As the founding Account Executive, you will own the end-to-end sales cycle for an AI teammate transforming property operations. Moving beyond manual processes, you will convert high inbound demand into long-term partnerships with major European operators. This is a high-impact role shaping the GTM motion for a fast-scaling PropTech leader.
Account Executive at Antler-backed AI property-ops startup
Property operations is a multi-billion-pound industry still stuck in spreadsheets. This Antler-backed startup is changing that with an AI teammate that automates everything from leasing to maintenance for over 200,000 properties. They are looking for their first Account Executive to take over a proven sales motion from the CEO and help scale their managed portfolio by 14x in 2026. If you have 3+ years of B2B SaaS closing experience and want founding equity in a tier-one VC-backed company led by ex-Deel and Goodlord founders, this is the career-defining role you've been looking for.
Overview
Role overview
Company
AskVinny
Antler-backed AI property-ops startup automating lifecycle management for 200k+ units
Responsibilities
What you will do
- Lead consultative sales cycles from qualified SDR handoff to close, navigating complex 3-6 month deals with C-suite and operations directors.
- Conduct high-quality, tailored product demos that articulate the value of AI automation across BTR, student housing, and co-living sectors.
- Partner directly with the CEO to refine pricing strategy, messaging, and the repeatable sales playbook as the company prepares for rapid expansion.
Candidate profile
Who this is a fit for
- At least 3+ years of experience closing mid-market B2B SaaS deals, ideally within PropTech, real estate, or complex operational software environments.
- Proven track record of running sophisticated discovery and live demos for both technical and non-technical stakeholders in a fast-paced startup.
- Exceptional communication skills with a remote-first mindset and the ability to bring structure to evolving sales processes and pipeline management.
What makes it remarkable
Why this role is remarkable
- Rare opportunity to join as the first sales hire alongside founders from Goodlord, Deel, and Trustpilot, with clear paths to leadership as the team scales.
- Massive market traction with a product on track to grow managed units by 14x in 2026, backed by tier-one European VCs and Antler.
- High-trust, remote-first culture that prioritizes actual revenue outcomes over activity metrics, featuring quarterly offsites and significant founding equity.
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.