Selling in the Paddock

← Selling in the Paddock5 Oct · 27 min

Ep 83 - Stop “Just Checking In”: How to Follow Up Without Sounding Desperate

Ep 83 - Stop “Just Checking In”: How to Follow Up Without Sounding Desperate5 Oct27 min

<p>Have you had a chance to look at the quote?</p><p>Three days later…</p><p><strong>Just checking in.</strong></p><p>What would happen if I removed “just checking in” from your sales vocabulary tomorrow?</p><p>In this solo episode of <strong>Selling in the Paddock™</strong>, we’re talking about follow-up — why it matters, why so many of us avoid it, and how to follow up with confidence without sounding desperate, pushy or annoying.</p><p>Because silence doesn’t always mean rejection.</p><p>Harvest happens. Weather happens. Budgets get delayed. Priorities change. Someone else needs to approve the spend.</p><p>But sometimes silence <em>does</em> mean there wasn’t enough value or urgency to progress the opportunity.</p><p>And your job in the follow-up isn’t to endlessly chase a yes.</p><p>A good follow-up should do one of two things: <strong>move the opportunity forward or give you enough information to qualify it out.</strong></p><p>In this episode, I unpack:</p><ul><li><p>Why “just checking in” gives your customer very little reason to respond</p></li><li><p>The psychology behind why salespeople avoid following up</p></li><li><p>Why fear of rejection leaves opportunities sitting in pipelines for months</p></li><li><p>How a follow-up problem can actually be a discovery problem</p></li><li><p>Why a clean <strong>no</strong> can be incredibly commercially useful</p></li><li><p>How to bring something valuable into the conversation instead of simply asking about your quote</p></li><li><p>Why clarity with the customer matters more than trying to maintain “power” over them</p></li><li><p>How communication preferences are changing across generations</p></li><li><p>Why you shouldn&#39;t follow up with a generation — you should follow up with a <strong>person</strong></p></li><li><p>The simple question you can ask customers to understand how they actually want you to communicate with them</p></li></ul><p>And perhaps the biggest lesson:</p><p><strong>The best follow-up strategy starts before you ever need to follow up.</strong></p><p>Great salespeople design the next conversation before the current conversation ends.</p><p>Instead of finishing a discovery meeting with:</p><p><em>“I’ll send something through.”</em></p><p>Try:</p><p><em>“I’ll have the proposal to you Thursday. Why don’t we book 20 minutes on Monday afternoon to talk it through?”</em></p><p>Now you&#39;re not chasing. You both know what happens next.</p><p>So here&#39;s the challenge from this episode:<