{"id":14311,"date":"2026-11-03T08:00:34","date_gmt":"2026-11-03T08:00:34","guid":{"rendered":"https:\/\/emoneyadvisor.com\/blog\/?post_type=thought_leadership&#038;p=14311"},"modified":"2026-10-28T17:00:46","modified_gmt":"2026-10-28T17:00:46","slug":"getting-clients-beyond-ready-with-the-personal-side-of-exit-planning","status":"publish","type":"thought_leadership","link":"https:\/\/emoneyadvisor.com\/blog\/getting-clients-beyond-ready-with-the-personal-side-of-exit-planning\/","title":{"rendered":"Getting Clients Beyond Ready With the Personal Side of Exit Planning"},"content":{"rendered":"<div data-type=\"story-body\" data-placeholder=\"Start writing your story...\" data-pm-slice=\"2 2 [&quot;storyContainer&quot;,{&quot;storyId&quot;:&quot;437490&quot;,&quot;contentRecords&quot;:{&quot;story_id&quot;:437490,&quot;document_id&quot;:&quot;story-437490&quot;,&quot;content_nodes&quot;:{&quot;headline&quot;:{&quot;content_id&quot;:331022,&quot;format&quot;:&quot;headline&quot;,&quot;field_template_id&quot;:null},&quot;body&quot;:{&quot;content_id&quot;:331023,&quot;format&quot;:&quot;rich&quot;,&quot;field_template_id&quot;:null},&quot;custom_field_6672&quot;:{&quot;content_id&quot;:331024,&quot;format&quot;:&quot;field&quot;,&quot;field_template_id&quot;:6672},&quot;custom_field_6671&quot;:{&quot;content_id&quot;:331025,&quot;format&quot;:&quot;field&quot;,&quot;field_template_id&quot;:6671},&quot;custom_field_7663&quot;:{&quot;content_id&quot;:331026,&quot;format&quot;:&quot;field&quot;,&quot;field_template_id&quot;:7663}},&quot;available_fields&quot;:[{&quot;field_template_id&quot;:7663,&quot;name&quot;:&quot;Meta Description (appears in Resource page search results)&quot;,&quot;character_limit&quot;:150,&quot;content_type&quot;:&quot;rich&quot;,&quot;default_content&quot;:&quot;&quot;},{&quot;field_template_id&quot;:6671,&quot;name&quot;:&quot;Heart of Advice Blog Social Post #1&quot;,&quot;character_limit&quot;:null,&quot;content_type&quot;:&quot;rich&quot;,&quot;default_content&quot;:&quot;&quot;},{&quot;field_template_id&quot;:6672,&quot;name&quot;:&quot;Heart of Advice Blog Social Post #2&quot;,&quot;character_limit&quot;:null,&quot;content_type&quot;:&quot;rich&quot;,&quot;default_content&quot;:&quot;&quot;}]}}]\">\n<p>In my experience, owners may often think about selling their business but spend far less time preparing to sell it and thinking about what life will look like afterward.<\/p>\n<p>In the <a href=\"https:\/\/emoneyadvisor.com\/blog\/building-client-readiness-for-exit-planning-and-ownership-transitions\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>first part<\/u><\/a> of this discussion, we looked at exit planning as a readiness issue. That is where the conversation must start because simple unpreparedness is still one of the most common issues in exit planning. According to one study, only 32 percent of owners have a documented exit plan.<sup>1<\/sup><\/p>\n<p>However, when preparing, most owners jump to the deal&#8217;s big question: &#8220;<em>Will my business sell and how much?<\/em>&#8221;<\/p>\n<h2><strong>A Successful Exit Requires More Than a Successful Sale<\/strong><\/h2>\n<p>A successful transition involves more than preparing for a business sale or securing the highest offer. Owners also need to consider whether they&#8217;re financially prepared for the transition and personally <a href=\"https:\/\/emoneyadvisor.com\/blog\/financial-planning-for-the-retirement-transition\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>ready for the life<\/u><\/a> that follows.<\/p>\n<p>This is the leg of the &#8220;three-legged exit planning stool&#8221; that most often determines whether an exit feels successful after the papers are signed. The three legs of the stool are interdependent, but they do not carry the same weight in every conversation. <strong>Business readiness<\/strong> and <strong>financial readiness<\/strong> are generally easier to measure. <strong>Personal readiness<\/strong> is harder to see, which may be exactly why it deserves more attention.<\/p>\n<h3><strong>Start the Personal Readiness Conversation Early<\/strong><\/h3>\n<p>Business owners are used to solving problems quickly. But personal readiness usually takes more time because it asks a different kind of question: not just \u201c<em>Can I exit?<\/em>\u201d but \u201c<em>Am I ready for what comes next?