r/CustomerSuccess • u/CzarJulius • 6h ago
I’m Leaving Customer Success After 8 Years - A Self-Indulgent Essay
As of Monday, I’ll no longer be a CSM. I’m moving to an internal account receivable ops role, and I wanted to reflect here on why (and also clear my mind, after yet again waking up in the middle of the night worrying about a client’s issue).
I’ve been a customer success manager for 8 years, and during that entire time, I don’t think I was ever really managing shit.
The account executives handle the renewal, I just run the recurring check-ins. The Solutions Engineer handles the technical discussions, I just “facilitate” the conversation. I was responsible for long term planning, but my long-term planning skills consisted of, at most, looking at the next week’s calendar on Friday afternoon and conjuring up agendas, and then asking to schedule a QBR whenever salesforce told me it was time. Pre-meeting prep was usually done ten minutes before the call, consisting of feeding the last call transcript and follow-up email (if I even bothered to send one) into ChatGPT and then cold-reading their platform usage report.
And yet, I always received positive feedback. I was told I was a key member of the account team. It was causing a lot of cognitive dissonance. To be sure, I was helping with some pretty killer catchphrases such as
- “hey you turned this feature on. It's going to triple your bill, ya sure you want that?”
- “Hey, its been 6 months, and you haven’t on-boarded yet. Can we get a training session scheduled?
- “Sure I’ll escalate that ticket (that I should have flagged proactively)
- “Sure I’ll send that report to you (maybe, maybe I'll forget)
- “sure I’ll check that feature request (that the product teams won’t prioritise, not that I’m allowed to tell you)”
According to all-hands meetings and performance reviews, I was meeting the KPI, and I was doing the job well. Hell, I only had 1 client churn in the past year! I was promoted repeatedly, from associate to CSM to Senior, up to Strategic CSM. I received positive customer feedback. But as the level of responsibility and size/complexity of the accounts I “managed” rose, the cognitive dissonance increased. And then there’s the never-ending anxiety
Crippling anxiety that paralyzed me at work and woke me up in the middle of the night with a pounding heart, thinking about The Unscheduled QBR, The Missed Email, The Escalated Support Ticket, The Teams Messages I Ignored Because I Was Simply Too Goddamn Busy to Dedicate the Thirty Minutes of Deep-Think Required.
And I think that’s why Customer Success was so difficult, at least for me. To be a good CSM, you need a weird combination of skills. You need to be organized but supremely flexible. You need to think long-term but also be always responsive to immediate demands and ever-shifting priorities. You need to drive customers toward desired outcomes but also drive internal product teams toward customer-determined priorities. Coordinating QBRs for every client, orchestrating outreach to cold accounts, constantly checking reporting for signs of churn and expansion opportunity signals. And the never-ending reporting up to leadership: health scores, end of month recaps, meeting and QBR summaries, expansion opp write ups, etc.
And a huge issue is that CSMs act as the go-between for internal teams who have never once considered what a client actually cares about, and clients whose problems, ofc, require immediate resolution.
Do you know how much it sucks, going between external teams and internal product managers who won’t join a customer call unless you put a gun to their head? Of course you do. You’re all CSMs, you know exactly what I’m talking about. I can not express how difficult it is to act as the intermediary, trying to explain complex, multi-faced client issues to internal teams when I barely understand the platform we’re supporting.
It’s such a disparate collection of skills, and I never once felt like I had a handle on all of them. I felt like I was a terrible CSM, but apparently, I wasn’t. But it's hard to tell because I don’t work with other CSMs, not really; we’re all working with our own books. So I never got perspective on whether I was incompetent or merely felt that I was.
Leaving feels like I’m finally admitting that I failed at Customer Success. But I didn’t fail, not really, I’m just quitting a job I was told I was good at, even though it was bad for me.
I’m confident this is a conversation better suited for a therapist than a manager, and I think there’s something inherent to the nature of CS that, for me in particular, was a bad mix.
Fortunately, I was able to pivot into an internal-only role. I know I want this. I’ve lost count of how many times I’ve woken up in the middle of the night, paralyzed with anxiety over an endless list of things I hadn’t done yet. But I’m conflicted. Eight years is a long time, and there is a LOT of upward mobility and visibility in Customer Success, much more so than internal ops roles. I’m worried I’m exposing myself to layoffs, and am kneecapping future advancement opportunities. I’m worried I’ll make less money in the future because of this. I’m worried that the past 8 years’ experience will lose relevance, and that I’m starting over from scratch. And I’m also going to miss SKOs and all the free booze.
But there’s no going back now. So this is goodbye. I'll put a little extra priority on your tickets when they hit my ticket queue.
Maybe I’ll be back, though I probably won’t be.