Founding Sales Lead

Founding Sales Lead (Player-Coach) – AI-Native Hotel Tech Start-up

c.$140–150k base x2 OTE ($280–300k) + equity

Based in Brooklyn, New York – in the office 4 days a week

Company

This company is building an AI-native operating system for independent hotels.

Hotels have historically run on large back-office teams and a patchwork of clunky, dated tech – this company automates as much of that work as possible.

They’ve started with everything around revenue optimisation – dynamic pricing, Google Ads and digital marketing – and their USPs fall into three categories:

1. Automation, not headcount – they’re replacing work hotels currently pay agencies and marketing managers to do
2. Pay when you earn – outcome-based pricing, they only make money when the hotel does, which makes it a very easy yes
3. Almost no software competition – they’re competing with agencies and labour, not other tech

Exciting Bits

• $1m+ in revenue in their first 10 months – with the founder only selling c.5 hours a week
• Targeting $3m by the end of Q1 next year and $8–10m by the end of 2027
• Most deals close in one call
• Lead flow isn’t a problem – a 10% outbound reply rate, with half of those positive, and an SDR booking your meetings
• Backed by a top-tier VC
• A brand new founding seat – you’d build the sales org, the playbook and the team from scratch

The Role

• Player-coach – carry your own number while building and leading the sales team
• 100% new business, selling SMB deals to independent hotel owners and operators
• Write the playbook – messaging, qualification, objection handling and handoff to Customer Success
• Own pipeline, forecasting and the weekly operating rhythm
• Hire, onboard and coach the AEs and GTM associates

The Requirements

• 3–10 years in sales, consistently beating quota in a short-cycle, high-volume SMB or mid-market motion
• You’ve built or rebuilt a sales motion before – first sales hire, team lead or playbook author
• You’ve coached reps and can show the improvement in their numbers
• Highly personable – this is a relationship-led, emotional sale
• Still want to sell yourself, and happy to do whatever it takes to hit the number
• Hospitality / hotel tech, vertical SaaS experience is a big plus (not essential)
• Not for you if your background is mainly six-figure enterprise deals with six-month sales cycles – this is an SMB sell!

Ultimate Asset is proud to be an equal employment opportunity employer. We do not discriminate based upon race, colour, gender, sexual orientation, gender identity, gender expression, age, status, origin, disability, or any other basis covered by law. All employment is decided on the basis of merit, qualification & business need. We celebrate diversity and encourage you to apply to opportunities here at Ultimate Asset.

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Tagged as: Forecasting, Pipeline Management