Account Executive at AskVinny

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.

• 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.

• 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.

• 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.