#239: Measurement | In this Exit Five live session, Dave sits down with Pranav Piyush, Co-Founder & CEO of Paramark (ex-PayPal, Dropbox, Adobe, BILL), to talk about the future of B2B marketing measurement.

Spoiler alert: it’s not clicks.

They break down why the old way of doing attribution doesn’t cut it anymore and why leading B2B teams are shifting toward incrementality, experimentation, and marketing mix modeling.

Dave and Pranav also cover:

• The gaps in the old way of doing attribution
• What the best B2B marketing teams are doing now for attribution
• The key questions CMOs face from boards and execs about measurement
• Three things you can do this quarter to improve your measurement

Timestamps

• (00:00) - – Intro to Pranav

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#238: Brand | In this episode, Dave sits down with Dmitry Shamis, former Head of Brand at HubSpot and now founder of Oh Snap, to talk about what brand really means in B2B and why so many teams are stuck doing busy work instead of meaningful marketing. After leading a team of 150+ creatives and scaling HubSpot’s brand across multiple products, Dmitry shares lessons on building brands that actually stand out.

Dave and Dmitry cover:

• How to stand out in a crowded market
• How to develop and refine your point of view
• Why marketers get lost in busy work and how to stop it
• What to look for when hiring great designers
• The role of AI in B2B marketing today (and what it won’t replace)

Timestamps

• (00:00) - – Intro to Dmitry

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#237: Strategy | Udi Ledergor (former CMO, now Chief Evangelist at Gong) helped turn Gong into one of B2B’s most iconic brands—and now he’s sharing how they scaled it to a multi-billion dollar valuation. In this episode, Dave sits down with Udi to unpack lessons from building Gong’s category, brand, and marketing engine (and why B2B marketing needs way more courage). 

You’ll learn:

• Lessons from building Gong from 0 to $100M in revenue
• How to make B2B marketing not boring
• How to measure and justify brand investments in marketing
• Why you need to be more courageous with your marketing

Udi also shares stories from his new book Courageous Marketing, featuring specific plays and strategies any B2B marketer can steal.

Timestamps

• (00:00) - – Intro to Udi

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#236: Product Marketing | Product marketers are no strangers to change. Whether it’s navigating new responsibilities, proving impact to leadership, or balancing short-term wins with long-term strategy, the role is constantly evolving - and in 2025, that evolution is only accelerating.

This Exit Five Live session is built to help you stay ahead. Dave sits down with Natalie Marcotullio (Head of Growth & Product Marketing at Navattic), Jason Oakley (Founder of Productive PMM), and Eric Holland (Senior PMM at Betterworks and Co-Founder of DemoDash) for a tactical discussion on how to sharpen your skills, adapt to a shifting landscape, and deliver measurable impact.

They cover:

• What a successful product marketing function looks like in B2B
• Tools, frameworks, and metrics that actually matter
• How to align with sales and customer success
• Trends to watch in 2025 and beyond

Timestamps

• (00:00) - – Intro to Natalie, Jason, and Eric

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#235: Strategy |In this episode, Matt sits down with Aditya Vempaty, VP of Marketing at MoEngage, to talk about a topic every marketing leader has wrestled with: reporting on the right metrics. Aditya has led marketing at companies like Nutanix, Amplitude, and Synthego - and he’s learned how to build dashboards and reporting frameworks that actually communicate marketing’s impact across leadership, sales, and finance.

Matt and Aditya cover:

• Why marketing metrics should translate performance into a common language the business understands
• The four buckets of metrics every B2B team should track
• How often you should be reporting on metrics
• The exact 7 metrics Aditya uses to report up, down, and across the org

Timestamps

• (00:00) - – Intro to Aditya

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#234: Messaging | In this episode, Dave sits down with Emma Stratton, founder of Punchy, to break down what great B2B messaging actually looks like - and how to get it right. Emma has worked with hundreds of B2B tech companies to sharpen their positioning, eliminate vague copy, and train marketing teams to write with clarity and impact. They cover what makes messaging actually resonate and how to spot and fix abstract or weak copy. They also dive into Emma’s process for creating message-market fit, doing customer research, and working with execs and cross-functional teams.

