#300 Drive | This episode is from Drive 2025, our 2-day in-person event for B2B marketers in Burlington, VT. It features Diane Wiredu, Founder of Lion Words and expert in B2B messaging and positioning. She shared a killer talk on “What Your Messaging Is Missing,” breaking down why most B2B copy sounds the same and how to close the meaning gap by focusing on clarity, balance, and buyer context.

Head over to exitfive.com/drive to join the waitlist for Drive 2026 and be the first to know when tickets go on sale.

Timestamps

• (00:00) - – Intro from Dave
• (02:52) - – What “message-market fit” actually means
• (05:22) - – Why most B2B messaging misses
• (09:27) - – The “meaning gap” and why it happens
• (14:12) - – Balancing clarity, emotion, and differentiation
• (19:37) - – How to simplify complex products
• (26:33) - – Examples of messaging that actually resonates
• (32:03) - – How to pressure-test your messaging
• (38:18) - – Aligning teams around a clear message
• (44:03) - – Turning insights into copy that converts
• (49:13) - – Q&A: internal buy-in, testing, next steps

Join 50,000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today’s episode is brought to you by Paramark.

It’s November. 2026 planning is already here. And the stuff you’re doing right now will decide how next year plays out.

But here’s the problem: most teams are still planning next year's marketing strategy based on the WRONG DATA because of broken attribution and a misleading gut feel. And you can’t make smart budget calls if you’re just guessing what’s working, what’s not, and where to put your next dollar.

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In this 45-minute strategy session, they’ll help you measure the real impact of every marketing dollar, pull insights from your current media mix, and design a 2026 roadmap that’s rooted in data, not gut.

This is a heck of an offer. And it’s real. And will go fast. So if you want to future-proof your marketing strategy for 2026, don’t miss out on this offer.

Grab your spot at paramark.com/brand-consult.

***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

• They give you unlimited podcast editing and strategy for your B2B podcast.
• Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
• Visit hatch.fm to learn more

#299 Drive | This episode is from Drive 2025, our 2 day in-person event for B2B marketers in Burlington, VT. Our first speaker was Sangram Vajre, Co-founder and CEO of GTM Partners and expert in GTM strategy. He shared a great session on building a repeatable GTM Operating System for sustainable growth, offering insight from 100 companies on what separates teams that scale from those that stall.

Head over to exitfive.com/drive to join the waitlist for Drive 2026 and be the first to know when tickets go on sale.

Timestamps

• (00:00) - – Intro from Dave
• (02:08) - – Sangram’s background + setup
• (04:08) - – What GTM really means
• (11:03) - – The 3 stages of GTM maturity
• (11:28) - – Why NRR is the key metric
• (20:08) - – The “boring marketing” advantage
• (26:43) - – How to say no and prioritize
• (28:43) - – Why GTM alignment beats tactics
• (32:43) - – Building your GTM Operating System
• (35:03) - – Q&A: GTM alignment, discovery, growth

Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever.

That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

• Frustrated by clunky email builders? You need Knak.
• Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
• Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.

***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

• They give you unlimited podcast editing and strategy for your B2B podcast.
• Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
• Visit hatch.fm to learn more

#298 Q&A | OK I asked my team for some questions; a bit of a mailbag type of episode. So I sat down solo for this one and answered 15 questions from the Exit Five team about work, life, marketing, and everything in between. We got into everything from my daily routine and how I think about LinkedIn, to the best career advice I’ve ever gotten, what I’m reading, and a few personal stories I’ve never shared before.

Watch this episode on YouTube on my channel: https://www.youtube.com/watch?v=EyagkJf6xHw&t=508s

Timestamps

• (00:00) - – Intro
• (02:08) - – What’s your LinkedIn content creation process?
• (04:53) - – How often do you check Slack and email?
• (05:53) - – What are you reading or listening to right now?
• (09:23) - – What does a perfect day look like for you?
• (11:23) - – Tell your life story in four minutes.
• (12:08) - – If you could gain any quality or ability, what would it be?
• (16:08) - – What’s your most embarrassing work moment?
• (18:43) - – What’s your favorite all-time book and why?
• (19:43) - – What’s the best career advice you’ve ever received?
• (22:03) - – What motivates you when you’re feeling unmotivated?
• (23:08) - – If you could transform into any animal, what would you choose?
• (23:43) - – What are your biggest pet peeves?
• (25:33) - – Which team member would you swap lives with for a day?
• (26:43) - – What’s your go-to karaoke song?
• (27:18) - – If you weren’t running Exit Five, what job would you have?
• (28:58) - – Wrap-up & closing

Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever.

That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

• Frustrated by clunky email builders? You need Knak.
• Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
• Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.

***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

• They give you unlimited podcast editing and strategy for your B2B podcast.
• Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
• Visit hatch.fm to learn more