Sell AI-driven solutions to mid-market businesses: prospect, qualify, consult with decision-makers, manage the full sales cycle, close deals, build long-term client relationships, and identify upsell opportunities with support from leadership and technical teams.
This is a commission-based role with unlimited earning potential. Top performers can expect significant payouts per deal closed. Our team is here to support your success with training, lead gen, and product expertise.
Dry Ground AI is helping companies transform their businesses with practical, next-generation artificial intelligence solutions. We work with mid-market business owners and executives to radically improve efficiency, automate processes, and create innovative customer experiences. Demand for real AI solutions is exploding, and we’re building a top-tier team to serve clients across industries.
Role Overview:
As an AI Solutions Sales Representative, you’ll play a vital role in connecting businesses with powerful AI solutions that drive growth and real results. You’ll identify and engage new business opportunities, consult with decision-makers, and guide clients through their AI adoption journey. You’ll enjoy high autonomy, flexible hours, and the chance to earn significant commissions for helping organizations succeed.
What You’ll Do:
- Prospect, qualify, and close new business for our suite of AI-driven solutions: delivering full-stack AI, automation, and end-to-end implementation throughout our clients’ businesses
- Consult with business owners and executives to understand needs and recommend tailored solutions
- Manage the full sales cycle from outreach to close, with marketing and technical support from our team
- Collaborate with leadership to refine messaging and capture new verticals
- Build long-term client relationships and identify upsell opportunities
What We’re Looking For:
- Proven experience in B2B sales (SaaS, consulting, tech, or agency background preferred)
- Consultative, entrepreneurial, and excited to learn new technology
- Excellent communication and relationship-building skills
- Self-motivated, goal-driven, and comfortable with a commission-based structure
- Strong organizational skills and ability to manage your own pipeline
What We Offer:
- Uncapped commission structure with industry-leading payout percentages
- Flexible/remote/fractional opportunity: build your pipeline on your schedule
- Support from a responsive leadership and technical team
- Access to compelling case studies, marketing materials, and product training
- The chance to get in early with a fast-growing AI solutions company
- Opportunity to have leads directed to you through our lead generation engine
If you’re motivated by growth, ownership, and making an impact in the world’s most exciting sector, we’d love to talk with you. Apply now to explore how you can shape the future of AI with us.
Similar Jobs
Cloud • Fintech • Food • Information Technology • Software • Hospitality
Develop and scale full-stack software that calculates and delivers restaurant employee pay, including tip pooling, wage calculations, earnings retrieval, and payroll delivery. Responsibilities include designing reliable services, participating in code reviews and architecture discussions, influencing technical roadmaps, and collaborating with product, design, and engineering teams. The role requires backend development, modern web technologies, databases, distributed systems, messaging, microservices, and a strong focus on precision and production reliability.
Top Skills:
Alternative Data StoresDistributed SystemsEnterprise Messaging SystemsGraphQLJavaKotlinMicroservicesReactRestTraditional DatabasesTypescript
Artificial Intelligence • Cloud • Sales • Security • Software • Cybersecurity • Data Privacy
Leads enterprise sales across the Midwest for SailPoint’s identity security and IGA SaaS solutions. Manages enterprise sales professionals, provides matrix leadership to supporting functions, develops customer and partner relationships, improves pipeline management and forecasting, and creates multiyear regional growth plans. The role includes hiring, coaching, strategic account development, identifying whitespace and new-logo opportunities, and guiding teams through evolving SaaS, agentic security, and non-human identity markets.
Top Skills:
Agentic SolutionsCybersecurityIdentity Governance And Administration (Iga)Identity SecurityNon-Human Identity (Nhi)SaaS
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Build and improve the Enterprise AI operating model through AI-enabled processes, operational reporting, knowledge management, stakeholder forums, intake governance, and asset registry oversight. The role translates complex program information into executive narratives, coordinates decision-making, enables cross-functional alignment, and continuously improves planning, prioritization, governance, communication, and execution mechanisms.
Top Skills:
Ai PlatformsGenerative Ai
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
