Join a fast-growing scaleup as the strategic lead defining how value is delivered to enterprise property operators. You will bridge the gap between Customer Success and Commercial strategy, building ROI models that prove NOI impact. This high-agency role is critical as the company prepares to scale managed units by 14x in 2026.
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Enterprise Success Lead at AskVinny - VC-backed AI PropTech
AskVinny is on a mission to transform property management with an AI teammate that’s already managing 200k+ properties. They are looking for a high-agency Enterprise Success Lead to own the commercial value narrative for their largest customers. If you're a data-driven operator who can build ROI models for COOs while scaling onboarding processes for a company growing 14x in the next year, this is your next career-defining move.
Overview
Role overview
Company
AskVinny
AskVinny - Antler-backed AI teammate for property operations
Responsibilities
What you will do
- Build and maintain complex ROI models to quantify cost savings and NOI impact for COOs and CFOs.
- Design and optimize the onboarding journey to ensure customers see meaningful outcomes within days of deployment.
- Lead executive business reviews that shift conversations from product features to measurable business value and expansion signals.
Candidate profile
Who this is a fit for
- Proven experience in a high-growth scaleup environment with a background in Customer Success, Strategy, or Operations.
- Expert-level data skills with the ability to build and defend commercial business cases using pivot tables and charts.
- Commercially literate operator comfortable discussing real estate metrics like OPEX, margin, and Net Operating Income (NOI).
What makes it remarkable
Why this role is remarkable
- Direct influence on the commercial engine of a scaleup backed by Antler and tier-one European VCs.
- Opportunity to transform a multi-billion-pound industry by replacing manual processes with sophisticated AI automation.
- High-trust, remote-first culture with quarterly offsites and a clear path to leadership as the sales team expands.
Jack & Jill
How Jack & Jill work together
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 14 million jobs daily and introduces you directly to hiring managers.
How does this work?
Jack's an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack's network.
If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.