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The Keys to Getting to $500M ARR In Just 7 Years with Attentive’s CEO

SaaStr

Their patented TwAP technology that lets customers opt-in with a single click, automatically opening their messages app with a pre-composed text. The learning: When you solve a genuinely hard problem, you get three moats for free: Technical advantage through innovation Legal protection through patents Thought leadership in the space 2.

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Cloud is Eating all of Technology and Software… Is it Sustainable?

SaaStr

Privacy debt = new technical debt ??Cloud By 2030, it is predicted to take over all technology and software. YES- zoom out, think of not only cloud and its current market size, but at the tech industry as a whole. The tech industry is our addressable market. This is mostly due to “finding your second app.”

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Startup Metrics

TechEmpower SaaS

Proving your Business Model Works - Build, Define, and Review But how do you prove your numbers? Next, define what you need from a metrics and reporting standpoint. Finally, review the numbers with your partners. Conclusion Startup metrics are an invaluable tool for founders and innovators.

Metrics 390
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Where AI Really Matters in Vertical SaaS With CEOs of Owner, Alloy Automation, and DoNotPay

SaaStr

This change is driven by advances in AI technology and changing customer expectations. The panelists emphasized that vertical software is particularly well-suited for AI implementation due to its contained workflows and specific use cases.

AI 222
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4 Things Most Founders Get Wrong About Marketing with Dave Kellogg

SaaStr

“Marketing is fluffy and unmeasurable” – Unlike sales, which has clear metrics like quota attainment, founders often believe marketing can’t be measured. Instead, focus on two key metrics: Pipeline coverage – Do we have a chance to hit our numbers? Actual sales – Did we hit our targets?

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Jason Lemkin + Kyle Notion CRO Owner: “Why Revenue Leaders Must Run Toward Bad News” (Video + Podcast)

SaaStr

Appeal to every board member Recognize that non-founder board members often focus on surface-level metrics like logos and visually appealing pipeline presentations, while operators on boards tend to be more interested in concrete commit numbers and confidence in the sales funnel. Communities like Pavilion can help fill these gaps.

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How Windsurf / Codeium Built a Billion-Dollar AI Company and a Winning Sales Machine

SaaStr

Technical customers report that tasks that previously took weeks are now completed in hours. Beyond their code assistant, they’ve developed Windsurf AI, an agentic IDE allowing non-technical users to build applications – accelerating productivity even further. We should have doubled down on this approach from day one.”