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Transaction Talk

Transaction Talk

By: Jennifer Fox and Eric Sigman
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Business broker Jennifer Fox and attorney Eric Sigman team up to provide a 360-degree view of the current Boston Business for-sale market. From buying and selling to franchising and everything in between, Transaction Talk breaks down the deal process from a business, brokerage, and legal perspective. A resource for business owners, buyers and entrepreneurs, Transaction Talk offers interviews and real-life deal experiences from industry experts and key transaction players.Transaction Talk 2023 Economics Leadership Management & Leadership Personal Finance
Episodes
  • Selling a Business While Getting a Divorce
    Jun 18 2025

    Selling a business is challenging on its own, but when paired with the emotional and legal complexities of a divorce, it can feel overwhelming! In this episode, we’re joined by family law attorney Cindy Runge, who draws on her extensive experience to unpack the critical legal and financial factors involved. From understanding how marital estates are valued to the impact of prenups and postnups, and the challenges of business valuation amid separation, Cindy shares essential strategies to help you protect your business interests, navigate financial and legal hurdles, maintain operational stability, and communicate effectively during this difficult time. We also discuss extreme scenarios like court-ordered sales and the protective role of operating agreements, offering practical tips to help business owners navigate this intersection with clarity and strategic planning. Tune in to gain invaluable insights and learn how proactive collaboration between legal and business experts can safeguard your interests when personal and professional worlds collide!

    Key Points From This Episode:

    • Why selling a business during divorce is uniquely challenging.
    • How marital estates impact business valuation.
    • The importance and role of prenups and postnups (and how they differ).
    • Navigating business valuation during separation.
    • Court-ordered sales and extreme divorce cases.
    • How operating agreements can protect business interests.
    • Balancing emotional and legal considerations in negotiations.
    • Common mistakes people make when going through a divorce.
    • The importance of collaborating with legal and business professionals.
    • Key takeaways: how to protect both your business and yourself!

    Tip of the Day: Getting divorced? Slow down and stay in control. Work with a mediator or collaborative attorney to help you protect your wallet, your business, and your sanity.

    Links Mentioned in Today’s Episode:

    Cynthia Runge

    Peridot Family Law

    Cynthia Runge on LinkedIn

    Transaction Talk

    Disclaimer:

    The material on this site may be considered advertising under the rules of the Supreme Judicial Court of Massachusetts. This site is solely for informational purposes and provides general information only. Nothing on this site should be construed as legal advice or consultation either generally or in a particular case. Neither the receipt nor the distribution of materials constitutes the formation of an attorney-client relationship.

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    23 mins
  • Exit Wise: Legacy & Estate Planning
    May 20 2025

    Estate planning is a vital component for all business owners, and today, we unpack everything you need to know about estate planning for your business. We are joined by Neil Cohen from RS Law LLP (previously Regnante Sterio LLP), an AV-rated firm bringing a collaborative approach to legal representation in order to provide comprehensive and efficient legal services. Neil is an estate planning attorney for business succession planning, probate administration, and complex and simple estates, and he begins our conversation by defining estate planning and explaining why it’s essential for all businesses. Then, we explore the differences between a will and a trust, what it means to avoid probate, why setting up a will or trust should be your top priority, and how estate planning informs succession planning. We also uncover the consequences of not having a will or trust when incapacitated during a sale as a business owner, why many procrastinate on their estate planning, why a healthcare proxy matters, and where spouses fit into the various components of estate planning. To end, Neil shares the Tip of the Day and we learn how to connect with him and his work.

    Key Points From This Episode:

    • Neil Cohen defines estate planning and explains its importance for businesses.
    • Why Massachusetts leans heavily on irrevocable trusts.
    • The difference between a will and a trust, and what it means to avoid probate.
    • Why setting up a trust should be one of your non-negotiables.
    • Protecting business owners: How estate planning informs succession planning.
    • The consequences of an owner being incapacitated during a sale without a will or trust.
    • When business owners should start their estate planning and tips for keeping it updated.
    • Why procrastination reigns: Common obstacles that prevent estate planning.
    • Understanding how often you should review your estate plan.
    • The ins and outs of the healthcare proxy and its importance and where spouses fit in.
    • How to connect with Neil Cohen.

    Tip of the Day: Start Early! Estate planning can start even before you have kids or own a business. The only way to falter is by not starting at all, and because none of us can predict the next moment, the best time to start is now.

    Links Mentioned in Today’s Episode:

    Neil Cohen on LinkedIn

    Neil Cohen Email

    Neil Cohen Phone Number: 781-246-2525 ext. 241

    RS Law LLP (Regnante Sterio LLP)

    Jennifer Fox on LinkedIn

    Eric Sigman on LinkedIn

    Transaction Talk

    Disclaimer:

    The material on this site may be considered advertising under the rules of the Supreme Judicial Court of Massachusetts. This site is solely for informational purposes and provides general information only. Nothing on this site should be construed as legal advice or consultation, either generally or in a particular case. Neither the receipt nor the distribution of materials constitutes the formation of an attorney-client relationship.

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    29 mins
  • Buying and Selling Commercial Real Estate Trends
    Apr 10 2025

    On this episode of Transaction Talk, hosts Jennifer Fox and Eric Sigman sit down with Dave Killen, a commercial real estate broker at LandVest, a firm specializing in customized commercial real estate solutions. Dave shares his expertise on everything from complex property valuations to identifying the right buyers for unique properties. Tune in to learn about the challenges of valuing businesses alongside real estate, the implications of a business not paying rent, and why business owners should engage a broker sooner rather than later. Dave also breaks down the nuances of 1031 exchanges, the importance of due diligence in real estate and business deals, and how LandVest’s sophisticated marketing network helps connect sellers with the right buyers, even when the ideal buyer isn’t obvious. Don’t miss this insightful conversation packed with expert advice on navigating the complexities of commercial real estate!

    Key Points From This Episode:

    • The different types of valuations that Dave does for commercial real estate.
    • How to determine the value of a business when it owns the property.
    • Interesting properties that Dave has worked on with LandVest.
    • The difference between real estate and commercial real estate brokers.
    • How Dave finds buyers for unique properties and developments.
    • The typical timeframe for commercial property valuation and sales.
    • When business owners should contact a commercial real estate broker.
    • How to do a 1031 exchange (and how to know if it’s right for you).
    • Conducting due diligence for business and commercial real estate transactions.

    Tip of the Day: Price your property realistically. In today’s market, deals that are priced appropriately will move, while overpriced listings are likely to stall. The period of aspirational pricing is behind us, so sellers should focus on setting a fair market value from the start!

    Links Mentioned in Today’s Episode:

    Dave Killen

    Dave Killen on LinkedIn

    Call Dave Killen on 508-451-0020

    LandVest
    Jennifer Fox on LinkedIn

    Eric Sigman on LinkedIn

    Transaction Talk

    Disclaimer:

    The material on this site may be considered advertising under the rules of the Supreme Judicial Court of Massachusetts. This site is solely for informational purposes and provides general information only. Nothing on this site should be construed as legal advice or consultation either generally or in a particular case. Neither the receipt nor the distribution of materials constitutes the formation of an attorney-client relationship.

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    25 mins

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