers’ Edge with A.Y. Strauss

著者: A.Y. Strauss
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The Dealmakers’ Edge with A.Y. Strauss dives deep into the world of commercial real estate, bringing you exclusive stories, insights, and strategies from the industry’s top investors, developers, and dealmakers.

Hosted by Aaron Strauss, founder and managing partner of A.Y. Strauss, a leading real estate law firm, this podcast offers a behind-the-scenes look at what drives success in commercial real estate. From uncovering the unique edge of industry leaders to exploring the challenges and triumphs they’ve faced, this podcast is a must-listen for commercial real estate investors, developers, brokers, and professionals looking to sharpen their skills and stay ahead in the competitive market.

Whether you’re navigating real estate law, structuring deals, or scaling your portfolio, The Dealmakers’ Edge delivers actionable insights and inspiring stories to help you take your career to the next level. Tune in to gain valuable knowledge and discover what it takes to thrive in commercial real estate today.

© 2025 The Dealmakers’ Edge with A.Y. Strauss
マネジメント・リーダーシップ リーダーシップ 個人ファイナンス 経済学
エピソード
  • Scaling Safe Harbor in Distressed Real Estate with Rafael Serrano
    2025/05/22

    Rafael is the Founder and Managing Partner of Safe Harbor Capital Partners and is Chair of the Investment Committee. He has managed over $1B of performing and non-performing commercial and residential mortgage loans, defaulted debt instruments, and distressed real estate assets transactions in both Domestic US and International markets.

    From 1992 to 1999, he was the founder and CEO of MTU, a provider of commercial vehicle fleet servicing and maintenance. From 2001 to 2005, Mr. Serrano served as a business management and strategic consultant to British Aerospace Systems (BAE Systems, Inc.) with responsibilities throughout South America. Prior, he served as a Corporate National Accounts Manager with WorldCom, Inc.

    In 2005, Rafael began his career in distressed debt with the founding of Safe Harbor Capital Partners. From 2005 to 2014, Rafael transacted loan workouts in separately managed accounts, generating benchmark-beating returns for an investor base that grew from high-net-worth individuals to include banks, fund managers, and prominent family offices. In 2015, Rafael launched Safe Harbor Distressed Debt Fund I, laying the blueprint for the family of funds managed today.

    In the last two decades, Rafael has been an active participant in the acquisition, development and reposition of residential and commercial real estate properties. He attended Florida International University.

    Insights from Rafael Serrano on Building a Scalable Distressed Debt Platform

    Rafael Serrano has been active in the distressed real estate space for nearly two decades, acquiring more than $1 billion in performing and non-performing loans, defaulted debt, and REO assets across both U.S. and international markets. As Founder and Managing Partner of Safe Harbor Capital Partners, he has scaled the firm from a solo operation into an institutional-grade platform known for disciplined underwriting and consistent returns—even in the most complex legal and market environments.

    In this episode of The Dealmakers’ Edge, Rafael shares his perspective on sourcing and restructuring loans, working with banks and borrowers through challenging workouts, and why Safe Harbor remains focused on single-asset CRE debt with sub-50% LTVs. He also discusses his approach to resilience, building long-term infrastructure, and the next phase of growth—including special situations, origination strategies, and democratizing access to private credit.

    1:22 – Rafael’s early path: from car repair to consulting in South America to distressed debt

    4:39 – The first Safe Harbor deal: a warehouse loan—and an NSF checking account

    6:30 – Why consistency, discipline, and math drive underwriting at Safe Harbor

    8:09 – Treating distressed debt as an ongoing business—not an opportunistic trade

    14:03 – Regional banks vs. CMBS: where Safe Harbor sees opportunity

    16:31 – Why CMBS servicers profit more when loans default

    18:05 – Grit, mindset, and the emotional discipline behind Safe Harbor’s approach

    Mentioned In Scaling Safe Harbor in Distressed Real Estate with Rafael Serrano

    Safe Harbor | LinkedIn

    Enjoy the show? Have a guest in mind? Email us at podcast@aystrauss.com to let us know your feedback and who you want to hear on the next episode.

    Connect with Aaron and the A.Y. Strauss team:

    • Our website (www.AYStrauss.com)
    • Aaron's website bio page (Aaron's bio page)
    • Aaron's LinkedIn account (LinkedIn)
    • Our Twitter account (@AYStrauss)
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    27 分
  • Leadership Lessons for Dealmakers with Elise Holtzman
    2025/05/01

    Elise Holtzman is the CEO of The Lawyer’s Edge®, an executive coaching and consulting firm where she and her team have spent over 16 years helping law firms build thriving businesses by transforming lawyers into better business developers and leaders. A former practicing attorney, Elise brings first-hand knowledge of the legal profession’s demands and a strategic focus on rainmaking, leadership, and visibility.

    Elise is the creator of the Lawyers Making Rain® program and the Ignite Women’s Business Development Accelerator, both designed to help attorneys at all levels grow their impact and client base. She is also the host of The Lawyer’s Edge podcast and a frequent speaker for law firms and bar associations. Her insights have been featured in Law.com, Law360, and other leading legal publications.