<\/em>\u201d<\/p>\n<p>The earlier that conversation begins with yourself and with those close to you, the less pressure there is to answer it during the transaction window. Starting early gives owners <a href=\"https:\/\/emoneyadvisor.com\/blog\/4-tips-for-advisors-to-start-uncovering-client-values\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>time to clarify<\/u><\/a> their financial needs, personal goals, family expectations, and the role their business plays in their identity.<\/p>\n<h3><strong>Talk With Clients About the Personal Side of Exit Planning Early<\/strong><\/h3>\n<p>In my experience, when business owners think about exit planning, the focus naturally gravitates toward the transaction itself and these related questions:<\/p>\n<ul>\n<li><em>What is my company worth?<\/em><\/li>\n<li><em>Who is the buyer and what is their plan for the business?<\/em><\/li>\n<li><em>What will the deal structure look like and what are my options?<\/em><\/li>\n<li><em>How much will I receive and what are the tax consequences?<\/em><\/li>\n<\/ul>\n<p>Those questions matter, as we discussed in our <a title=\"last article\" href=\"https:\/\/emoneyadvisor.com\/blog\/building-client-readiness-for-exit-planning-and-ownership-transitions\/\" target=\"_blank\" rel=\"noopener noreferrer\">last article<\/a>, but in my experience, the most successful exits happen when owners spend just as much time planning for life after the transition as they do prepare for the transaction itself. The irony is that the transaction may only last a few months and <a href=\"https:\/\/emoneyadvisor.com\/blog\/8-retirement-planning-questions-to-ask-your-clients\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>the life that follows<\/u><\/a> could last decades.<\/p>\n<p>To focus on life after the exit, a planner can start by asking:<\/p>\n<ul>\n<li><em>What would make a transition feel successful to you?<\/em><\/li>\n<li><em>What would you miss about the business? How will your identity change?<\/em><\/li>\n<li><em>What would you want more time for?<\/em><\/li>\n<li><em>How would your day-to-day life change, and how will you fill all the time?<\/em><\/li>\n<li><em>How would things change with your spouse or your family, and what would they need to understand?<\/em><\/li>\n<li><em>Are there roles, relationships, or responsibilities you are not ready to give up?<\/em><\/li>\n<\/ul>\n<p>These conversations can begin well before an owner is ready to sell, giving them time to explore possibilities without feeling pressured to make an immediate decision.<\/p>\n<h2><strong>Identify What the Business Needs to Accomplish to Increase Enterprise Value<\/strong><\/h2>\n<p>Just as importantly, this work can put owners in a <a href=\"https:\/\/emoneyadvisor.com\/blog\/what-financial-planners-and-expert-negotiators-have-in-common\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>stronger position during negotiations<\/u><\/a> because they understand exactly what they need the business to accomplish to grow enterprise value. Without that clarity, it is easy for the conversation to become anchored to the highest number, the cleanest deal, or the outcome that feels most validating with it being unattainable.<\/p>\n<p>The right deal is one that aligns with the owner&#8217;s financial needs, family priorities, and vision for the next chapter. When owners know what they need from the business before they enter the market, they can evaluate offers with more discipline. They are less likely to react emotionally, overestimate what a sale can solve, or accept terms that do not actually support the life they are trying to build.<\/p>\n<p><strong>Rule of thumb:<\/strong> Before an owner evaluates an offer, they need to know what they are asking the business to fund, protect, or make possible.<\/p>\n<h2><strong>Retirement Doesn&#8217;t Identify Purpose, But Reflection Can<\/strong><\/h2>\n<p>One of the most common challenges I see has little to do with money. It is identity. Business owners often spend decades building a business that becomes part of who they are. It provides challenge, responsibility, relationships, structure, and purpose. Then the business is sold, and the question becomes practical very quickly: what fills that space now?<\/p>\n<p>Selling a business also does not necessarily mean retirement for the exiting business owner. It may, instead, mean the next chapter, which could include another business venture, board work, or philanthropic endeavors.