Customer Success Meetup
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October 5, 2025

The Rebirth of Customer Success

The Rebirth of Customer Success
# 2025 CS Week

CS is rising. In the AI-native era, value is explicit, outcomes drive revenue, and Customer Success is at the center of the operating model.

John Gleeson
John Gleeson
The Rebirth of Customer Success
There’s a rebirth happening in Customer Success right now. The smartest leaders aren’t clinging to backward-facing playbooks—they’re going straight to the source. The playbook for the AI era is being written in real time, and the only way to see it is to be in the room with the people creating it.
This week in New York, more than 1,100 Customer Success leaders filled four stages for the city’s largest CS event ever—fifty-plus speakers, standing-room-only sessions, hackathons, and events across the city. A community alive with momentum, powered by the surge of AI reshaping the future of the craft.


1,000+ CS leaders. Leaned in. Leading forward.
We opened with a simple truth: software is being reimagined like never before. And when how we build, deliver, and experience software changes, everything changes—including Customer Success.
Customer Success came of age in the SaaS era—built on long onboarding cycles, standardized workflows, and inflexible multi-tenant experiences. That model worked in a world of predictable deployments, where success was measured in seats sold and contracts renewed. But in the AI-native era, it breaks down. The expectation now is value from day one. Intelligent support. Personalization for every user. What worked before has gone stale. The old playbooks are broken. A new era of Customer Success is beginning—right now.

Familiar to Uncharted

Today every CEO, across every industry, carries an AI mandate. The rules of evaluation, buying, and deployment are being rewritten in real time. Pressure is high. Urgency is everywhere.
And this is where Customer Success has stepped in first. In the leading AI companies, CS leaders are the ones educating organizations on how to harness AI. We are the partners guiding customers through uncharted waters. That consultative nature—the one this community has always championed—has never been more valuable.

“Customer Success isn’t becoming obsolete—it’s becoming more essential.”

Liz Starling, Head of Customer Success at Anthropic, underscored it: “Customer Success isn’t becoming obsolete—it’s becoming more essential.” Her team sees innovation cycles collapsing from years to weeks. Every CEO they work with wants AI to drive outcomes, but few know how. On the ground, CS is the guide.
At the macro level, PwC projects AI will contribute $15.7 trillion to the global economy by 2030—a tailwind for Customer Success like we’ve never seen before. Together, these forces make one thing clear: the shift from familiar to uncharted doesn’t diminish CS—it makes it indispensable.

Seats to Outcomes

For too long, value was thinly tied. You sold licenses. You counted seats. You hoped usage mapped to impact—and when it didn’t, you hid behind multi-year contracts.
That world is gone. In the AI-native era, value isn’t implied—it’s explicit. Clear. Companies only grow if customers are extracting it in measurable ways—and in many cases, it’s literally how you get paid. In a consumption and outcomes model, value is no longer a proxy. It’s the product. It’s not how many people log in—it’s what the software delivers for the business. Incentives have never been more aligned. Companies only win when their customers win.

Incentives have never been more aligned. Companies only win when their customers win.

Here’s what most people still miss: in this model, Customer Success is how revenue is generated. It’s not a forced upsell. It’s not a sales conversation disguised as an EBR. Value is tied directly to consumption—and consumption is tied directly to revenue. That’s why “forward deployed” has become such a hot subject with the sharpest founders. The earlier and deeper you help your customers, the faster you grow.
Planhat CEO Kaveh Rostampor put numbers behind it: 80% of leaders believe companies should sell outcomes, not products. Value has become the only real currency.
The shift from seats to outcomes puts Customer Success at the very center of revenue.

Steady to Accelerated

AI has collapsed timelines. Code ships faster. Tickets are answered instantly. Release cycles shrink. Bugs are fixed before they spread. Roadmap features move from backlog to production in weeks, not years. What was unimaginable 24 months ago is now the baseline.
AI hasn’t just raised expectations—it has redefined them. The standard of “good” has shifted higher, and the best in CS are already augmenting themselves with new AI capacity.

The standard of “good” has shifted higher, and the best in CS are already augmenting themselves with new AI capacity.

Amanda Kahlow, Founder and CEO of 1Mind, showed how this acceleration is already creating new possibilities. At 1Mind, AI agents run workflows end-to-end while humans focus on judgment and trust. The proof is real: HubSpot’s 1Mind-built superhuman, “Fiona,” drove 88% engagement, lifted free trials 78%, and increased influenced purchases by 25% in just 30 days with higher NPS scores.
Amanda welcomes 1Mind’s super-agent to the Meetup.
Abbas Haider Ali at GitHub added by giving a glimpse of the new CS leader: the specialized generalist—someone who can orchestrate AI, spike in technical or commercial depth, and deliver outcomes at speed. His takeaway was clear: the faster the cycle, the greater the opportunity for Customer Success to lead.
The shift from steady to accelerated elevates Customer Success into the role of guide, strategist, and growth engine.

The Defining Era of Customer Success Begins

AI-native software has reset the rules. Familiar has become uncharted. Seats have become outcomes. Steady has become accelerated.
And through every shift, one truth is clear: the companies that win will be the ones that put Customer Success at the center of their operating model.
Customer Success is a role. It is a department. And it always will be. But more than ever, it is the operating model for how modern companies build, sell, and grow in the AI era.
This is the beginning of its defining era—because in the AI-native world, growth is impossible without it.


Capturing the moment the next era of Customer Success began!
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