WHY SaaS Marketing Leaders DON'T LAST! ft Kevin Jaskolka | Hard Corps Marketing Show | Ep 394

WHY SaaS Marketing Leaders DON'T LAST! ft Kevin Jaskolka | Hard Corps Marketing Show | Ep 394

What’s the most important marketing metric your company uses to drive growth, and how does it align with your long-term goals?

In this new episode of The Hard Corps Marketing Show, I sat down with Kevin Jaskolka, Senior VP of Marketing at Checkmate and an accomplished marketing executive with years of experience scaling SaaS companies. Together, we explored the most effective SaaS marketing strategies for companies at every stage of growth, from early-stage startups to those preparing for an IPO.

Kevin discusses the critical milestones SaaS companies need to hit and the leadership needs that evolve as they scale. He shares insights on aligning marketing metrics like LTV (Lifetime Value) and CAC (Customer Acquisition Cost) with broader organizational goals, stressing why these metrics are far more valuable than vanity statistics. We also debunk the myth that marketing leadership tenures need to be short, and Kevin explains how to adapt your marketing strategy as the company grows.

The conversation covers several key trends, including the rise of AI in marketing, the ongoing evolution of account-based marketing (ABM), and how SaaS companies can leverage these innovations to stay competitive. Kevin also offers practical advice for marketers and business leaders, discussing how to shift from founder-led sales to a more robust marketing and sales structure. He emphasizes the importance of continuous learning through books, podcasts, and white papers to stay ahead in a fast-paced industry.

🎧 Tune in to hear about:

  • The milestones and leadership needs for SaaS companies at different growth stages
  • Why LTV and CAC are critical for long-term marketing success
  • How to adapt marketing leadership as your company scales
  • The growing role of AI in marketing and its future impact
  • The evolution of account-based marketing (ABM) and strategies to optimize it
  • The importance of continuous learning for staying ahead in SaaS marketing

Whether you're just starting your SaaS journey or preparing for IPO, this episode is packed with valuable insights to help you scale your marketing efforts, align your metrics, and stay competitive in the rapidly evolving SaaS landscape.


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Hard Corps Marketing is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/ 


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Creators and Guests

Casey Cheshire
Host
Casey Cheshire
CEO & Founder of Ringmaster Conversational Marketing. Casey Cheshire is a marketer, serial entrepreneur, and adventurer. He has been in EO for close to 10 years and counts his relationships as a key reason for his continued success. Casey’s passion for podcasting led to him founding Ringmaster Conversational Marketing. Ringmaster helps B2B businesses launch podcasts that drive growth and revenue. Previously, Casey founded and ran Cheshire Impact for 10 years. It became the top Salesforce Pardot marketing automation solutions partner in the world before a successful exit in 2021. He is also a US Marine Corps Veteran where he served in the Infantry and deployed to some very hot climates. In his free time, Casey likes to skydive, climb mountains, and pretend to be a hungry bear for his two kids.
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