<\/p>\n<p>This is where professionals can add value without trying to be psychologists. Their role is to <a href=\"https:\/\/emoneyadvisor.com\/resources\/webinars\/the-art-of-asking-questions\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>ask questions that encourage reflection<\/u><\/a> before the client gets stuck going in circles. If the conversation stays at the surface level, such as travel, golf, hobbies, or time with family, it may miss the deeper issue: what will provide meaning and structure in the next chapter?<\/p>\n<p><strong>Rule of thumb: <\/strong>A good starting point is simple: &#8220;<em>Why are you exiting?&#8221;<\/em> The answer often reveals far more than the financial projections ever will.<\/p>\n<h2><strong>Why a Business Exit Can Also Be a Family Decision<\/strong><\/h2>\n<p>Many business owners make the mistake of treating exit planning as an individual decision. In practice, I have seen over and over that it is usually a family decision. A partner or other family member may not fully understand what the business is worth, how much of the household\u2019s wealth is tied up in it, or how a future transition could affect the overall financial picture, but they likely know who you are as a person. Those gaps in communication matter because they create blind spots or complications. That is why <a title=\"family communication\" href=\"https:\/\/emoneyadvisor.com\/blog\/help-preserve-your-clients-legacy-by-optimizing-the-family-meeting\/\" target=\"_blank\" rel=\"noopener noreferrer\">family communication<\/a> has to become part of the planning process early.<\/p>\n<p>Families need to understand what the transition means financially, and as importantly, what life may look like afterward, how roles and routines may change, and what goals they are working toward together.<\/p>\n<p>There could be legitimate concern when an owner moves from working 50 or 60 hours a week to being home every day with their spouse and family. Those dynamics change, which is not necessarily a problem, but it is something worth discussing before the transaction takes place.<\/p>\n<p><strong>Rule of thumb:<\/strong> A simple conversation starter for clients to use in talking to their families is: <em>\u201cIf the business changed hands tomorrow, what would each of us need to understand, prepare for, or talk through before that happened?\u201d<\/em><\/p>\n<h2><strong>When Family Members Work in the Business<\/strong><\/h2>\n<p>The U.S. Small Business Administration reports that 26.1 percent of all U.S. firms were family-owned businesses in 2026.<sup>2<\/sup> This is not a niche issue. When family members work in the business, the exit <a href=\"https:\/\/emoneyadvisor.com\/blog\/financial-planning-and-wellness-for-the-whole-family\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>conversation becomes even more important<\/u><\/a> because the transition is no longer only about ownership, valuation, or timing. It is also about roles, readiness, expectations, and family fairness.<\/p>\n<p>I have seen owners assume the next generation is ready simply because they are already involved in the company. But readiness should never be assumed. Leadership development, executive coaching, and family business advisors can all help future leaders prepare for the responsibilities they may inherit.<\/p>\n<p>The practical takeaway is to get fairness into the conversation before it becomes emotional. There is no universal answer for whether outcomes should be equal, equitable, or structured in another way. But if one child is expected to take over the business, the owner and family should talk through the implications directly.<\/p>\n<p>Here are some questions that may need to come to the surface in a family-owned business exit:<\/p>\n<ul>\n<li><em>If one person takes over the business, what does that mean for everyone else?<\/em><\/li>\n<li><em>What feels fair to the family, and what feels workable for the business?<\/em><\/li>\n<li><em>Are we trying to divide assets equally, create equitable outcomes, or preserve the business first?<\/em><\/li>\n<li><em>What expectations need to be made explicit before a transition plan is finalized?<\/em><\/li>\n<\/ul>\n<p>Our role is not to solve all of this in one conversation. It is also to surface potential complexities early so the family can identify what needs to be discussed and resolved.