Most CSMs talk about using AI. At Cloudflare, I shipped tools adopted across the CS and Sales organizations — saving hours of manual work weekly and raising the quality of every customer touchpoint.
Black Swan / Chris Voss methodology applied to every customer communication — automatically.
Distributed to Cloudflare Sales orgMostly automated one-page briefs replacing manually written emails.
Painstaking manual month-end data pull turned into a mostly automated output.
Customer answers and crafted responses in minutes, not hours.
Persistent context across AI sessions via Cloudflare Agent Memory — no starting from scratch.
Paste a difficult customer email into the skill and it applies the full Black Swan methodology — accusation audit, tactical empathy, labels, calibrated questions — then generates a ready-to-send email draft. Below is a realistic end-to-end example: the inbound email, the strategic breakdown, and the actual draft the skill produces. This is the skill the Sr. Director of Global Sales Programs distributed to Cloudflare's Sales org.
Hi [Name],
You probably feel like we haven't been paying close enough attention to whether this is actually working for your team — and that this conversation is overdue. That's a fair read.
It sounds like the value you expected when you signed hasn't matched what you've experienced day to day. I don't want to gloss over that.
Before I say anything else: what would it look like for this partnership to actually be working for you? I'd rather understand that first than start throwing things at the wall.
I'm available this week whenever works for you.
Highlighted text = Black Swan tactics applied
What used to take 15+ minutes of manual writing after every customer call — a long email with bulleted text that was difficult to digest — became a clean, mostly automated one-page brief customers told me they preferred. Here's the before and after.
Hi team,
Thanks for the time today. Here's a recap of everything we covered and the action items we landed on:
Action Items:
[Continues with another 10–15 bullets across remaining action items, topics discussed, next steps, and open items...]
The brief doesn't just save time — it's a better experience for the customer. Clean format, clear ownership, easy to act on. Customer approved.
Every tool solved a specific problem I was running into every week. The goal was always the same: less time on logistics, more time on customers.
Monthly data pulls for usage reporting and QBR prep used to eat 4 hours at month-end and 3 hours before every quarterly review. A colleague and I collaborated to turn that painstaking, manual process into a mostly automated output. That time goes back to customer conversations.
Before: hunting across Salesforce, Jira, support tickets, and Google Workspace to research and formulate a response to a customer question — 15 to 45 minutes.
After: one query to a skill connected to all of them via MCP servers. Answers and well-crafted responses in a few minutes. Better customer conversations in near-real time.
AI agents are stateless by default — every session starts fresh. When Cloudflare released Agent Memory as a beta product, I got access, configured it on Cloudflare Workers, and integrated it into my workflows. Historical account context, customer preferences, prior conversation threads — all available without re-establishing context every time.
None of this required a formal development background. It required curiosity, a clear sense of what problems needed solving, and a willingness to iterate until the tool actually worked the way the workflow needed it to.
The measure of a useful tool isn't whether you built it. It's whether other people voluntarily use it.
I'm actively exploring Senior CSM roles in industries such as Cybersecurity, SaaS, and Cloud Infrastructure. If you're building a team that has real problems to solve and you want someone who thinks critically, looks for efficiencies, and is a builder — let's talk.