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After analyzing conversations with industry titans like Jack Altman, Rob Litterst, Aaron Levie, Pat Grady, and other pioneering leaders, a clear pattern emerges: the transition from SaaS to agents represents the biggest opportunity for established platforms since the cloud migration.
Here's your strategic playbook for navigating this shift.
Rob Litterst from PricingSaaS (formerly HubSpot) frames it perfectly: "The seat model is still so well suited for the human part of the interaction of agents". He also believes seats are no longer value levers.
Action item for leaders: Creating a hybrid model where human creativity meets agent productivity is the key here.
The winning formula is a hybrid pricing model, with base platform access fees + outcome or action-based agent pricing.
Think of it as your "value ladder":
Confluence's new "automation run rules" metric shows how traditional SaaS companies can take baby steps toward outcome-based pricing without shocking their customer base.
Aaron Levie's insight from Box is crucial: "AI agents give you a reset moment... there's probably two to three times more categories now than there was in the SaaS world, because AI agents much more approximate what a person does".
He also says you'll find 10x more opportunities than just replacing a cost center:
For SaaS leaders, this means your existing platform isn't a liability but rather your launching pad. You have:
As Salesforce's AgentForce and Intercom's outcome-based pricing experiments show, incumbents who move boldly can leverage these advantages to own the agent transformation in their categories.
Amos Bar-Joseph's has a different take on ARR/employee: "The North Star for an autonomous business is ARR per employee". Meaning, not just a metric but rather a complete change in how the company should be set up.
Jack Altman observes companies hitting $10M ARR with 5 people instead of 50-100 in his investments.
One great example of that, from Paid’s customers, is Jim Cutillo from Alpha7x who demonstrates this with their outcome-based pricing model: "We're aligned right out of the gate. We don't charge seat pricing... we're truly making money only if we're saving them".
Action item for leaders: Start tracking and optimizing ARR per employee now. Set targets that assume 10x productivity gains. Build compensation models that reward efficiency over headcount growth.
Shawn Harris from Coworked, one of our first podcast guests articulates the challenge perfectly: "When you are building something like this, the value that you are creating is far greater than the value that you're currently capturing from your SaaS solution. And so if you're charging eight bucks a month per seat or 15 or 20 or 25. Literally, the value that an agentic solution is creating could be 10 to 100X those values". He goes on to explain the dilemma: "And so do you do that and then go back to those same customers go, Hey, instead of it being 15 bucks, it's now 1500 or it's whatever 150, even if you wanted to kind of bring it a little bit closer per month per seat and see what they say to you".
But look at Microsoft's successful transition from licensed software to SaaS.
Painful but necessary.
Bryce Maddock from TaskUs (a BPO with over 60,000 employees) is actively using AI agents to disrupt their own BPO business: "We're trying to live the innovator's dilemma, disrupting ourselves and going out and discovering new revenue streams by actually cannibalizing our old revenue streams".
Action item for leaders:
Wade Foster from Zapier emphasizes obsessive customer focus and speed: "How much do you obsess about your customers and how quickly do you work to serve them? You better hope you're near the top of the list on that dimension".
Pat Grady from Sequoia notes that the "uncomfortable truth is the greatest moat by far is the founders". Their speed of execution and willingness to iterate. For established SaaS companies, this means:
Adam Schoenfeld's approach at Keyplay shows the path: Platform access (traditional pricing) + credit-based agent work. This allows you to:
Rob Litterst again advocates for hybrid models: "A base fee for capabilities and then a consumption variable fee". This gives customers predictability while allowing unlimited upside as agent usage grows.
Jaspar Carmichael-Jack's success with Artisan shows how fast the ground is shifting.
But established platforms have unique offensive plays:
1. Distribution Power: Your existing customer base is your agent testing ground. As Nick Mehta from Gainsight notes, you're moving from "selling tools to selling outcomes" – and your customers already trust you.
2. Category Expansion: Use agents to enter adjacent categories. Your CRM can become sales coaching, your marketing platform can become content creation, your support tool can become customer success.
3. Enterprise Readiness: Sahil Mansuri reminds us that "if you've sold to the Fortune 500, you know you need a shitload of salespeople." Your enterprise relationships and procurement processes are massive advantages that agent-native startups will take years to build.
Month 1: Foundation
Month 2-3: Acceleration
Month 3-4: Expansion
Month 5-6: Transformation
The agent revolution isn't about choosing sides between SaaS and AI.
It's about leveraging your platform advantages to deliver unprecedented value. As Aaron Levie puts it, we're in the "2008 moment" of this disruption, the patterns are clear, the architecture is emerging, and the winners will be those who move fast while leveraging their existing strengths.
Your platform, your data, your customer relationships - these aren't relics of the SaaS era. They're the foundation of your agent strategy. The companies that win won't be those with the best AI, but those who best combine human creativity, platform leverage, and agent automation to deliver outcomes that matter.
The revolution is here. Your platform advantage is real. The only question is: how fast will you move?
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