Account Executive

October 22, 2026
Urgent

Job Description

POSITION OVERVIEW

Gearflow is the AI-powered procurement platform built for the people who build, power, and move America. We are seeking experienced, exceptional sales professionals to expand our footprint among the hardworking contractors across the United States building America’s infrastructure.

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This role is an on-site position focused on winning new business in a target geographical territory. It is a unique opportunity for sales professionals who excel at building relationships, exhibit high energy, and thrive in consultative SaaS sales, playing a pivotal role in the next generation of Gearflow’s growth!

KEY RESPONSIBILITIES

Sales Excellence & Business Development:

  • Full Sales Cycle: Drive top-line revenue by identifying qualified sales opportunities, conducting outreach, and demonstrating Gearflow’s product in order to generate new business relationships.

  • Territory Cultivation: Adopt a strategic, data-driven approach to systematically build relationships across a target geography among contractors as well as key construction associations.

Operational Excellence:

  • Strategic Collaboration: Collaborating with company leadership to develop and execute regional growth strategies aligned with company goals.

  • Reporting: Provide consistent updates to leadership on sales pipeline development, territory developments, and operational challenges.

QUALIFICATIONS

Experience:

  • Domain experience selling into self-perform construction – at an equipment dealership, contech startup, or related field
  • Startup experience is a plus

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Location: We are looking for account executives who live in Chicago metro and can fulfill the role by serving in the following territories:

  • Midwest: Illinois, Indiana, Wisconsin, Michigan, Ohio.

  • Note: This is an in-office position that includes travel throughout the territory. Please apply only if you live in the Chicago metro and embrace a full in-office work environment!

Results: An exceptional record of growing a book of business in software sales.

Travel: Consistent travel in target territory to advance sales.

Skills:

  • Excellent verbal and written communication skills
  • Demonstrated proficiency in Outbound prospecting (Calls, Emails, LinkedIn)
  • Top-flight interpersonal skills, showing ability to quickly build rapport in person
  • Strong research skills, utilizing technology to identify key targets
  • Effective time management
  • Strategic priority management – identifying & advancing key priorities as needed
  • Proficiency in CRM software

Attributes:

  • Have an entrepreneurial, business-owner mindset
  • High degree of self-accountability
  • Thrive in software sales
  • Love moving fast
  • Are eager to put in the work at a fast, high-growth startup
  • Love solving real-world problems in construction

COMPENSATION

  • $184K OTE (on target earnings)
  • Uncapped commissions, path to $200K+ earnings
  • Healthcare and 401k
  • Experience at a high-growth, fast-paced startup and a small, nimble, A+ team

WHAT'S NEXT

If this role amps you up, apply to the project below, or please send your resume to careers@gearflow.com . We look forward to meeting you!