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Probook · 1 week ago

Founding AE - NYC

Manhattan, NY

Full-time

Onsite

Mid, Senior Level

$175K/yr - $350K/yr

3+ years exp

Probook is a fast-growing startup in Applied AI, focused on transforming the home services industry. They are seeking a Founding Account Executive who will own the sales cycle and help shape the go-to-market strategy while working closely with both blue-collar operators and executives.

Computer Software

Responsibilities

Own the full sales cycle — from outbound prospecting to closing enterprise-level contracts

Develop and execute strategic outbound campaigns targeting Probook’s ideal customer profiles; no SDR hand-offs

Run complex discovery and sales processes with both blue-collar operators and executive decision-makers

Craft and deliver compelling narratives that balance hard ROI with authentic storytelling

Exercise independent judgment to shape deal strategy, pricing, and negotiation approaches

Translate customer feedback into actionable insights that inform GTM strategy and product roadmap

Design and refine the GTM playbook — from ICP definition to outbound messaging and positioning

Lay the foundation for a scalable revenue engine and set the performance bar for future hires

Qualification

Quota-carrying AE experienceOutbound prospectingSales cycle managementCRM workflowsData-driven tacticsResilienceStrategic thinkingAdaptability

Required

3–6 years of quota-carrying AE experience, ideally in a startup or builder-stage environment

Code-switcher: equally comfortable talking shop with frontline tradespeople or presenting to PE-backed executives

Proven builder: you've generated your own pipeline and exceeded quota — not just worked inbound

Relentless prospector: thrives in outbound-heavy environments and uses data-driven tactics to target high-value accounts

Discovery-driven: asks sharp, business-level questions that uncover pain and position you as a trusted advisor

Resilient and entrepreneurial: you've faced setbacks, iterated, and still delivered

Hands-in-the-weeds operator: you'll set up CRM workflows, test outbound sequences, and iterate until you find what works

Independent and strategic: comfortable making judgment calls on deal structure, prioritization, and account strategy without needing top-down direction

Hungry for ownership and upside: this role is about proving and building — not maintaining