futurefitai - Workforce Sales Lead
Requirements
• Deep knowledge of the state workforce ecosystem — how agencies are structured, how they buy, how they measure success, and who the influential players are. • A meaningful network in workforce development, state labor, or economic development that you can activate. • Familiarity with how state government procurement works: RFPs, sole-source processes, MSAs, and the informal dynamics that move decisions along. • Comfort with long sales cycles (6–12+ months) and the discipline to manage a pipeline that doesn't move fast. • Strong consultative instincts: you ask great questions, listen carefully, and connect a solution to a real problem rather than leading with features. • High agency and strong written communication: you drive your own process, document clearly, and don't wait to be managed. • Direct experience selling SaaS or technology platforms to state workforce or labor agencies. • Working knowledge of WIOA, RESEA, TAA, or other federal workforce funding programs. • Existing relationships with state workforce agency leadership in one or more states. • Experience working in or alongside a startup sales team, where the playbook is still being written. • Your alma mater isn't our focus. Your grit, hunger, and drive are. If you learn continuously, tackle challenges head-on, and know your strengths and gaps intimately, you're our person.
Responsibilities
• We're seeking a Workforce Sales Lead to join our Growth team as our first hire dedicated to state government. This is the role that converts FutureFit AI's momentum with state agencies into signed contracts and a repeatable motion. • At FutureFit AI, our hiring process is designed to help you assess whether this role and our culture are the right fit based on your unique skills, mindset, and experiences. We move fast and work with intensity, so we want you to get a real sense of that from the start. • Each journey includes a mix of interviews and a performance challenge. For this role, that might look like: • 1. Online Application • 2. Initial Screen with Director of People & Culture • 3. Interview with Hiring Manager • 4. Performance Challenge • 5. Final 1:1 Interviews • 6. Final Decision • Generally, this entire process takes around 6 weeks, although the timing can vary due to specific candidate circumstances. • READY TO SHAPE THE FUTURE OF WORK? • At FutureFit AI, we're not just building a company—we're transforming how talent and opportunity connect. Join our driven team united by a commitment to job seekers and the workforce ecosystems we serve. • COMPANY SNAPSHOT: • Team: 30-50 across US and Canada (hubs in NYC and Toronto) • Customers: Workforce development agencies and intermediaries, government agencies, employers • Industry: SaaS/AI technology • Funding: Bootstrapped 0-1, then raised funding led by JP Morgan • Structure: Growth, Customer Success, Product, Engineering, Data, People & Culture, Finance & Operations • OUR CORE PRINCIPLES • Drive to Outcomes • Raise the Bar • Speed Matters • USE OF AI IN HIRING • At FutureFit, we use artificial intelligence (AI) tools to make our hiring process more efficient, consistent, and equitable—never to replace human judgment. We use AI in the following ways: • Screening support: AI may help us compare applications against the skills and experience required for a specific role. These skills are defined by the hiring team for each position. A human reviews each application, with the AI assessment as just one input. • Interview support: In some interviews, we may use an AI notetaker to summarize the discussion so interviewers can focus on being present in the conversation. • Insights, not decisions: AI provides data points to support our team’s evaluation but does not make or recommend final hiring decisions. Every hiring decision is made by people. • We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, perform essential job functions, and receive other benefits and privileges of employment. Please contact us to request an accommodation.
Benefits
• Work directly with the founding team • Unlimited PTO • Career Development Budget • Technology reimbursement • Flexible schedules built on trust • [Remote, US] We are open to candidates living anywhere in the United States, with a preference for candidates in Eastern Time Zone (EST). • TRAVEL EXPECTATIONS • This role requires regular travel to build and maintain relationships with state and federal agency stakeholders. Expect to travel approximately once or twice per month, with occasional spikes around procurement cycles, conferences, and offsites.
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