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

Season #2

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

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.