Remove compliance Remove Metrics Remove SaaS
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The Bar Has Gone Up: The New Era of HyperFunctional SaaS with Jason Lemkin

SaaStr

The era of hyper-functional SaaS is here, and it’s reshaping the landscape of SaaS companies. PST, SaaStr CEO and Founder Jason Lemkin lays out how SaaS companies are now faced with the challenge of delivering more comprehensive, automated, and efficient solutions than ever before. And we talked about security compliance.

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How Dialpad Hit $300M ARR by Building Their Own AI Stack: 5 Key Learnings

SaaStr

Dialpad’s Top Learnings Building Its Own AI Stack When it comes to AI implementation in SaaS, most companies are still figuring out whether to build or buy. Here are the key learnings every SaaS company should know. Your unique data will be your competitive advantage in the AI-first future.

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The Enterprise Journey: 8 Keys to Going Upmarket Successfully with Workiva’s CEO Julie Iskow

SaaStr

Moving upmarket isn’t just a nice-to-have for most SaaS companies – it’s often the difference between building a sustainable $100M+ ARR business and getting stuck in the mid-market quicksand. Start Planning for Enterprise Earlier Than You Think The biggest mistake SaaS companies make?

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Building and Scaling an AI Company in 2025: What Top VCs Really Want to See with Zetta, Glasswing and B Capital

SaaStr

Why Enterprises Are Hesitating Despite the FOMO driving interest, enterprises are gun-shy about major AI investments for several key reasons: Unknown risks around data and compliance Complexity of implementation High costs of data infrastructure Talent gaps in AI/ML What This Means for AI Founders The Infrastructure Trap 2023 was the year of demos.

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The Journey from Freemium to PLG to SLG: Key Learnings from Dropbox, Salesforce and Vimeo

SaaStr

The 5 Key Things You Need to Know About Modern Go-To-Market Adam Gross, former CEO of Vimeo and Heroku and and veteran of Salesforce and Dropbox joined SaaStr Annual for a deep dive on the evolution of SaaS go-to-market strategies. What he shared was pure gold for any SaaS founder trying to navigate the complex world of GTM motions.

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Clouded Judgement 1.24.25 - The Year of Enterprise AI

Clouded Judgement

For many current large language models, once they are exposed to domain-specific challenges or niche inquiries—like in-depth product troubleshooting or compliance-related questions—they can stumble. The promise of SaaS is that growth in the early years leads to profits in the mature years. Top 5 Median: 19.9x

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The Challenge with SMB SaaS: High Growth Can Only Mask High Churn For Just So Long

SaaStr

So in theory, SMB SaaS is better than enterprise, at least 9 times out of 10: Deals close much faster. Customers don’t expect as much in terms of security, compliance, etc. But beyond all the other Pros and Cons of SMB vs enterprise, there’s one looming issue with SMB SaaS: Churn. Endemic churn.

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