The role
Itamar is Oktopost’s AI Systems Engineer, reporting to Operations leadership. The role owns the AI-driven operating model behind Oktopost’s internally built GTM tools, including the strategy, standards, and execution framework for building and maintaining AI-led systems with generative software engineering tools.
Day to day, that means designing and owning the applications that power internal GTM operations, integrating third-party tools, APIs, and internal systems so they connect cleanly. It also includes coordinating multi-agent workflows built with tools like Claude Code, with an eye on reliability, monitoring, and clean handoffs at deployment. Finally, the role covers maintaining the prompt libraries, safety guardrails, and security and data privacy standards that keep those systems trustworthy, and staying close to internal stakeholders so the tools keep improving based on real feedback.
The day to day
Itamar’s day to day isn’t one job, it’s several running at once.
Part of it is making sure the agents and the underlying system are actually working, no bottlenecks, no silent failures. Another part of it is watching the market, because new tools show up constantly and most of them aren’t worth the team’s time, but some are. And the final part of it, probably the hardest part, is finding new ways to solve problems that don’t have an obvious playbook yet. Everyone’s methods have gotten so condensed that standing out takes real creativity, not just another integration.
How the system is built
The system itself is built from a handful of tools stitched together with purpose. Salesforce holds the data. n8n handles the workflows. Claude Code writes and maintains the automation. ZoomInfo and Explorium surface signals. Outreach.io and HeyReach handle delivery. None of these tools do the whole job alone. The value is in how they hand off to each other.
What actually changed
Here’s what changed. Work that used to eat a full day of manual effort now takes minutes. The moment a signal fires, the system picks it up, filters it, drafts what’s needed, and creates the task. Nobody is copying information from tool to tool manually anymore. That’s not an exaggeration of scale, it’s the actual before and after.
Where judgment still lives
None of this replaces human judgment and decisioning. The system is complex enough that every part of it needs its own thinking, its own method, its own round of improvement.
In Itamar’s own words
“AI helps me build faster. It doesn’t decide what ‘faster’ should even mean for a given part of the process. That’s still on me.
I didn’t get here alone. Yaniv Setty, VP of Operations at Oktopost, brought the operations knowledge, the sense of how this should actually serve the business, not just look impressive in a demo. Julius Schwartz, AI Systems Engineer, brought the technical depth to make it real. Learning from both of them, in their own areas, made me better at this than I would have gotten on my own.
What I build touches more than one part of the business. Cleaner processes, better-handled data, and smarter automation don’t stay in one lane. Build it right in one place and the rest of the operation benefits too.
What’s changed most isn’t how fast I work. It’s what I spend my time on. Less doing, more deciding how things should work. More time asking what could be better, not just keeping up with what’s already running.
If I had to boil this down to three lines: AI isn’t here to change us. It’s here to amplify what we can already do. Nobody gets replaced, we just get handed better tools and the room to use them. Think Inspector Gadget. Smart tools don’t make the person, they make the person more of who they already were.”
Itamar, AI Systems Engineer
In summary
More New Month, New Face stories are on the way. Stay tuned!
Check out more from this series: Less than 2 weeks in: I gave an AI the keys to Oktopost, and 1 person, 3 marketing roles: how I run product, customer, and creative marketing on one platform.
For more insights, contact us to request a demo.
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