Read on: My website

Read time: 2 Minutes

Ever notice that when a prospect says, “Not now,” or “I’m not ready yet” most people vanish like they were never there?

I used to make the same mistake: check in every few months, drop a newsletter, and hope something sticks. Problem is, hope isn’t a strategy, especially when the right moment could be six, 12, 18 months away.

The best business is built between the lines, when you stay present, deliver real insight, and become the person your future customer actually wants to hear from.

When you show up consistently and bring real value, even when there’s no contract on the horizon, you stop being just another vendor. You become the trusted advisor, the source people turn to when their “compelling event” finally arrives.

It’s not about pushing deals; it’s about building relationships that outlast the sales cycle.

Was this newsletter forwarded to you?

What drives new opportunities? Compelling events don't announce themselves with a calendar invite.

Budget opens up. Leadership changes. Competitors screw up. Pain points hit critical mass. And when those triggers finally fire, your prospect doesn't call the best solution, they call the person they remember most.

If you want to be top of mind for every “not yet” on your list, here are five proven ways to matter before the deal’s on the table. No noise, no fluff. Just moves that build trust, educate, and set you up to win the minute the compelling event hits.

Let’s dance.

How to Stay Top of Mind

It’s easy to forget about the prospects who said “not now.” The ones who just met you, downloaded your whitepaper, or connected on LinkedIn but aren’t opening their wallets today. Most sales/business development people either drop these leads into a giant newsletter list and hope for the best, or worse, move on and miss the future opportunity.

Play for the long game. Make the investment in the people that you are connecting with.

The real win comes from building strength in these connections before the buy. Because when the timing, budget, and urgency finally align, it’s not the “best product” that gets called, it’s the most memorable relationship.

Have a Reality Check

Well, Whitney we are a government contractor and know the customer has a budget! We can see it!

Ok…test yourself. Here’s a simple checklist:

  • Are the decision-makers in your phone and you regularly take with them?

    • How many people within the organization do you know (and that know you)?

  • How well do you know them? What do they do outside of work? (i.e., go to church, play golf, travel, friends, etc.)?

  • Do they call you? Is it a one-way relationship or two-way relationship?

  • Who is the competition?

  • When was the last time you spoke with them?

  • Do you have a champion that can advocate on your behalf?

Even if you do know your customer, it is also critical to continue to keep your customer engage and informed on what solutions you provide so you can be consistently “sticky” in informing of your expertise. Never assume they know everything that you are doing.

5 Ways to Keep Your Leads Engaged (Before They’re Ready)

1. Curate and Personalize Relevant Content

Don’t hit “blast” on a generic newsletter. Segment your list and send insights that actually matter to your contacts, case studies, industry shifts, or new regulations that affect their world. Use personalized subject lines and micro-segments (by role, market, challenge) to stay relevant.

Personalized email campaigns deliver 6x higher transaction rates than non-personalized ones.

2. Set Up Google Alerts and Social Listening

Go beyond “likes” know what’s happening in your future customers’ industries.

Set Google Alerts for their company, market trends, and key competitors. When news breaks relevant to their business, share a quick message: “Saw this, thought you might find it interesting.” It’s proof you’re plugged in.

52% of business decision-makers appreciate sellers who keep them updated with industry news.

FYI…I can’t stress how easy this is to setup up Google Alert, tie it to your Slack or Teams, and be able to easy track updates.

3. Start “Edu-Touch” Conversations

Host short webinars, invite prospects to roundtables, or send mini-guides on topics that bridge their current situation to the solutions you offer. Make education the focus, not a sales pitch. Position yourself as the go-to source for learning and insight, not just another vendor.

72% of buyers engage with educational content from companies before making a purchasing decision.

Here is a bonus:

  • Educational content is not just what your company can do to successfully complete a project. It is also you subject matter expertise to understand the matter at hand, offer solutions, being efficient with your time, and know how to educate.

  • Don’t just promote what your company does on LinkedIn, share your knowledge as well. Don’t hide behind your company’s achievements, show that you have knowledge your niche. Speak about it in public.

4. Make Strategic Introductions

People remember who opens doors. Introduce your prospects to other valuable connections, relevant experts, or potential collaborators. Help them solve problems even when it’s unrelated to your product. You’ll be viewed as a connector and trusted problem-solver.

Give, give, give (and continue to give), before you get.

5. Send Timely, Actionable Insights

Watch for events: regulation changes, new funding rounds, key hires, or competitive moves. Quickly package relevant analysis or advice, send a note so your prospect knows you’re on their side when it matters. Short, insightful updates stand out far more than salesy follow-ups.

The Long Game Always Wins

When you educate, connect, and show up with real value, you're not just building a prospect list. You're building an ongoing, consistent reputation.

By the time these prospects are ready to buy, you're not competing on price or features. You're competing as the obvious choice, the person who was there when it mattered, who taught them something valuable, who made their job easier.

That's a game you can win every time.

Your Next Move

Pick three prospects who said "not now" in the past six months. Set up Google Alerts for each of their companies. Send them one valuable insight this week, no pitch, no ask, just something that helps them do their job better.

Do this consistently for six months, and watch what happens when their "compelling event" finally arrives.

The best time to plant a tree was 20 years ago. The second best time is now.

Start nurturing today. Your future self will thank you.

What the Internet Taught Me This Week

From new tools, recent trends, and market updates, here is what has been on my mind.

  1. At DEFCON, Infrastructure Defense Officials Have a Warning for the Tech World. Check it out here

  2. RIP to the OG. AOL dial-up internet is ending September 30. Check it out here.

  3. Inside the US Government's Unpublished Report on AI Safety. Check it out here.

Every lead is different, every opportunity can have it’s own timeline to it, every compelling event might be different. The real game is how you show up for them now, before urgency hits and before budgets open.

When you invest in education, relevance, and genuine connection, you don’t just stay on their radar, you become the obvious choice when the moment arrives. Because by then, the relationship you built is worth more than any feature list or discount.

Don’t let your “not now” leads disappear into the noise. Show up consistently, add real value, and keep the conversation alive.

Because the biggest wins come to those who play the long game—and win it before most even know it’s started.

See you next week.

Whenever You’re Ready, Here are 4 Ways I Can Help You:

  1. Unlocking Hidden Potential - Reconnecting with Past Clients for Explosive Growth - Check out my free eBook on how you can find hidden gems in your past clients and help you crush your sales goals.

  2. Build your Sales CRM - Download our free Sales eBook on How Your Sales Team Can Maximize Your CRM Tool. Whether it’s Hubspot, Salesforce, or another CRM tool, make sure you leverage it to your advantage.

  3. Awesome Sales Resources - Transform your sales engagement and capabilities across Social Selling, CRM, Lead Generation, Enablement, and more.

  4. Cribworks Advisor Program - Want more than just resources? Reach out to me and see if our Advisor Program can help you grow your business.

Keep Reading

No posts found