AI, Leadership and the Human Side of Customer Success ft. Alexandra Sagaydak

What if customer success is the most honest reflection of how your company actually operates?

In this episode, Alexandra Sagaydak — Fractional CCO and founder of AI CS HUB — brings the kind of raw, refreshing honesty that SaaS leaders need to hear. After leading post-sale functions at scale and now advising early-stage startups, Alexandra opens up about what’s broken in CS, what founders get wrong, and why AI won’t fix any of it if you haven’t nailed the basics.

She’s the kind of leader who isn’t afraid to talk about chaos, complexity, and the mess of building — but she does it with precision, structure, and fierce conviction. This episode is for anyone who has ever been handed a customer success function with no playbook, no metrics, and still made it work.

In this episode:

● Why CS is a philosophy, not a role — and why most companies still don’t get it
● What fractional leadership reveals about gaps in early-stage CS strategy
● How to actually scale CS without losing the human connection
● The AI shift — what’s hype, what’s real, and what makes workflows better
● The underrated power of critical thinking in a data-saturated world
● What women in leadership must hear about ambition and self-trust
● Why chaos is normal — and how leadership presence changes everything
● How to build customer relationships with clarity, not just effort

If you’re a founder, CS leader, or navigating messy growth — this episode with Alexandra Sagaydak is a masterclass in building smarter, braver, and more human-first post-sale systems.

Follow Alexandra Sagaydak.

This episode was brought to you by RevSetter & medlify. 

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Hosts: 

Haydar - LinkedIn 

Ivy - LinkedIn