And BONUS: they spend the last 20 minutes talking about personal development, productivity, journaling, and managing your mental energy to be a better marketer (and human).

Dave and Emma also cover:

• How to go from vague to punchy by writing with specificity and buyer empathy
• Why most B2B messaging falls flat and how to avoid the “sea of sameness”
• How to use customer interviews, sales calls, and concrete language to create strong messaging
• Why writing, meditation, and personal rituals are so important for creative energy

Timestamps

• (00:00) - – Intro to Emma

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#233: Inside Exit Five | In this episode, Matt Carnevale (Head of Community at Exit Five) joins the team at Circle to break down how we’ve doubled Exit Five community membership and boosted engagement—all by treating Exit Five like a product. He shares our playbook: audience growth, engagement systems, how we use member feedback to shape what we build, and why “curate, don’t create” has been key to scaling. If you’re running (or joining) a B2B community, this is how you make it work.

Matt covers:

• Why we think of community like a product, not just a channel
• How Exit Five grew community membership over 100% in under a year
• The systems we use to drive 40% monthly active user engagement
• The power of “tripwires,” onboarding, and member matchmaking
• How feedback loops shape what we build

Timestamps

• (00:00) - – Intro to Matt

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#232: Sales | Dave sits down with Jen Allen-Knuth, founder of DemandJen. Jen shares her insights from her 15+ years in B2B Sales, from managing a quota to building great working relationships with marketing.

Jen and Dave cover:

• Co-creating content with Marketing and Sales that drives better customer engagement and grows your pipeline
• How Jen successfully built her audience using video on LinkedIn and leveraged it to start DemandJen
• How companies should focus on genuine diversity efforts rather than superficial inclusivity

Timestamps

• (00:00) - – Intro to Jen

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#230: Messaging | In this episode, Matt sits down with Talia Wolf, founder and CEO of GetUplift, to unpack what’s really wrong with most B2B websites – and how to fix it. After reviewing 100+ member-submitted sites from the Exit Five community, Talia shares what she sees over and over again: messaging that’s too focused on the product, poor design flow, and a lack of real customer understanding.

Matt and Talia cover:

• Why most B2B sites focus too much on features and not enough on buyer emotion
• How to use emotional targeting and customer research to write copy that converts
• The biggest design mistakes B2B marketers are making (and how to fix them)
• How to get stakeholder buy-in for website changes
• Why great websites start with strong product marketing

Timestamps

• (00:00) - – Intro to Talia

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!). 

#229: Marketing Leadership | In this episode, Dave sits down with Megan Lueders (CMO at Sonatype), Ido Mart (CMO at Manychat), and Kimberly Storin (CMO at Zayo) for a live CMO panel discussion at Exit Five’s Austin marketing meetup. These marketing leaders share what’s working what’s not in B2B marketing today and how the role of the CMO is evolving.

Dave, Megan, Ido, and Kimberly cover:

• What every new CMO needs to know about leading a marketing org
• How to align with CEOs, CFOs, and key stakeholders to drive business impact
• The biggest marketing shifts happening right now (and what’s no longer working)
• How to prove marketing’s impact in the era of efficiency

Timestamps

• (00:00) - – Introduction to the CMO panel

Send guest pitches and ideas to [email protected]
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today’s episode is brought to you by Walnut.

Why are we spending all this time on marketing… just to push buyers to a “Request a Demo” button? Even if they’re interested, no one wants to click that. No one wants to “talk to sales.” They just want to try the product for themselves!

Good news: now they can - with Walnut.

Walnut is the interactive demo platform for marketers who are done hiding their product and want to put it front and center.

You can build guided, self-serve demos in minutes. No engineers. No developers. No waiting. Embed them on your site. Drop them in emails. Let buyers explore your product on their terms - at any stage of the funnel.

And the best part? You get the data. See what features prospects are engaging with, where they drop off, and what’s actually driving pipeline.

500+ companies use Walnut - including Adobe and NetApp. Their teams save 400+ hours a year building demos… and have prevented over 1.5 million minutes of bad ones.

So if you want to drive more leads, shorten sales cycles, and actually show your product, go check out Walnut.io (and tell their team you heard about it on the Exit Five podcast!).