    She holds a B.A. in psychology from the University of Pennsylvania and a J.D. from Columbia Law School, where she served as a senior editor of the Columbia Law Review. She is currently Vice President of the Columbia Law School Association. Before launching The Lawyer’s Edge, Elise practiced commercial real estate law at Fried Frank and Morgan Lewis.


    Insights from Elise Holtzman on Developing Rainmakers and Leaders

    Elise Holtzman joins The Dealmakers’ Edge to share practical leadership insights tailored for high-performing professionals in commercial real estate and beyond. A former Biglaw attorney turned executive coach, Elise now helps professionals elevate their leadership, grow their visibility, and develop sustainable business development strategies.

    In this episode, she and host Aaron Strauss explore how top performers can create intentional growth, avoid burnout, and evolve into impactful leaders. From rethinking productivity to building a culture of strategic delegation, Elise offers a powerful framework for dealmakers looking to lead with clarity and purpose.

    0:27 – Meet Elise Holtzman and her journey from Biglaw to leadership coaching

    3:32 – Common struggles high achievers face beyond technical execution

    5:22 – Early signs of burnout and how they show up in professionals

    7:10 – Using “act one and act two” to create presence and personal balance

    10:06 – Lessons from mentors and models of sustainable success

    12:47 – The role of self-awareness in avoiding burnout and staying aligned

    17:16 – Shifting from doer to leader and learning to let go

    22:47 – Why intentional reflection drives growth and innovation


    Mentioned In Leadership Lessons for Dealmakers with Elise Holtzman

    The Lawyer’s Edge | Podcast | LinkedIn

    Enjoy the show? Have a guest in mind? Email us at podcast@aystrauss.com to let us know your feedback and who you want to hear on the next episode.

    Connect with Aaron and the A.Y. Strauss team:

    • Our website (www.AYStrauss.com)
    • Aaron's website bio page (Aaron's bio page)
    • Aaron's LinkedIn account (LinkedIn)
    • Our Twitter account (@AYStrauss)
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    31 分
  • Strategic Growth in Urban Real Estate with David Berg
    2025/04/17

    David Berg is a Partner at Infinity Real Estate, where he oversees acquisitions, investment ventures, and the firm’s overall investment strategy. Since joining in 2011 as Investment Director, David has led Infinity’s expansion into the Philadelphia and Miami markets while managing key lender and investor relationships. Under his leadership, the firm is currently developing or repositioning over one million square feet of commercial and residential property.

    David has played a central role in shaping Infinity’s growth, executing transactions totaling over $750 million across multifamily, retail, hospitality, and mixed-use assets. His entrepreneurial approach and deep expertise in capital transactions have made him a driving force behind Infinity’s diversified portfolio. Prior to Infinity, he worked at Monday Properties on high-profile Class A office towers, including 230 Park Avenue and an 11-asset portfolio in Rosslyn, Virginia. He also served as Vice President of Acquisitions at Mermelstein Development and began his career in investment banking at JPMorgan and RBC Capital Markets.

    A graduate of Emory University’s Goizueta Business School, David holds degrees in Finance and Real Estate. He is a Vice President of the Ocean Drive Association, co-chair of the South Beach Business Improvement District, board member of the Washington Avenue BID, and Vice President of the Española Way Association. A lifelong athlete and devoted supporter of the ASPCA and Jewish National Fund, David lives in Miami Beach with his wife Maya, their son Elijah, and their dog Roux.


    Insights from David Berg on Scaling, Strategy, and Urban Market Expansion

    David Berg shares how personal roots and deep local networks have shaped Infinity Real Estate’s expansion into Washington, D.C., Philadelphia, and Miami. Markets where on-the-ground experience and community alignment have led to successful redevelopment strategies. He explains how Infinity identifies value in historic properties, avoids the “dumb tax” of new market entry, and remains responsive to shifting dynamics through a nimble, entrepreneurial approach.

    In this episode, David also discusses Infinity’s return to New York City’s retail sector and why today’s volatility is creating compelling opportunities for disciplined, contrarian investors. He offers a candid look at how he manages the emotional demands of high-stakes development, and shares the personal routines that help him stay grounded, focused, and effective in a constantly evolving industry.

    1:30 – David’s roots and path to real estate
    4:15 – Early career moves
    7:00 – Joining Infinity Real Estate and the firm’s early focus on workforce housing in D.C.
    9:45 – Strategic expansion into Philly and Miami
    12:00 – The Clay Hotel project and how COVID catalyzed a move to Miami
    14:50 – Community involvement and leadership in Miami Beach redevelopment
    17:10 – The Garden Court Towers project in West Philly and Infinity’s preservation-first approach
    19:45 – Why Infinity is re-entering the NY market after nearly a decade
    22:10 – Managing stress, staying agile, and how Infinity builds a resilient team culture

    Mentioned In Strategic Growth in Urban Real Estate with David Berg

    Infinity Real Estate

    Enjoy the show? Have a guest in mind? Email us at podcast@aystrauss.com to let us know your feedback and who you want to hear on the next episode.

    Connect with Aaron and the A.Y. Strauss team:

    • Our website (www.AYStrauss.com)
    • Aaron's website bio page (Aaron's bio page)
    • Aaron's LinkedIn account (LinkedIn)
    • Our Twitter account (@AYStrauss)
    続きを読む 一部表示
    26 分

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