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January 15, 2026 Subscribe To Newsletter
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Hello and welcome to #215 of my newsletter. I’m Dave Gerhardt, founder of Exit Five and former CMO. I really write this newsletter (not AI) and my goal here is to share lessons and learnings about B2B marketing, insights from the Exit Five community, and to be a resource to help you grow your career and advance your skills in marketing. If you enjoy getting this newsletter, I’d love it if you told a friend about it. I also enjoy getting replies here because it is really me, so reply back after you read and say hello.

PS. this email was designed in Knak, which helps you create email and landing pages in minutes without having to write code. Learn more about Knak here.

WHAT WE'RE HEARING

Creating Urgency: Why Good Enough Is Your Biggest Enemy

Editor's Note: Dave here, fresh back from a trip to Stowe, VT site visiting for Drive 2026 and now editing this at 11:55 AM over my second coffee on Wednesday. This topic is a great one: urgency. People are interested in your thing, but they are not buying. Not now. But why not? And how can you create urgency? Today we’ll walk through a framework you can use directly, inspired by a great sales leader and trainer by the name of Jen Allen-Knuth aka DemandJen (follow her here btw).

Your messaging is clear. Your product is better. You've got the case studies to prove it. People are interested – but they aren’t buying.

Why not?

Because they don't think they have a problem. Their current way of doing things is "good enough." Even when it's costing them time, money, or sanity.

That is your enemy. GOOD ENOUGH.

Most marketers try to prove they're better. But "better" doesn't create urgency. Showing prospects what staying put is costing them does.

According to research from Gartner, 38% of in-flight opportunities are lost to buyer status quo. Not to competitors. Not to budget. To "we're fine for now."

That's the problem Jen helped us solve; and I think it’s extra important (if I can say that) because she is coming at it from the sales side of the house. Not in our marketing ivory tower.

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Jen Allen Knuth

Why "Better" Doesn't Win

 

Think about the last time you bought something for work. Did you immediately switch to the better option? Or did you stick with what you had because change felt risky, expensive, or just exhausting?

Your buyers are doing the same thing.

Jen used a simple example: a $100 packable raincoat versus a free umbrella.

The raincoat is objectively better. Hands-free. Fits in your bag. Won't flip inside out in the wind.

But the umbrella costs $0. And most people already own 2.1 of them.

So they stick with the umbrella. Even though they forget it 95% of the time and end up paying $40 for surge-priced Ubers when it rains.

That's your buyer (and probably you!). Rationally, your solution makes sense. Emotionally, they're not motivated to change.

So stop trying to prove you're better. Start showing them what staying put is costing them.

The "We-We" Problem (And How To Fix It)

 

^ how great is that headline? We can’t take credit for that one, it’s all Jen. You need to stop we-we-ing all of your prospects.

Here’s what it means - it’s not about pee you sicko.

Most cold emails look like this:

Example of a bad cold email

It's all about you. Your product. Your features. Your results.

But your prospect doesn't care about you. They care about themselves (!).

And more importantly, they care about what their peers are doing.

So instead of saying "we offer a better way," show them what the status quo is actually costing people like them.

Here's how Jen reframes the packable raincoat pitch:

Example of a reframed cold email

No features. No pitch. Just a problem the prospect didn't realize they had with real numbers.

That's how you beat status quo.

The Four Questions That Change Everything

 

Jen shared a framework to help you rewrite your messaging around the real problem:

  1. Who is most likely to have the problem your solution solves?
    Not just your ICP. The specific person inside that ICP who feels the pain every day. This is who your content should speak to.
  2. How do those people solve the problem today? Why is that approach "good enough"?
    This is your status quo. You need to understand it better than they do.
  3. What's the unintended negative consequence of solving it that way?
    This is the cost of inaction. The thing they're not tracking but should be. This becomes your hook.
  4. Who took a different approach?
    This is your customer proof. But don't make your company the hero. Make their peer the hero.

When you answer these four questions, you stop pitching a product and start prompting a problem.

ROI vs. Cost of Inaction

 

One is hypothetical. The other is happening right now.

ROI says: "By doing SOMETHING you MIGHT see this positive return."

But Cost of Inaction says: "By changing NOTHING, you ARE seeing this negative consequence."

Guess which one creates more urgency?

Most marketing teams obsess over ROI calculators and case studies. But buyers often don't move because of upside. They move because staying put hurts.

Your job is to make that pain as visible and real as possible.

Two $0 Exercises You Can Run This Week

 

Exercise 1: Closed-Lost Audit

Pull your closed-lost deals from the last quarter. Look at the reason codes.

How many say "no decision," "timing," "budget," or "went with competitor"?

That's status quo winning.

Now dig deeper with your sales team: What was the actual reason they didn't buy? Not the polite excuse. The real one.

Most of the time, it's because they didn't believe the cost of staying put was higher than the cost of switching.

This tells you exactly where your messaging is falling short.

Exercise 2: Cold Email Audit

Pull the last 10 cold emails your team sent.

Count how many times you say "we" versus "you."

If it's more than 2:1, you've got a we-we problem.

Then ask: Does this email help the prospect size their status quo problem? Or does it just pitch how great we are?

If it's the latter, rewrite it using Jen's four questions.

You don't need a bigger budget. You don't need more tools.

You just need to stop making your product the hero and start making the status quo the villain.

– Dave

P.S. Do you have any tips on driving urgency? How can marketers create urgency? Reply back and let me know.

📺 UPCOMING EVENTS

Open to all

  • January 21st: AEO for CMOs: Lessons Learned and Where Search Might Be Going In 2026 (exitfive.com/live)

Marketing Leadership Retreat

  • March 18-20: Mountain Shadows Resort, Paradise Valley, AZ (exitfive.com/retreat)

Exit Five Pro Members Only

  • January Challenge: What's a tool you can't live without?
  • January 21st: Women in B2B: Having Difficult Conversations
  • January 30th: Local Meetup: SLC, UT
  • February 18th: Claude Code 101: How B2B Marketers Can Build Marketing Apps

If you are an Exit Five member, click here to RSVP to these events.

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📚 LATEST CONTENT

Here's the latest from the Exit Five content library:

  • 🎧 How to Build a Community People Trust
  • 🎧 How B2B Marketers Are Actually Using AI at Work
  • 🎧 How to Master LinkedIn for B2B
  • 🎧 How to Write Great Marketing Copy
  • 📰 Don't sleep on internal marketing…
  • 📰 Thinking about a rebrand? Read this first
  • 📰 How to fix your positioning
  • 📰 Short term vs. long term marketing

NEW FROM EXIT FIVE

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Join us in Scottsdale, AZ (March 18–20) for an exclusive gathering of 100 B2B Marketing Executives. It’s two days out of the office at a beautiful resort, specifically designed to connect top B2B marketing executives IRL.

The speaker lineup includes:

  • Dave Kellogg (EIR, Balderton Capital) on becoming the CMO everyone wants to work with
  • Kim Storin (CMO, Zoom) on what’s working and what’s not in B2B marketing in 2026
  • Hillary Carpio (VP Growth, Snowflake) on building high‑performing teams
  • Emily Kramer (Founder, MKT1) on Ecosystem Marketing
  • Pranav Piyush (CEO, Paramark) on managing your CFO and board relationship
  • Katie Miserany (CCO, SurveyMonkey) on how you’re really using AI
  • Jane Serra (Head of Marketing, MemoryBlue) on personal branding

Between sessions, workshops, and breakouts, there’s also plenty of time to hit the golf course, pool, or gym. We’ve already sold 50% of the tickets. Get yours now!

This newsletter was designed in Knak. Check them out here.

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