Strategic Account Executive (Chicago)

Your Role

As a Strategic Account Executive at Rox, you'll be responsible for bringing the world's best revenue teams into the age of AI.

You'll lead highly consultative, value-driven sales cycles with C-level decision-makers at fast-growing startups and established enterprises. Every deal will be different no playbooks, no scripts just first principles thinking, deep technical curiosity, and a relentless drive to understand the customer's pain and map Rox's capabilities to their workflows.

This role is ideal for someone who thrives in ambiguity, moves fast, and wants to help define how AI-native platforms are sold and adopted. You'll work closely with product, solutions, and leadership to continuously evolve our go-to-market motion, all while building long-term relationships with some of the most forward-thinking GTM teams in the world.

If you're a high-agency seller with a technical edge and a builder's mindset, we'd love to talk.

Responsibilities

• Own the full sales cycle: from qualification to negotiation to close

• Develop deep understanding of each prospect's revenue workflows and pain points

• Lead tailored product demos and build compelling value narratives

• Collaborate with product and solutions teams to shape roadmap and integrations

• Continuously refine messaging and materials based on what resonates in the field

• Help shape the GTM engine at Rox from process to tooling to playbooks

• Represent Rox with clarity, energy, and urgency in every interaction

Qualifications

• 4+ years of strategic sales experience closing deals in the $100K2M+ range

• Sold to enterprise buyers in a value-based, consultative sales motion

• Playbook Experience at Command of Message or Value Selling Organization

• High learning velocity and intellectual curiosity: you dig deep and RTFM

• Proven ability to operate in early-stage or high-ambiguity environments (teams <150 people)

• Builder mindset: you run your deals like products

• Coachable, thoughtful, and obsessed with getting better every week

Benefits

• Competitive pay with considerable equity upside

• Health Insurance

To apply, please fill out the application form. We're looking forward to connecting with you!