The Official SaaStr Podcast: SaaS | Founders | Investors

Ryan Anderson, Co-founder and CEO of Filevine, shares insights from his successful journey transitioning his legal tech firm into an AI-native powerhouse. With a focus on strategic changes, he emphasizes the need to dismantle outdated systems to prioritize AI capabilities. Anderson discusses transforming content into actionable context for AI agents and restructuring architecture to facilitate ongoing machine learning improvements. He also advises on hiring AI-savvy talent, implementing usage metrics, and adopting a pricing strategy that leverages blended margins to stay competitive.

Philip Lacor, the CRO of Personio, shares insights from his leadership in transforming the company into an AI-powered powerhouse. He discusses the critical interplay of top-down and bottom-up strategies for AI adoption, emphasizing real-world applications like win/loss analysis and an expansion SDR assistant that drastically reduced research time while doubling pipeline. Philip also tackles building an AI culture, the complexities of ROI, and how to get teams excited about AI, all while cautioning against endless tool testing.

As software spending skyrockets towards 2026, adapting to AI is essential for B2B success. Jason Lemkin reveals how venture capital is concentrated in a handful of deals, leaving many startups struggling. He discusses why simply adding AI features won't guarantee budget access, highlighting three types of AI products that truly unlock value. With a new demand super cycle and the need for leaner operations, Lemkin urges founders to reaccelerate growth and seize their share of the burgeoning market.

Maggie Hott, a go-to-market leader at OpenAI with a robust background at Slack and Webflow, shares her insights on sales strategy and company culture. She discusses OpenAI's revolutionary no-commission sales model, explaining how it fosters innovation and aligns teams. Maggie also opens up about her personal journey with cancer, emphasizing leadership lessons learned along the way. Additionally, she highlights the importance of hiring humble candidates, the role of AI in healthcare, and strategies for effectively leading early-stage startups.

Join Jason Lemkin as he dives into the evolving landscape of sales in the AI era. Discover why inbound strategies aren't dead but need rethinking in light of AI's impact. Hear about the rise of AI sales development representatives and how they can now succeed with improved models. Learn why product mastery is critical for selling AI solutions and how solving the top three buyer problems leads to successful outbound strategies. Gain insights into the shrinking competitive moats and the rapid developments in AI that could reshape sales forever.

Amelia Lerutte, SaaStr's Chief AI Officer, discusses the revolutionary use of AI in sales and go-to-market strategies. She details how AI SDRs can be trained using human successes, leading to impressive outcomes like increased email response rates. Amelia shares insights on segmenting campaigns and using various formats—chat, voice, and video—to engage customers effectively. The conversation highlights the importance of human oversight and vendor support, emphasizing that a hybrid approach enhances AI effectiveness in sales.

Discover how AI is revolutionizing marketing and go-to-market strategies! The hosts delve into the integration of specialized AI agents in content creation and personalized marketing. They explore tools like Reeve for stunning visuals and Gamma for rapid presentation building. Learn about the convergence of sales and marketing tools, and how tailored AI can enhance outreach. The discussion also covers automating processes while emphasizing the importance of human oversight. Tune in for insights on using AI to elevate customer experiences!

Amelia Lerutte, the Chief AI Officer at SaaStr, shares her journey of integrating AI agents across marketing, sales, and support. She reveals the impressive growth from one agent to twenty and the importance of human oversight despite automation. Topics include cloning successful practices, overcoming adoption pitfalls, and leveraging AI for personalized outreach at scale. Amelia also discusses significant metrics from their AI tools and emphasizes the need for budgeting wisely for AI initiatives, highlighting both the challenges and the revenue impact of their strategies.

Explore the exciting new suite of SaaStr AI tools designed for startups. Discover how the AI Mentor answers startup questions and the robust AI VC tools that aid in fundraising. Learn about the innovative startup valuation calculator and pitch deck analyzer that provide personalized feedback. Delve into the VC matchmaking system that connects founders with relevant investors. Experience the power of these tools firsthand and see how they can elevate your startup journey!

Join SaaStr CEO Jason Lemkin, Chief AI Officer Amelia Lerutte, and Qualified's CEO Kraig Swensrud as they dive into the AI landscape in B2B. Jason shares insights on choosing the right AI vendors and the urgency for startups to adopt AI swiftly. Amelia reveals her creation of 'Delphi,' a Jason clone, and discusses scaling from general to specialized agents. They explore the productivity gains from AI, initial use cases like lead qualification, and the need for hands-on training. The conversation offers tangible advice for teams looking to thrive in this AI-driven world.