Recorded on 12/10/2025

Year-End Playbook: Navigating OBBBA Impacts and New Tax Opportunities

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As 2025 draws to a close, thoughtful tax planning carries particular weight. New provisions within the One Big Beautiful Bill Act (OBBBA), paired with several year-end developments, are shaping how families, business owners, and investors may approach the months ahead.

In this virtual program, Cresset’s Tax Strategy team, in collaboration with RSM—an established provider of assurance, tax, and consulting services for middle-market businesses—will offer a timely walkthrough of the changes that may influence planning decisions.

Together, we’ll explore how the latest guidance affects key areas, including:

  • Updates to Qualified Small Business Stock (QSBS) and related planning opportunities
  • Charitable giving strategies in light of recent reforms
  • Estate, gift, and GST exemption planning, including considerations for GRATs and other structures
  • Updated approaches to state and local tax (SALT) deduction planning
  • Qualified Opportunity Zones and current developments for investors

Whether you oversee a family enterprise, manage complex personal planning, or support a multigenerational household, this session will offer practical insights to help you make informed decisions before year-end and prepare for 2026.sion will inspire a more intentional, foresighted approach to giving—one that bridges purpose with possibility.

About Amber Waldman

Amber is an estate and gift senior manager in RSM’s Washington National Tax practice. She spends most of her time serving ultra high net worth clients as an estate, gift, and generation-skipping transfer tax subject matter expert.

Amber has over ten years of experience in public accounting serving ultra high net worth families. She is passionate about helping clients accomplish their business, personal, and family planning goals by first listening to their concerns, and then creating well-thought-out tax strategies. She advises on a wide spectrum of tax matters, including generation-skipping transfer tax remedies, adequate disclosure and proper gift tax reporting, estate and gift special valuation issues, and income tax ramifications of estate planning decisions. Amber has authored thought leadership published in The Tax Adviser, Bloomberg Tax, Probate & Property Magazine, and Houston Business Journal.Amber is mom to a playful preschooler and enjoys baking, hiking with her two dogs, and listening to Ingrid Michaelson. She plays the ukulele which she learned when she taught preschool creative movement and music classes prior to her career in accounting.

About John Charin

John Charin is a Senior Manager in RSM’s Washington National Tax office with a focus on accounting methods and periods. John is the technical lead for the real estate industry group, and in this role provides tax advice and client services, as well as preparing and delivering
professional education for other lawyers and accountants. John regularly publishes on OBBBA's impact on real estate and provides VIP client services and tax law briefings to real estate clients.

In his current role, John advises and consults on complex tax matters, assists engagement teams in research and planning, and provides technical oversight on accounting method changes and IRS filings. John is a subject matter expert on leasing transactions, like-kind exchange and involuntary conversions, casualty and disaster events.

John currently serves as Vice Chair of the American Bar Association's Capital Recovery and Leasing Committee, and routinely moderates or participates on ABA panels for several committees as a tax technical expert. John is a lifetime resident of the Washington, D.C. area, where he can usually be found pushing a stroller around the National Zoo or other Smithsonian museums.

About Matt Talcoff

Matt is the leader of RSM’s Washington National Tax practice and a member of the Firm’s Board of Directors. He also is a member of RSM’s national tax leadership team and works with the firm’s tax policy and legislative services teams. Matt was previously RSM’s national tax industry Leader.
Matt has assisted middle market clients, many of which are globally active and high net worth individuals, with tax planning and compliance services for more than 30 years. He primarily works with privately held and private-equity-owned middle market businesses and their owners, as well as financial fund executives and family offices. He serves clients across a broad range of industries, with a focus on the consumer product industry’s restaurant, retail, and food and beverage sectors, as well as the financial services industry.

Matt leads RSM’s Washington National Tax practice, which features the firm’s most technical tax resources, and ensures our clients benefit from that knowledge. Matt also coordinates and supports the firm’s commitment to serving middle market clients by ensuring an industry approach is embedded in RSM’s efforts to provide an unmatched client experience. He works with the firm’s national industry and national tax leadership to ensure alignment of strategic efforts. He also assists the firm’s private client services leadership team on global initiatives, as well as initiatives related to fund executives and family offices.

Matt joined RSM in 2008 following 17 years at a Big Four firm. He frequently speaks and writes about private client and consumer products tax matters that affect business owners and their businesses. Matt speaks on tax policy and matters on Capitol Hill and at industry association conferences. His speaking engagements have included the ICR Retail Investment Conference, National Restaurant Association, Franchise Times, American Apparel and Footwear Association on topics including the effects of tax reform on retail and restaurant businesses and owners. He has spoken at PrivCap events about tax planning for fund executives.

About Nick Gruidl

Nick is experienced in working with publicly and privately held businesses. He focuses on advising clients and firm personnel on corporate merger and acquisition activity; spin-offs, bankruptcy and debt restructuring; private equity transactions; consolidated group issues; analysis of net operating loss issues; and partnership taxation. Nick develops and delivers internal and external training on corporate tax and transaction-related issues.

Cresset refers to Cresset Capital Management, LLC and its respective direct and indirect subsidiaries and controlled affiliates. Cresset Asset Management, LLC, also conducts advisory business under the names of Cresset Sports & Entertainment, CH Investment Partners, and Cresset Capital. Cresset provides investment advisory, family office, and other services to individuals, families, and institutional clients. Cresset also provides investment advisory services to investment vehicles investing in private equity, real estate, and other investment opportunities. Cresset Asset Management, LLC and Monticello Associates, LLC are SEC registered investment advisers. SEC registration does not imply any specific level of skill or training.

Featuring

Amber Waldman

Amber Waldman

Senior Manager, Washington National Tax, RSM
John Charin

John Charin

Senior Manager, Washington National Tax, RSM
Matt Talcoff

Matt Talcoff

Partner, Washington National Tax, RSM
Nick Gruidl

Nick Gruidl

Partner, RSM

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