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Transaction Talk

Transaction Talk

Written 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
  • How Poor Confidentiality Can Destroy a Business Sale Before it Closes
    Jun 30 2026

    Most owners focus on valuation, buyers, and negotiation, but a confidentiality breach can really derail a deal before it ever reaches the closing table. During this episode, Transworld Boston Business Broker Greg Young makes his debut on Transaction Talk to explore why confidentiality is so important to business transactions. Join us as we unpack the harm that can happen to employee, buyer, seller, and supplier relationships when confidentiality is not protected, and how to work with your professionals to ensure this isn't the case for your business. We talk about the importance of a non-disclosure agreement (NDA), how to preserve buyer anonymity, and what can go wrong if you don't. The episode lands on the important note that controlling the flow of information and, therefore, controlling the narrative is essential for a successful sale. Thanks for joining us.

    Key Points From This Episode:

    • Key elements that make confidentiality essential to business transactions.
    • An example of what can go wrong.
    • How confidentiality impacts employees.
    • The impact of confidentiality on customers.
    • Common mistakes sellers make.
    • How to protect yourself in the early stages.
    • Protection of NDA for both buyers and sellers.
    • How to maintain buyer anonymity.
    • Controlling the flow of information during a sale.
    • Key points from today's episode: deal stability and progress.
    • The ultimate importance of confidentiality and protecting information.

    Tip of the Day: Keep control of the narrative and protect the flow of information. It's one of the most important ways to protect goodwill, maintain stability across your stakeholders, and safeguard the value of your business.

    Links Mentioned in Today's Episode:

    Greg Young
    Greg Young Email
    Greg Young Phone Number

    Greg Young on LinkedIn

    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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    20 mins
  • Understanding Reps, Warranties & Deal Risk
    Jun 12 2026

    A strong purchase price does not mean much if the agreement leaves one party exposed to unexpected liability after closing. In this episode of Transaction Talk, hosts Jennifer Fox and Eric Sigman break down representations, warranties, and indemnification provisions in mergers and acquisitions. Eric explains the difference between representations and warranties, what they cover, and the associated provisions. They discuss why these provisions remain important after a transaction closes, how buyers can seek compensation when a warranty is breached, and how escrow funds, seller notes, and survival periods provide financial protection. They also explore common claims involving inaccurate financials, how sellers can reduce their exposure, representations and warranties insurance, the different risks involved in asset and stock sales, and why due diligence cannot uncover every possible problem. Tune in to learn how buyers and sellers can negotiate a fair allocation of risk and protect themselves throughout the transaction process.

    Key Points From This Episode:

    • Discover what representations and warranties mean in an M&A agreement.
    • Learn why risk can continue after closing a deal and how to mitigate it.
    • Explore how escrow funds protect buyers and how survival periods can limit claims.
    • Understand how long buyers can bring claims after closing.
    • Hear about the most common causes of financial losses after closing.
    • Uncover why precise drafting matters for financial and asset-related claims.
    • Find out when representations and warranties insurance may be worthwhile.
    • Unpack how disclosure schedules protect sellers from known liabilities.
    • Compare how asset and stock sales differ in their exposure to liability.
    • Advice on how sellers can limit indemnification risk through caps and baskets.

    Tip of the Day: Buyers should protect their recourse, while sellers should limit their exposure.

    Links Mentioned in Today's Episode:

    Ruberto, Israel & Weiner
    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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    21 mins
  • Why Small Businesses Matter to Our Communities with Gregory Giacopelli
    May 27 2026

    Welcome back to Transaction Talk! Today, we are joined by VP and Business Banking Relationship Manager (RM) at Eastern Bank, Gregory Giacopelli, to discuss small businesses and their impact on communities. Tuning in, you'll hear all about why Gregory believes small businesses are important to communities from a banker's perspective, how Gregory defines a small business, and why banking relationships with small businesses matter so much. We delve into the biggest mistakes Gregory sees business owners make before discussing the role the bank plays in succession planning, growth, sales, and acquisitions of businesses, as well as how successful transactions benefit employees and the community as a whole. Our guest even shares some words of wisdom for any business owner looking to build sustainable value. Finally, we touch on how listeners can support small businesses during Small Business Month (May). Thanks for listening!

    Key Points From This Episode:

    • Welcoming today's guest, Gregory Giacopelli.
    • Why small businesses are so important to communities.
    • What a small business actually is, according to Gregory.
    • Why banking relationships are imperative for small businesses.
    • The biggest financial mistakes Gregory sees business owners make.
    • Gregory explains the role a bank plays in sales, acquisitions, growth, etc.
    • How successful ownership transactions help employees and the community.
    • Advice for business owners who want to build long-term value.
    • What makes Gregory optimistic about small businesses today.
    • How to support small businesses during Small Business Month.

    Tip of the Day: The relationship between a small business and their bank is crucial. Banks are a long-term partner in a small business's success. They are there to lend, advocate, connect, and invest in communities because when small businesses do well, the community as a whole does well too.

    Links Mentioned in Today's Episode:

    Gregory Giacopelli on LinkedIn

    Gregory Giacopelli Email: g.giacopelli@easternbank.com

    Gregory Giacopelli Cell: 617-866-9671

    Gregory Giacopelli Phone: 781-231-4897

    Eastern Bank
    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.

    The opinions expressed herein are those of the authors and do not necessarily reflect those of Eastern Bankshares, Inc., Eastern Bank, or any affiliated entities. Views and opinions expressed are current as of the date appearing on this material; all views and opinions herein are subject to change without notice. These views and opinions should not be construed as any specific recommendation. This material is for your private information, and we are not soliciting any action based on it. The information in this content has been obtained from sources believed to be reliable, but its accuracy is not guaranteed. There is neither representation nor warranty as to the accuracy of, nor liability for any decisions made based on such information.

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    20 mins
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