Remote: Account Executive (Sales)

Job Description

Autumn is building the AI operating system for independent hotels.

Hotels are still run on an extraordinarily fragmented stack of legacy software, agencies, spreadsheets, and manual workflows. We are building one AI native platform to automate that work, starting with the workflows closest to revenue, specifically digital marketing.

The early sales motion is already working. Most of our growth to date has come from cold outbound, and we convert 85% of calls into customers with a one-call close because we’re solving a true hair-on-fire problem.

We recently raised the largest seed round in hotel tech history, led by Bessemer, and are building an exceptional team in person from our waterfront office in Williamsburg.
We are now looking for an Account Executive to close at the pace this motion deserves.

Sales cycles are short, deal volume is high, and you will have many opportunities moving simultaneously.

You will not be building pipeline alone. We are investing heavily in outbound infrastructure and top of funnel support so that a great AE can spend the majority of their time doing what they do best: talking to customers and closing.

You will work closely with the founder and the sales team and have a real voice in how Autumn sells, including messaging, qualification, objection handling, and tooling.

Maintain exceptional pipeline discipline and know exactly what needs to happen to hit and outperform target.
Autumn succeeds when our customers succeed. Automate research, preparation, follow up, personalization, and administrative work so more of your time goes toward selling.
Surface recurring objections, customer needs, and segment differences that should influence product and go to market decisions.
Hand off customers cleanly. Make sure Customer Success has the context needed to get every new property live quickly and successfully.

You have consistently beaten quota in a short sales cycle motion
You are comfortable managing dozens of active opportunities without letting follow up slip
You are competitive and deeply motivated by performance
If your recent experience has primarily been six figure enterprise contracts with six month sales cycles, this is probably a different sport.

Have sold into restaurants, fitness, home services, local businesses, or other SMB categories
Understand performance marketing, paid search, SEO, websites, or other revenue generating products
Have worked with independent hotels or short term rental operators
Speak Spanish fluently

You are joining after the product has demonstrated real commercial pull, and while the sales team is still small enough that every closer shapes how it works.

A product solving a clear and measurable customer problem
A short sales cycle and high volume of opportunities
Meaningful top of funnel support
An AI native sales environment designed to remove administrative work
Meaningful equity
Room to grow as the sales team expands

Highly competitive cash & equity comp
Top tier medical, dental, and vision coverage
Beautiful private waterfront office in Williamsburg