Commercial real estate tax strategies determine whether a property becomes a wealth-building asset or a costly liability. Tom Wheelwright sits down with building sales expert Bob Knakal and commercial real estate coach Rod Santomassimo, authors of Selling Buildings, to show investors how professionals evaluate deals and protect profits.
They break down what actually makes a good commercial real estate investment, from deal structure and pricing to negotiation and timing. The conversation explains how investors respond to market shifts, including office-to-residential conversions, rezoning opportunities, and how data and AI tools influence property valuation and decision-making.
You’ll learn:
- How professional investors analyze commercial property deals
- Ways to increase profit and manage downside risk
- How tax planning impacts real estate returns
- Why zoning and property conversion opportunities matter now
- How technology and market changes affect valuations
This matters now because commercial real estate markets are changing rapidly. Investors who understand tax rules, market cycles, and deal structure can reposition assets and build long-term income, while others may hold properties that lose value.
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00:00 – Intro.
06:11 – What makes a good commercial real estate deal?
08:55 – How to Get an Advantage: Expertise. Passion. Discipline.
12:01 – Tough Times: How has the commercial real estate market changed?
16:45 – Status of Office Spaces: Conversions into Residential. Rezoning. Renovations.
22:53 – What are commercial real estate clients looking for?
25:48 – How to use AI in commercial real estate.
31:30 – The future of data in commercial real estate.
34:13 – What brokers are looking for in clients and investors.
35:45 – Top Notch Advice: 6 things investors should do now.
39:14 – How much impact the new tax bill has in the marketplace.
40:43 – Closing Statements.
Looking for more on Bob Knakal & Rod Santomassimo?
Book: “Selling Buildings”
Websites: bobknakal.com | massimo-group.com
Facebook: http://www.facebook.com/BobKnakalNYC | http://www.facebook.com/themassimogroup
LinkedIn: http://www.linkedin.com/company/the-massimo-group/
X/Twitter: twitter.com/BobKnakal | twitter.com/MassimoGroup
Youtube: http://www.youtube.com/@bobknakalnyc
Instagram: @bobknakalnyc
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DISCLAIMER: WealthAbility® does not provide tax, legal or accounting advice. The materials provided have been prepared for informational purposes only, and are not intended to provide tax, legal or accounting advice. The materials may or may not reflect the most current legislative or regulatory requirements or the requirements of specific industries or of states. These materials are not tax advice and are not intended or written to be used, and cannot be used, for purposes of avoiding tax penalties that may be imposed on any taxpayer. Readers should consult their own tax, legal and accounting advisors before applying the laws to their particular situations or engaging in any transaction.