<\/p>\n<h2><strong>Exit Planning and Estate Planning Belong Together<\/strong><\/h2>\n<p>One of the biggest mistakes owners make is viewing exit planning and <a href=\"https:\/\/emoneyadvisor.com\/resources\/guides\/how-estate-planning-strengthens-financial-planning-relationships\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>estate planning<\/u><\/a> as separate conversations. Both address what happens to the business, who it will support, and how ownership will transfer. Some owners plan to sell; others want to continue working for as long as they enjoy it. Either way, planning should connect business continuity, family needs, charitable goals, and potential tax consequences before a transition becomes urgent.<\/p>\n<p>Planning considerations to bring into the exit conversation:<\/p>\n<ul>\n<li><strong>Estate documents and ownership arrangements:<\/strong> Align wills, trusts, and business ownership with the owner&#8217;s wishes for the business and family.<\/li>\n<li><strong>Succession and business continuity:<\/strong> Identify who can lead or operate the business after a planned exit, incapacity, or unexpected death.<\/li>\n<li><strong>Buy-sell agreements and funding:<\/strong> Clarify how an ownership interest would be valued, transferred, and paid for.<\/li>\n<li><strong>Estate tax exposure and liquidity:<\/strong> Evaluate potential federal and state estate taxes based on the owner&#8217;s overall estate, not just the business&#8217;s value. When much of that wealth is tied up in the business, planning for how taxes will be paid can help reduce pressure on heirs to sell business assets.<\/li>\n<li><strong>Sale and transfer tax planning:<\/strong> Coordinate the timing and structure of a transaction with the owner&#8217;s broader financial plan and tax advisors.<\/li>\n<li><strong>Charitable giving:<\/strong> Explore whether gifts of business interests or other assets fit the owner&#8217;s philanthropic goals. An appropriately structured charitable remainder trust can provide an income stream and may allow a partial charitable deduction, subject to applicable rules and limits. Asset eligibility, valuation, and transaction timing require careful review with legal and tax advisors.<\/li>\n<li><strong>Family wealth transfers:<\/strong> Consider lifetime gifts, trusts, and how to provide for family members who will not inherit an interest in the business.<\/li>\n<\/ul>\n<p>The question remains personal: <em>what do you want to happen to this asset you have spent a lifetime building?<\/em> The answer should guide a coordinated plan with the owner&#8217;s financial, legal, and tax advisors, and one that supports the next chapter without leaving the family or the business unprepared.<\/p>\n<h2><strong>Technology Helps Connect Moving Pieces<\/strong><\/h2>\n<p>Technology can make a meaningful difference because it helps professionals connect the issues that often get discussed separately. The same planning process that models sale, proceeds, and lifestyle needs can also bring estate planning questions, succession scenarios, family wealth transfer goals, and business-continuity decisions into view. Life does not work in a straight line, so the conversation should not depend on a single projection.<\/p>\n<p>Modeling various what-if scenarios, such as a delayed sale, lower proceeds, changing spending needs, or a different ownership transition gives owners and families a way to <a href=\"https:\/\/emoneyadvisor.com\/blog\/using-financial-data-visualization-to-motivate-and-deepen-relationships\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>visually explore<\/u><\/a> how one decision or change in circumstances could affect another.<\/p>\n<p>If an owner is weighing whether to sell, stay involved, transfer ownership to family, gift assets, adjust spending, or preserve the business for the next generation, a <a href=\"https:\/\/emoneyadvisor.com\/resources\/webinars\/impact-of-data-visualization\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>visual planning experience<\/u><\/a> can turn abstract choices into something clients can react to and discuss. But technology needs to be paired with a planner who brings subject matter expertise and understands the client&#8217;s priorities. The planner&#8217;s role is to interpret the results, explain the assumptions and trade-offs, and translate what the scenarios could mean for the owner&#8217;s life and family. That combination helps clients use the projections as a basis for informed decisions, not as a prediction of how life will unfold.