Account Executive at AskVinny

Account Executive Company Description

Ask Vinny – Antler-backed AI teammate for property operations

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.

Remote, UK/Europe

• 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.

• 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.

• 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 Prop Tech, real estate, or operations‑heavy software sectors.

• Step
  1. Visit our website
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  2. Click 'Talk to Jack'.
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  3. Talk to Jack so he can understand your experience and ambitions.
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  4. Jack will make sure Jill (the AI agent working for the company) considers you for this role.
• Step 5. If Jill thinks you're a great fit and her client wants to meet you, they will make the introduction.
• Step 6. If not, Jack will find you excellent alternatives. All for free.

This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.

Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.

We appreciate this can make them look a bit suspect, but there isn't much we can do about it.

Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.