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.
This job is no longer actively hiring. Talk to Jack to find live roles.
Enterprise Success Lead at AskVinny
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.
Want to apply for this role?
This role is no longer actively hiring, but Jack can still help you discover similar open roles that fit.
Location
Remote (United Kingdom)
Compensation
Not Disclosed
Company
Vinny
Role overview
Prop Tech20-50 employees
VINNY TECHNOLOGY LIMITED (trading as AskVinny) is a UK-based PropTech company specialising in AI-powered property management software. Its core platform, Vinny, is designed to automate and optimise property operations for owners and operators across sectors including build-to-rent, student accommodation (PBSA), multifamily housing, co-living, single-family rental, and letting agencies. The system integrates seamlessly with existing workflows, automating tasks such as leasing, onboarding, communications, maintenance, compliance, and renewals. Vinny helps property teams provide great resident/customer experiences while improving efficiency and margins, with features including automated inbox management, leasing, renewal, arrears recovery, and portfolio insights. The founding team emphasises rapid product iteration, deep customer engagement, and a growth strategy built on data-driven outbound sales.
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.
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).
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.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
Meet Jack
What happens next?
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 your profile’s a match and Vinny wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.