Drew Clark · Customer Support Leader
I have a career of proof, from the front lines to executive support strategist. I write about hiring, AI, and building support that runs on systems, not heroics.
Helpdesk tech. Network admin. IT director. Consultant for small businesses that couldn't afford an IT department. Then SaaS, where I started as a T1 agent and ended up the VP of a 200-person org.
Different titles, same job. Someone's day is broken. Fix it, then fix the system so it stays fixed.
That instinct is why the same person can diagnose a misconfigured Zendesk and design the hiring loop, the documentation standard, and the career path.
From my upcoming book, The Customer Support Repair Manual.
The industry's biggest problem isn't tools or process. It's that nobody treats the work, or the workers, with the seriousness they deserve. I've built a career proving otherwise.
The candidate with the perfect answers might be borrowing someone else's language. The best hires I've made had junk-drawer resumes and knew exactly who they were.
If your operation falls apart when one person takes a vacation, you don't have a system. You have a dependency. Good systems produce quality without requiring constant attention.
AI clears the routine bottom third of the queue. What's left is the harder judgment work, and the customer who needs someone to say "maybe" instead of "no" isn't going away.
A weekly read for anyone trying to break into customer support, build a career in it, or figure out if it's worth doing at all.

80 of 91 sessions at Zendesk's conference were about AI, and the math on "autonomous" doesn't math. It's like telling a horse the tractor isn't going to take his job. He's going to lose his job to a horse that can drive a tractor.
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The vendor answer is "yes, of course, here's the ladder." The Reddit answer is "dead end, get out." Both are bad answers. It IS a career, and it's not for everyone.
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Every panel interview I run starts with my chickens. One phone screen, one structured panel, and we usually know inside an hour. Anything more is theater or cowardice.
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It's the most powerful question in the interview, and most candidates treat it like a formality. "I also like food and cats" is a real answer I have received. It's free ad space. Use it.
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The gap on your resume you're embarrassed about is usually a non-issue from my side of the table. I am not the one bothered by it. You are. You don't owe me an explanation, you owe me a real person.
Read on Substack →The top of your resume is what your career coach told you to write. The bottom is what you actually did. That's how I read them, and it's how I found one of the best hires I've ever made.
Read on Substack →If you're building a support team, hiring a support leader, or arguing with someone about whether AI is coming for the queue, I'd love to hear from you.
I also advise support teams trying to figure out the "now what."
Thanks. I love you. Bye.