{"id":126,"date":"2026-03-31T15:54:40","date_gmt":"2026-03-31T15:54:40","guid":{"rendered":"https:\/\/www.herringbonedigital.com\/blog\/?p=126"},"modified":"2026-03-31T15:54:40","modified_gmt":"2026-03-31T15:54:40","slug":"post-20-of-24-why-timing-the-market-matters-less-than-you-think","status":"publish","type":"post","link":"https:\/\/www.herringbonedigital.com\/blog\/2026\/03\/31\/post-20-of-24-why-timing-the-market-matters-less-than-you-think\/","title":{"rendered":"Post #20 of 24 \u2013 Why Timing the Market Matters Less Than You Think"},"content":{"rendered":"\n<p>One of the most common questions I get from agency founders is:<br>\u201cWhen\u2019s the best time to sell?\u201d<br><br>They\u2019re trying to time the market \u2014 like investors watching stock charts.<br><br>And it\u2019s an understandable instinct. You want to sell when valuations are high, demand is strong, and buyers are eager.<br><br>But here\u2019s the reality: timing the market is almost impossible. And for most agency owners, it matters far less than you think.<br><br>1\ufe0f\u20e3 You can\u2019t control the market \u2014 but you can control your readiness.<br>Markets move in cycles. Interest rates rise and fall. Buyer sentiment shifts.<br>But what consistently drives strong outcomes isn\u2019t the external timing \u2014 it\u2019s how well-prepared the agency is when opportunity knocks.<br><br>If your financials are clean, retention is strong, growth is steady, and your business runs without you \u2014 buyers will show up. In any market.<br><br>The best time to sell is when your agency looks its best \u2014 not when the headlines say \u201cM&amp;A is hot.\u201d<br><br>2\ufe0f\u20e3 Buyers buy performance, not timing.<br>I\u2019ve seen agencies close fantastic deals in \u201cslow\u201d markets and struggle in \u201chot\u201d ones. Why?<br><br>Because buyers are always looking for quality:<br>&#8211; Predictable revenue<br>&#8211; Solid margins<br>&#8211; Low churn<br>&#8211; Clear differentiation<br><br>If you can show that kind of consistency, you\u2019ll attract interest whether rates are 4% or 8%.<br><br>3\ufe0f\u20e3 \u201cWaiting for perfect timing\u201d can backfire.<br>I\u2019ve talked to founders who said, \u201cLet\u2019s wait one more year \u2014 we\u2019ll grow another 20%, and the market will be better.\u201d<br><br>Sometimes that works. But often, that extra year brings turnover, client loss, or burnout.<br><br>Life happens. The \u201cperfect\u201d timing they waited for never arrives.<br><br>Meanwhile, the founder who sold a year earlier \u2014 with cleaner books and more energy \u2014 walks away with less stress and sometimes more money.<br><br>So stop worrying about timing the market.<br><br>Focus on timing your agency. When you\u2019ve built something stable, scalable,<br>and story-worthy \u2014 that\u2019s when the market will find you.<\/p>\n\n\n\n<p><strong><em><a href=\"https:\/\/www.herringbonedigital.com\/contact.html\">Contact us\u00a0<\/a>if you\u2019re and agency owner and have considered selling or joining something bigger.<\/em><\/strong><\/p>\n","protected":false},"excerpt":{"rendered":"<p>One of the most common questions I get from agency founders is:\u201cWhen\u2019s the best time to sell?\u201d They\u2019re trying to time the market \u2014 like investors watching stock charts. And it\u2019s an understandable instinct. You want to sell when valuations are high, demand is strong, and buyers are eager. 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