The Ops, Support, and CS Leader's Guide to NYC and Boston Tech Week 2026
Mike Miner
Tech Week 2026 puts roughly 1,800 events on the calendar across NYC (June 1–7) and Boston (May 26–31). Maybe 70 of them matter if you run Operations, Support, or Customer Success. We read every listing and pulled out the ones we'd actually clear our calendar for.
If you lead an Ops, Support, or CS team, this is the year worth showing up. The conversation has finally moved past "should we use AI" into the harder, more useful territory: which workflows hold up in production, what the team org chart looks like once agents do real work, and how to keep customers from churning when half your queue is being triaged by a model.
We'll be at one of these (more on that below). The rest are picks based on hosts we trust, topics that are doing the work rather than the hype, and a few wildcards.
Why this Tech Week matters for Ops, Support, and CS leaders
Two things changed in the last twelve months that make 2026 the most interesting Tech Week yet for our function:
Production-grade agents. A year ago "AI for support" mostly meant a smarter macro. The events this week are about systems that triage, resolve, and escalate without a human in the loop on the simple stuff. Several talks (HubSpot, Fin, Elastic) get into what actually breaks in production: drift, retrieval, observability, the boring parts.
The org chart shift. "Build the system, become the strategist" is the line we keep seeing. The CS, Support, and Ops leaders who'll matter in 2027 are the ones designing workflows the way engineers ship features. Several sessions (Women of Customer Success, of All Trades, Greenhouse) tackle the role redesign head-on.
If you're a CS leader still hand-routing tickets, a Support lead drowning in tier-one volume, or an Ops/Chief of Staff trying to keep a 50-person company from inventing five different ways to handle the same task, this week is your week.
Where Rivulo will be: AI Ops in Action
AI Ops in Action: Live Demos + Founder Showcases — Thursday, June 4, 5:30 PM, NYC. Hosted by AutoOpsStack.
This is the one we're presenting at. Live demos from founders building the AI ops stack, no slides, no roadmap theater. We'll be showing how Rivulo runs real Ops, Support, and CS workflows end-to-end (the same kind of work a team would otherwise hire two associates to do).
If you only make it to one event from this list, make it this one. RSVP here.
Boston Tech Week 2026: Ops, Support, and CS events worth your time
Boston is half the size of NYC's calendar but punches above its weight on technical depth. The MIT and Harvard ecosystems show up.
Tuesday, May 26
AI-Powered Startup Operations: Build the Automation Stack Behind a Scaling Company
5:30 PM. Hosted by Leverage.
Workshop format. Good for Ops leaders at 20–100 person companies who haven't yet committed to a stack.
How Chiefs of Staff Grow & Scale
6:00 PM. Hosted by Ask a Chief of Staff.
Boston edition of the CoS conversation. Smaller room, more candid.
Wednesday, May 27
AI in CX Happy Hour
6:00 PM. Hosted by OnRamp.
The CX-meets-AI crowd in Boston. Practitioners, not consultants.
Boston Chief of Staff Happy Hour
6:00 PM. Hosted by Ask a Chief of Staff.
Same crowd as the morning session, looser format.
Agentic AI in Production: Builders & Leaders Happy Hour
5:00 PM. Hosted by LandingAI.
Production-focused, builder-heavy. Worth it if your CS or Support team is shipping agents into production this quarter.
Thursday, May 28
Agentic AI in Production: Retrieval, Drift, and What Actually Works
5:30 PM. Hosted by Elastic.
The most technical session on the Boston list. Bring the engineer who'll actually own the stack.
AI Agents for Healthcare: Automating Clinical Ops, Patient Intake, and Compliance
10:00 AM. Hosted by Leverage.
Niche but excellent if you're in healthtech. The compliance framing is genuinely useful.
NYC Tech Week 2026: Ops, Support, and CS events worth your time
Tuesday, June 2
Stop Scaling Churn: What Founders Get Wrong About Customer Success
9:00 AM. Hosted by Customer Over Chaos.
A bracing CS founders' session. Useful if your CS motion was designed for 50 customers and is now serving 500.
Building AI-Powered Customer Retention Systems
10:00 AM. Hosted by Wooxy.
Practitioner-led session on retention models, signal definition, and what actually moves NRR. Wooxy also runs a follow-up Hacking Customer Retention with AI workshop at 1:00 PM the same day for the build-along crowd.
Fin x Clay: Scaling CX in the AI era
5:00 PM. Hosted by Fin.
Two of the more credible names in agentic CX comparing notes. Worth the trip even if you've already heard the high-level pitch.
