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Dear SaaStr: How Much Should a SaaS Company Invest in Professional Services?

SaaStr

Dear SaaStr: How Much Should a SaaS Company Invest in Professional Services? A rough yardstick is that most enterprise-focused SaaS companies tend to get about 8%-10% of their revenues from professional services. Salesforce similarly on the enterprise side has built a huge ecosystem to do the services work for them.

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Dear SaaStr: Why Do Enterprise Customers Insist on Pilots?

SaaStr

Dear SaaStr: Why Do Enterprise Customers Insist on Pilots? Because so many enterprise customers won’t buy from new start-ups without a pilot. This reduces the perceived risk of adopting a new solution, especially if theyre replacing an existing system or investing significant resources. Risk reduction is key.

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The Surprising Enterprise AI Giants: Oracle and SAP (Really!)

SaaStr

✨ Lemkin (@jasonlk) July 1, 2025 While everyone’s watching the flashy AI startups and hyperscalers duke it out, two enterprise software giants are quietly crushing it in the Age of AI. Yes, your grandfather’s enterprise software company is crushing it in the age of AI. SAP restructured 10,000 positions to fund AI investments.

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

SaaStr

Julie Iskow, CEO of $600m+ public SaaS leader Workiva joined Norwest Venture Partners Sean Jacobson at SaaStr Annual for a deep dive on going More Enterprise. Just look at the numbers: Enterprise customers bring 95%+ best-in-class retention vs. 85% in mid-market. Waiting too long to start their enterprise planning.

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AI and the Bottom Line with Canva’s CCO: How They Built a $7B Enterprise Motion on 16 Billion AI Interactions

SaaStr

How Canva’s CCO Built a $7B Enterprise Motion While Preserving PLG Culture Rob Giglio, Canva’s Chief Customer Officer, shares the playbook for scaling from 170M to 230M monthly active users while building enterprise sales without compromising company culture. Top 5 Takeaways 1.

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A16Z: The Median Enterprise AI Startup now Hits $2.1M ARR by Month 12

SaaStr

Andreesen Horowitz recently pulled some great data from the deals its invested in and looked at. What “Working” Means in the Era of AI Apps: The New Enterprise Benchmarks That Matter One of the most common refrains in the generative AI era is that “startups are growing faster than ever” — often with fewer resources.

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Clouded Judgement 1.24.25 - The Year of Enterprise AI

Clouded Judgement

Subscribe now The Year of “Enterprise AI” One of the biggest challenges facing AI systems in enterprises today is the “last mile” problem: how do you make AI both reliable and accurate for specific enterprise use cases? This is what I’m calling “Enterprise AI.”