On this episode of Embracing Erosion, Devon sits down with Suyog Deshpande, the Co-Founder and CEO of Webless. Before starting this company, Suyog spent years at some of the most respected names in enterprise tech - Amplitude, Salesforce, and Samsara - helping shape products and go-to-market strategies at scale as a product marketing leader.

In their conversation, they explored what an LLM-native web might actually look like in practice—how companies should think about becoming “LLM-ready,” what metrics will matter in a world beyond pageviews and clicks, and how safety and trust need to be built into agent-driven experiences. Suyog also shared lessons from his time in “big tech” that inform how he’s approaching this transformation, and we talked about the roadblocks and signals that will determine whether this shift takes hold. Enjoy the conversation!

On this episode of Embracing Erosion, Devon sits down with Rebecca Shaddix. Rebecca is a seasoned product marketing leader with experience at companies like Garner Health, 15Five, and GoGuardian.

They discuss reclaiming time, leading through scale, and how funding models shape go-to-market. Rebecca also shared lessons from high-trust industries, nonprofit leadership, and what to do when you feel off-track - despite doing everything “right". Enjoy the conversation!

On this episode of Embracing Erosion, Devon sits down with marketing executive and AI advisor, Liza Adams. Liza has held senior marketing leadership roles at major companies like Smartsheet, Juniper Networks, and Pure Storage, and now helps organizations accelerate growth through applied AI strategies at GrowthPath Partners.

They discuss all things AI including, what marketing leaders are missing today, the future of the org chart, what tomorrows roles might look like, tactical tips on how to elevate your role using AI., and much more. Enjoy the conversation!

On this episode of Embracing Erosion, Devon sits down with Erica Yamamoto, Head of Marketing at Outschool.

They discuss the challenges of building and marketing two-sided marketplaces, constructing teams through scale and uncertainty, and how her team is starting to use generative AI. Erica also reflects on the shifting landscape of education, how families are rethinking traditional schooling, why that makes Outschool’s mission more relevant than ever, and much more. Enjoy the conversation!

On this episode of Embracing Erosion, Devon sits down with Jeff Hardison, CRO of CaseMark and former VP of Product Marketing at Calendly.

They discuss the complexities behind operating a hybrid go-to-market motion, the positioning and messaging LinkedIn industrial complex, the nuances of product marketing and leadership in startups vs enterprise organizations, and they even touch on GTM engineering. Enjoy the conversation!

On this episode of Embracing Erosion, Devon sits down with Rahim Kaba, the VP Analyst at Gartner, focused on the product marketing discipline.

Together, they dive deep into the current high priority areas for product marketing organizations, common mistakes that are being made, how the function differs from early stage to enterprise, the emergence of Centers of Excellence, and the future outlook of the discipline. Enjoy the conversation!

On this episode of Embracing Erosion, Devon sits down with Karen Budell, CMO of Totango, an enterprise leader in customer success software. Karen was also named one of Pavilion’s “50 CMOs to Watch.”

Together, they dive deep into two critical topics: how to build a brand that scales, and what it really takes to integrate companies during mergers or acquisitions—culturally, operationally, and strategically. The episode wraps with sharp advice for product marketing leaders aspiring to move into the CMO seat. Enjoy the conversation!

On this episode of Embracing Erosion, Devon chats with Jason Smith, the visionary CEO and Co-Founder of Klue. They discuss building bootstrapped businesses vs VC-backed, the risks associated with starting a company, why hiring is a make-it-or-break-it, the downside of corporate decision-making processes, the pros and cons of building in Canada vs the U.S., how often the company vision should evolve, and implementing a community-led growth model, and much more. Enjoy!

On this episode of Embracing Erosion, Devon sits down with Julia Szatar, the Head of Marketing at Tavus, a fast-growing generative AI company redefining what’s possible with personalized video at scale.

They discuss Julia’s experience with Loom during their hyper-growth period post-COVID, what lessons she has taken away from that experience, how she balances priorities and planning in her role at Tavus (whose core products are large language models), advice for product marketing leaders looking to make the jump to CMO, and much more. Enjoy the conversation!

On this episode of Embracing Erosion, Devon was joined once again by Ryan Sorley. Ryan is the VP of Win-Loss and Co-founder at Klue, having sold his research firm, DoubleCheck Research to Klue a few years back. With a career rooted in research and strategy, Ryan has worked with hundreds of B2B tech companies to help them understand why they win and lose deals. He’s held roles at leading firms like Forrester and Gartner and recently authored Blindspots: The Ultimate Guide to Building a Better Win-Loss Program, a practical playbook for companies looking to turn buyer feedback into competitive advantage.

They go deep on all things win-loss, and we get Ryan’s tactical advice on how to set up a win-loss program and how to make it more impactful with the right soft skills. Enjoy!