SaaStr 785: The Playbook for Going Upmarket with Stripe's CBO, Jeanne Dewitt Grosser, and Checkr's COO, Lindsey Scrase

SaaStr 785: The Playbook for Going Upmarket with Stripe's CBO, Jeanne Dewitt Grosser, and Checkr's COO, Lindsey Scrase

Author: SaaStr February 12, 2025 Duration: 24:14

SaaStr 785: The Playbook for Going Upmarket with Stripe's CBO, Jeanne Dewitt Grosser, and Checkr's COO, Lindsey Scrase

Want to know when to move upmarket and how to actually pull it off? Jeanne Dewitt Grosser, Chief Business Officer at Stripe, and Lindsey Scrase, COO at Checkr, have done it multiple times at companies like Google Cloud, Stripe, and Checkr.

They came to SaaStr Annual to share what they've learned about making the move to go more enterprise actually work. They dive into their professional histories, strategies for startups when targeting and pivoting to enterprise markets, and the signals to watch for before making the leap. Learn from their experiences, including the importance of an aligned company push, the evolution of pricing, and tips for managing unit economics efficiently.

Don't miss their actionable advice on understanding unit economics and building a solid operating model to enhance your business success.

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SaaStr hosts the largest SaaS community events on the planet.

Hey everybody - thanks to the 10,000 of you who came out to SaaStr Annual. We had a blast and big news -- we'll be back in MAY of 2025. That's right, the SaaStr Annual will be a bit earlier next year, May 13-15 2025. We'll still be back in the same venue, in the SF bay area at the 40+ acre sprawling san mateo county events center. Grab your tickets at saastrannual.com with code JASON50 for an extra discount on our very best pricing.

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Tune into The Official SaaStr Podcast: SaaS | Founders | Investors for direct conversations with the people building and funding the software-as-a-service industry. This isn't about abstract theory; it's the practical, often hard-won wisdom from prominent founders and seasoned investors who have navigated the path themselves. Each episode digs into the specific mechanics of scaling a SaaS business, focusing on the critical journey from zero to one hundred million dollars in annual recurring revenue. You'll hear founders break down what actually worked when it came to hiring key talent, entering new markets, and managing the immense pressure of hyper-growth. From the investor side, the discussions reveal how top venture capitalists evaluate potential, what metrics truly matter beyond the pitch deck, and their perspectives on sustainable company culture. Hosted by SaaStr, this podcast serves as an ongoing masterclass for operators and entrepreneurs who prefer learning through candid stories and detailed strategies rather than generic advice. The dialogue is always grounded in the fierce realities of the competitive tech landscape, making every interview a source of actionable insights you can apply to your own challenges.
Author: Language: English Episodes: 100

The Official SaaStr Podcast: SaaS | Founders | Investors
Podcast Episodes
SaaStr 781: The RevOps Playbook: Owner.com CRO's Secrets to Scaling [not-audio_url] [/not-audio_url]

Duration: 40:23
SaaStr 781: The RevOps Playbook: Owner.com CRO's Secrets to Scaling Join Kyle Norton, CRO at Owner.com, as he dives into the fundamentals of operating a revenue team with excellence. In this 40-minute session, Kyle outli…