Strategic Account Executive, Dex

Location
New York
Workplace
Hybrid
Employment
Full-time
Compensation
$88k – $175k + equity
Visa
No Visa Sponsorship

About this role

Dex is Headout's AI-powered travel companion that transforms how visitors experience the world's most iconic venues. It's a new kind of product in a market that doesn't have a playbook yet, and we're looking for a Strategic Account Executive in New York to take it to market and own net-new revenue from day one.

You'll own the full sales lifecycle — identifying and pitching opportunities, closing deals, and growing long-term relationships, while helping define the commercial playbook a category-creation product deserves. This is a highly entrepreneurial role suited for someone who enjoys building new business lines, navigating ambiguity, and operating with high ownership in a fast-moving environment. You'll report directly to the GM, North America.

What makes this role special?

  • Build from 0→1: You'll be the founding commercial hire for Dex, helping define the commercial playbook, partnership strategy, and expansion opportunities from the ground up.
  • Own both acquisition and growth: You'll drive the full sales lifecycle, from outbound prospecting and commercial negotiations to account management and long-term growth.
  • Define the category: Dex isn't another product in a crowded market. You'll create the need and educate buyers on a genuinely new kind of experience, rather than respond to existing demand.
  • Operate globally: You'll work across international markets and collaborate closely with teams across product, growth, operations, and leadership.
  • High ownership, direct to leadership: Reporting to the GM, North America, you'll have significant autonomy, direct exposure to leadership, and the opportunity to shape how Dex evolves commercially.

What happens next

Skip the application pile. Clera gets you in front of the people who decide.

Confirm the fit

A few questions to make sure this role is the right shape for you. Two minutes.

Clera pitches you to the company

Clera writes the intro, sends it to the founder, and handles the back-and-forth.

A meeting lands on your calendar

When the company wants to meet, Clera gets the call on your calendar. You just show up.

Culture & values

The team values ownership, craft, and impact

People are hungry, ambitious, fluent in AI, and comfortable building something new without a playbook

Small, scrappy squad culture

High-energy local team

High autonomy in role

Work closely with leadership, including the CEO

Cross-functional collaboration with product, growth, operations, and leadership

In-office 3 days a week in New York City

Ask your AI about this role

Connect Clera once, then ask if it fits you.

Ask about this role

Tell me about the Strategic Account Executive, Dex role at Headout on Clera (https://www.getclera.com/jobs/headout/strategic-account-executive-dex--4megxcqbs1e8). Does it fit my profile and preferences? If it does, tell Clera I'm interested.
Not connected yet? Takes a minute
One click above pre-fills the connector. Or by hand: Settings > Connectors > Add custom connector, paste https://mcp.getclera.com. Either way, sign in with the account you use on Clera and approve the consent screen.
https://mcp.getclera.com

Sign in with your Clera account. MCP docs