<\/p>\n<h2><strong>The Best Exits Are Intentional<\/strong><\/h2>\n<p>When I think about the most successful business transitions I have seen, one characteristic stands out: the owners were prepared and ready. They approached the process comprehensively, communicated openly to their circle of trust, and spent real time evaluating all three legs of the stool: business readiness, financial readiness, and personal readiness. And as anyone who has ever sat on a wobbly stool knows, one weak leg can change the whole experience.<\/p>\n<p>To learn more about setting your clients up for a successful transition, <a href=\"https:\/\/emoneyadvisor.com\/blog\/client-relationships-and-succession-planning\/\" target=\"_blank\" rel=\"noopener noreferrer\"><u>Client Relationships and Succession Planning.<\/u><\/a><\/p>\n<p><sup>1 <\/sup><em>Exit Planning Institute\u2019s 2023 National State of Owner Readiness Report<\/em>, Exit Planning Institute, 2023<\/p>\n<p><sup>2 <\/sup><em>Frequently Asked Questions, <\/em>The Office of Advocacy and Small Business Data, 2026<\/p>\n<p>DISCLAIMER: The eMoney Advisor Blog is meant as an educational and informative resource for financial professionals and individuals alike. It is not meant to be, and should not be taken as financial, legal, tax or other professional advice. Those seeking professional advice may do so by consulting with a professional advisor. eMoney Advisor will not be liable for any actions you may take based on the content of this blog.<\/p>\n<p>The views and opinions expressed by this blog post guest are solely those of the guest and do not necessarily reflect the opinions of eMoney Advisor, LLC. eMoney Advisor is not responsible for the content, views or opinions presented by our guest, nor may eMoney Advisor be held liable for any actions taken by you based on the content, views or opinions of the guest.<\/p>\n<p>WSFS Bank. Member FDIC. Wilmington Savings Fund Society, FSB d\/b\/a Bryn Mawr Trust. Bryn Mawr Trust is a division of WSFS Bank. Products and services are provided through WSFS Financial Corporation\u2019s subsidiaries and their affiliates. Trust and investment advisory services are offered through Bryn Mawr Trust. Bryn Mawr Trust is not a registered investment advisor. Investment advisory services are also offered through Bryn Mawr Trust Advisors, LLC (\u201cBMTA\u201d), an SEC registered investment advisor and a subsidiary of WSFS Financial Corporation. BMTA\u2019s registration as an investment advisor does not imply a certain level of skill or training. Bryn Mawr Trust does not provide legal, tax or accounting advice but those services may be provided by affiliates or subsidiaries of Bryn Mawr Trust. Please consult your legal, tax or accounting advisors to determine how this information may apply to your own situation.<\/p>\n<p>Bryn Mawr Trust does not provide legal, tax or accounting advice but those services may be provided by affiliates or subsidiaries of Bryn Mawr Trust. Please consult your legal, tax or accounting advisors to determine how this information may apply to your own situation.\u00a0 This communication is for informational purposes only and should not be construed as legal, tax or financial advice or a recommendation of any specific product, service, security or sector. Information has been collected from sources believed to be reliable but has not been verified for accuracy.<\/p>\n<p>INVESTMENTS: NOT A DEPOSIT. NOT FDIC \u2013 INSURED. NOT INSURED BY ANY FEDERAL GOVERNMENT AGENCY. NOT GUARANTEED BY THE BANK. MAY GO DOWN IN VALUE. MEMBER FDIC.<\/p>\n<\/div>\n","protected":false},"author":331,"featured_media":14316,"template":"","tags":[],"thought_leadership_cat":[95,92,94],"class_list":["post-14311","thought_leadership","type-thought_leadership","status-publish","has-post-thumbnail","hentry","thought_leadership_cat-advisor-perspectives","thought_leadership_cat-client-experience","thought_leadership_cat-financial-planning"],"acf":{"left_sidebar_ads":false,"right_sidebar_ads":false},"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v28.8 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Getting Clients Beyond Ready With the Personal Side of Exit Planning - eMoney Advisor<\/title>\n<meta name=\"description\" content=\"Help business-owner clients plan beyond the deal by exploring personal readiness and purpose through effective exit planning conversations.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/emoneyadvisor.com\/blog\/getting-clients-beyond-ready-with-the-personal-side-of-exit-planning\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Getting Clients Beyond Ready With the Personal Side of Exit Planning - 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