JennyHurn
I take on the projects, puzzles, and problems nobody's claimed yet.
About
a project and a puzzle.
I'm drawn to the problems where the path doesn't exist yet and someone has to forge it. That's been true whether I was building a go-to-market motion from scratch, designing the programs that make a team effective, or figuring out how to launch something into the world that didn't exist before. I treat it like a puzzle, a game: find the root of the problem, map a route to the desired outcome, and execute with a relentless pursuit of excellence.
But what makes that work meaningful to me is that it's always about people — the team doing the work, the customers receiving it, the practitioners in the room. I think a lot about human flourishing: what it takes for people to do their best work, feel genuinely connected to what they're building, and actually enjoy being part of it. That shapes everything from how I design an onboarding program to how I run a campaign.
And I love this work. The craft of untangling threads. The art of understanding an audience. That thrilling moment something clicks into place or a to-do list is thoroughly crossed off. I think that's why I've found such great joy in working with AI. It's a tool to make this work more efficient, effective, and delightful for others; a way to think bigger and move faster toward something worth making.
The thing that truly excites me though is that the world is always full of interesting puzzles to solve and incredible people to solve them with.
Selected Work
Projects, puzzles, and other obsessions pursuits.
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5K+registrantsAgentic Data & Analytics Bootcamp
We built a two-day, multi-track practitioner bootcamp from nothing in six weeks — speakers, partners, full content architecture. The category was new and so was the playbook. By the end, people weren't just learning about agentic data engineering. They were building data pipelines with agents.
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5×increase in conversionAscend Website Redesign
We were launching a new product and our website wasn't telling the right story. I led a full overhaul — new positioning, new design system, new content architecture — shipped in six weeks. Website traffic doubled. Conversions increased 5x. Also: Otto got a glow-up.
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96%effective from day oneNew Hire Onboarding Program
Onboarding existed but it wasn't consistent — different roles, different levels of support, different experiences depending on who you happened to sit next to. I built a program that worked the same way regardless of role or time zone. 96% of new hires reported feeling more effective from day one.
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21modules · 48-hour buildAgentic Data Engineering Certification — 101, 201 & 301
We wanted to establish Ascend as the definitive voice in agentic data engineering. So I built a three-course certification curriculum — 101, 201, and 301 — in 48 hours using a multi-agent workflow. Research agents, writer agents, eight parallel reviewer agents. Twenty-one production-ready modules came out.
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4values that inspiredCore Value Formation
A core values program that worked fine on paper and didn't feel alive. Redesigned the recognition model, ran an in-person rollout with a scavenger hunt through California Avenue. The bar: do the values change anything? Ours did.
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Agentictargeting at scaleAI SDR Outreach Motion
Getting outbound right was iteration — tested AI SDR, Artisan, HubSpot's agent, and others before landing on AmpleMarket. Micro-campaigns of 20–50 people beat big blasts. The signal layer separated research from spam. Pipeline without added headcount.
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50%increase in engagementOffsites, Hackathons & Team Events
For a remote-first team, connection isn't a nice-to-have — it's infrastructure. Quarterly in-person kickoffs, themed Hackdays, weekly all-hands, Demo Days. Within my first six months at Ascend, employee engagement improved 50%.
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4consecutive winsBuilt In Best Places to Work
Building an award-winning culture requires a lot of intentionality. Winning four consecutive Built In Best Places to Work awards was less about the award and more about creating a space for everyone on the team to thrive.
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6K+annual leadsField Events & Webinar Program
For four years, I owned Ascend's events program end to end — from large industry conferences to a webinar program I built from the ground up. Thousands of MQLs a year and a brand presence that showed up consistently wherever our customers were.
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Zerosurprises at launchPlans & Pricing Rollouts
Rebuilding pricing from the ground up is one of the hardest things a company can do. I held product, sales, finance, CS, and existing customers in one coherent story from start to finish. The launch landed without a single surprise.
Writing
How I use Cursor for Agentic Operations
Blog · Coming soon
A Few Thoughts on AI No One Asked For
Blog · March 14, 2026
Five Things I Learned in My First Year as Chief of Staff
Blog · January 25, 2026
Now
Working on
Developing agentic operations with Cursor + experimenting with adversarial agents.
Thinking about
How to equip teams for the agentic era: the culture, tech, and process.
For Fun
1. Cooking through Good Things by Samin Nosrat. 2.Keeping up that Wordle streak. 3. Redwood walks.
Contact
Got a puzzle you're looking to solve? Let's talk.
I'm at my best when the work is early-stage and the problems don't have owners yet. If that sounds like where you are, I'd love to hear about it.