Wednesday, June 3
Build Your Team for the Agentic Era
8:30 AM. Hosted by of All Trades.
The org-chart conversation, in person. Bring the headcount plan you've been putting off.
The Future of Work: AI for People Operations
5:30 PM. Hosted by HiBob.
Less about CS specifically, more about the shape of an AI-native Ops function. Good for Heads of Ops and Chiefs of Staff.
AI-Powered Customer Success: From Strategy to Execution
6:00 PM. Hosted by Latinos in Success.
An execution-focused session, not a 101. Pairs well with the Customer Over Chaos talk earlier in the week.
Build Mode: How RevOps & GTM Teams Are Becoming AI-Powered Builders
6:00 PM. Hosted by HubSpot.
HubSpot tends to bring practitioners who've actually shipped. Worth it if you sit at the RevOps / GTM seam.
How Chiefs of Staff Build Knowledge Systems That Scale
6:00 PM. Hosted by Ask a Chief of Staff.
Knowledge management is the unsexy bottleneck that kills most "let's add an AI agent" projects. This one's for the people who've felt that.
Founder to Founder: AI, Ops, and Scaling in 2026
5:00 PM. Hosted by Founders Network.
Peer conversation, founder track. Useful if you're scaling Ops as a founder yourself.
Thursday, June 4
The New CS Skill Set: Build the System, Become the Strategist
5:00 PM. Hosted by Women of Customer Success.
The clearest framing we've seen of where the CS role is going. Recommended.
AI Ops in Action: Live Demos + Founder Showcases
5:30 PM. Hosted by AutoOpsStack. Rivulo is presenting.
RSVP.
NYC Chief of Staff Happy Hour
5:00 PM. Hosted by Ask a Chief of Staff.
Lower-key than the panels. Good for the people running Ops without the title.
Friday, June 5
The Autonomous Enterprise: How AI Will Redefine Company Operations, Leadership, and the Future of Work
1:00 PM. Hosted by Orquesta.
On the longer-term-vision end of the spectrum. A useful counterweight to the production-pragmatism sessions.
How to actually get value from a Tech Week
A few notes from previous years, in case it's your first one:
Skip the keynotes; show up to the workshops and happy hours. Conversation density is 10x higher and the people who came to do the work tend to stay for those.
Pre-pick three events per day, max. You will not make six. The events run long, the rooms are crowded, and you'll meet someone interesting on the walk between two of them.
Bring a clear ask. "I'm trying to figure out X by end of Q3" travels further than "tell me about your product." This goes for founders and operators both.
Take notes the same night. A week of conversations becomes a blur by Friday. Twenty minutes a night is the difference between Tech Week being useful and Tech Week being a vibe.
Come find us at AI Ops in Action
If you're an Ops, Support, or CS leader looking at AI seriously this year, the AI Ops in Action showcase on June 4 is the most direct way to see what we're building at Rivulo. Live demos, working systems, and the founders behind them.
Can't make Tech Week? You can see what Rivulo is shipping or book a 20-minute walk-through with us directly.
FAQ
When is NYC Tech Week 2026?
June 1–7, 2026. Events run all day across all five boroughs, with the heaviest density Tuesday through Thursday in Manhattan and Brooklyn.
When is Boston Tech Week 2026?
May 26–31, 2026. Most events cluster around Cambridge, the Seaport, and Back Bay.
How much does Tech Week cost?
The umbrella event is free. Individual sessions are hosted independently, almost all are free, and most require an RSVP through Partiful.
Where will Rivulo be at Tech Week?
We're presenting at AI Ops in Action: Live Demos + Founder Showcases on Thursday, June 4 at 5:30 PM in NYC, hosted by AutoOpsStack. RSVP here.
Which Tech Week events are best for Customer Success leaders?
On the NYC side: Stop Scaling Churn (June 2), AI-Powered Customer Success (June 3), Fin x Clay's CX session (June 2), and The New CS Skill Set (June 4). On the Boston side: AI in CX Happy Hour (May 27).
Which Tech Week events are best for Operations leaders and Chiefs of Staff?
NYC: Build Your Team for the Agentic Era (June 3), The Autonomous Enterprise (June 5), and the Chief of Staff sessions on June 3–4. Boston: AI-Powered Startup Operations (May 26).
Which Tech Week events are best for Customer Support and CX leaders?
NYC: Fin x Clay's "Scaling CX in the AI era" on June 2, and HubSpot's RevOps/GTM session on June 3. Boston: AI in CX Happy Hour (May 27) and Elastic's Agentic AI in Production (May 28).
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