As the founding Account Executive, you will take over the sales engine from the CEO to drive revenue for an AI platform transforming property management. You’ll own the full mid-market deal cycle, running tailored demos for C-suite stakeholders and shaping the GTM strategy as the company scales its managed units 14x.
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Remote, UK/EuropeNot Disclosed
Featured roleRemote, UK/EuropeNot Disclosed
Account Executive at AskVinny — VC-backed AI Property Tech
Join AskVinny as their founding Account Executive and take ownership of a proven sales motion in the multi-billion-pound property operations industry. Backed by Antler and top-tier VCs, AskVinny is building an AI teammate that automates leasing and maintenance for over 200k properties. This is a rare opportunity to move past simple activity metrics and own revenue outcomes at a startup on track for 14x growth. If you have 3+ years of B2B SaaS closing experience and want to shape a GTM engine from the ground up, apply now.
Overview
Why this role stands out
Company
Software1-50
AskVinny - Antler-backed AI teammate for property operations
Responsibilities
What you will do
- Own the end-to-end sales cycle from SDR handoff to close, managing consultative 3-6 month deals with property operators and C-suite executives.
- Deliver high-quality, technical product demos that translate AI capabilities into clear operational value for BTR, PBSA, and multifamily sectors.
- Partner directly with the CEO to refine pricing, positioning, and messaging while maintaining an accurate revenue forecast in the CRM.
Candidate profile
Who this is a fit for
- 3+ years of experience closing mid-market B2B SaaS deals with a track record of running live demos and navigating complex procurement.
- Exceptional discovery and consultative selling skills, with the ability to build credibility with both operational and technical stakeholders.
- Previous experience in a fast-paced startup or scale-up environment, ideally within PropTech, real estate, or operations-heavy software sectors.
What makes it remarkable
Why this role is remarkable
- Join as the founding AE at a high-growth startup backed by Antler and tier-one European VCs, with a proven product already managing 200k+ units.
- Incredible market tailwinds in a multi-billion-pound industry ripe for AI automation, with a clear path to 14x growth in 2026.
- High-autonomy, remote-first culture with quarterly offsites and the direct influence to shape the company's entire sales playbook and process.
Jack & Jill
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.
About Jack & Jill
Meet Jack
Jack gets to know what you are great at, what you want next, and makes sure Jill considers you for the right opportunities.
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.
Jack