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Omada.ai

Outside Sales Representative

Contract US Only Design & Creative Not Specified

Salary: $20/hr + Uncapped Commission ($100K OTE)
Posted August 8, 2026
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About the Role

Omada.ai is looking for motivated Outside Sales Representatives (Territory Partners) who are passionate about bringing the power of Artificial Intelligence to the heart of our communities. In this unique role, you will bridge the gap between advanced technology and local entrepreneurs—such as restaurant owners, gym managers, and boutique stylists—who are often overlooked by the digital revolution. This is a hybrid-style field position that combines in-person community engagement with remote administrative flexibility, offering you the chance to be at the forefront of the AI era while making a tangible impact on local economies.

Key Responsibilities

As the local face of Omada, you will act as a consultant and advocate for small business owners in your territory. Your primary focus will be building trust and demonstrating how our AI platform can manage marketing efforts autonomously, allowing business owners to return to what they do best.

  • Identify and prospect 10–50 high-potential local businesses weekly using Omada’s proprietary Route Planner tool.
  • Initiate meaningful conversations in person or via telephone to understand the specific growth challenges faced by local merchants.
  • Deliver high-impact demonstrations of the Omada platform directly from your mobile device or tablet.
  • Onboard businesses to risk-free trials, acting as the primary point of contact during their transition to AI-driven marketing.
  • Manage your sales pipeline diligently within HubSpot CRM, ensuring consistent follow-up and relationship management.
  • Collaborate with the regional leadership team to refine outreach strategies and contribute to the company's rapid growth.

Qualifications

We believe that drive and communication skills are the most accurate predictors of success. While we value previous sales experience, we are fully prepared to train the right individuals who possess a hunger for success and a genuine interest in emerging technology.

  • A self-motivated "hunter" mentality with the confidence to walk into new environments and initiate dialogue.
  • Strong interpersonal skills with the ability to build rapport quickly with diverse business owners.
  • A genuine excitement for AI technology and a desire to help small businesses compete in a digital-first world.
  • Excellent organizational skills and the discipline to manage a 1099 independent contractor schedule effectively.
  • Must reside within the United States and be at least 18 years of age.
  • Previous experience in sales or working directly with small business owners is considered a significant plus.

Benefits

Omada.ai offers a unique compensation structure designed to provide both stability and high-earning potential, ensuring our partners are well-rewarded for their contributions to our mission.

  • Competitive base pay of $20 per hour to ensure consistent income.
  • Uncapped commission structure featuring $200 per closed subscription, with top performers earning upwards of $100,000 annually.
  • Flexible 1099 freelance arrangement with the ability to work up to 40 hours per week.
  • Comprehensive training program covering AI fundamentals, modern sales techniques, and CRM management.
  • Clear career architecture with opportunities to advance into Team Lead, City Manager, and Regional Director roles.
  • The opportunity to work with a company backed by industry giants like HubSpot and participate in the fastest-growing sector of the tech economy.
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Required Skills

Outside Sales Lead Generation HubSpot CRM Account Management Product Demonstrations Relationship Building Small Business Consulting Strategic Prospecting
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