How Many Times Should You Follow Up on a Proposal? (Without Being Annoying) episode artwork

EPISODE · Mar 19, 2026 · 18 MIN

How Many Times Should You Follow Up on a Proposal? (Without Being Annoying)

from Sippin' Matcha & Helping You Make More Sales · host Brooke Greening

How Many Times Should You Follow Up on a Proposal? (Without Being Annoying) You sent the proposal. You felt great about the call. And now… Crickets. If you’ve ever stared at your inbox wondering “How many times should I follow up before I become that annoying salesperson?” — this episode is for you. In this final installment of our proposal series, Brooke breaks down a clear, simple follow-up rhythm that helps you stay professional, confident, and visible… without sounding pushy or desperate. Because here’s the truth: You don’t have to be a jerk to be good at sales. And you don’t have to disappear after one follow-up either. In this episode, Brooke walks through exactly how often to follow up, what to say, and how to stay in someone’s line of vision until you get a real answer. And spoiler alert: don’t say no for them. If you’ve been feeling awkward about follow-up, this framework will help you approach it with clarity and confidence. ⸻ What You’ll Learn Why most proposal follow-up feels awkward (and how to fix it) The biggest mistake people make before they even send a proposal Why saying “just checking in” or “circling back” can hurt your follow-up How to ask clear yes-or-no questions that actually get responses A week-by-week follow-up framework you can start using immediately Why you should never say no for a potential client How consistent follow-up strengthens your long-term sales pipeline ⸻ Resources Mentioned Previouis Proposal Podcast Episodes Why Your Proposal’s Aren’t Working (And What to Fix First) https://buildingmomentum.info/why-your-proposals-arent-working/ Why You Get Ghosted After Sending a Proposal https://buildingmomentum.info/why-you-get-ghosted-after-sending-a-proposal/ Do You Really Need to Send a Proposal? https://buildingmomentum.info/do-you-really-need-to-send-a-proposal/ Sales Conversation Assessment https://buildingmomentum.info/assessment ⸻ Join the Conversation If this episode got you thinking about how you handle proposals and follow-up, I’d love to keep the conversation going. Subscribe and ask your question here: 👉 https://buildingmomentum.info/matcha That’s where you’ll get new episodes, tools, and practical ways to make sales feel a whole lot more human. ⸻ Connect with Brooke on LinkedIn If you enjoy these conversations about sales, messaging, and running a service-based business, come say hello on LinkedIn. 👉 https://linkedin.com/in/brooke-greening I share practical sales insights, real-life examples, and encouragement for service-based business owners who want to grow their revenue without becoming someone they’re not. Because sales doesn’t have to be sleazy. Here’s to valuing your customers — and making more sales.

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How Many Times Should You Follow Up on a Proposal? (Without Being Annoying)

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This episode is 18 minutes long.

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This episode was published on March 19, 2026.

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How Many Times Should You Follow Up on a Proposal? (Without Being Annoying) You sent the proposal. You felt great about the call. And now… Crickets. If you’ve ever stared at your inbox wondering “How many times should I follow up before I become...

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