Workforce Sales Lead

FutureFit AI

$130K — $160K *
US-AnywhereRemote in United States
Education, Government & Non-Profit
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in state government or workforce development sectors.
  • Strong understanding of state government procurement processes.
  • Established relationships with state agency leaders and stakeholders.
  • Ability to navigate complex multi-stakeholder environments.
  • Experience managing long sales cycles with a consultative approach.
  • Excellent written and verbal communication skills.

Responsibilities

  • Drive the state government sales pipeline from initial contact to contract signing.
  • Manage full-cycle sales activities, including discovery and proposal development.
  • Build and maintain trusted relationships with various stakeholders in the purchasing process.
  • Collaborate with RFP strategists to create precise and compelling responses.
  • Monitor state budget cycles and federal funding trends to inform business strategy.
  • Contribute to the development of a scalable sales playbook.
  • Ensure internal teams are aligned on customer needs and deal context.

Benefits

  • Work closely with the founding team.
  • Enjoy unlimited paid time off (PTO).
  • Receive support for career development.
  • Get reimbursed for necessary technology expenses.
  • Benefit from flexible schedules based on mutual trust.
Full Job Description
Your Role

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.

You will be the primary day-to-day driver of our state government pipeline: running discovery, navigating procurement, building multi-stakeholder relationships, and getting contracts signed. You'll work in close partnership with our Chief Commercial Officer, who leads our Growth and Customer Success teams and will be a hands-on collaborator. You'll also work alongside teammates who own RFP strategy, partnerships, and sales enablement, and you'll flex into other market segments when the opportunity is right.

The right person for this role understands how state agencies make decisions, knows how to earn credibility in rooms where technology skepticism is high, and has the patience and persistence that long-cycle government sales demands. This is a builder role: you will help shape the playbook, not just execute it.

What You'll Own
  • State government pipeline: Identify, qualify, and pursue opportunities with state workforce agencies, state labor departments, and state economic development bodies. Own the pipeline from first contact through signed contract.


  • Full-cycle sales: Run discovery, manage multi-stakeholder relationships, develop proposals, navigate procurement, and close deals. You don't hand off to a closer - you are the closer.


  • Stakeholder credibility: Build trusted relationships across the buyer org - from program directors and workforce commissioners to procurement leads and deputy secretaries. You earn influence through substance, not just presence.


  • RFP collaboration: Work closely with teammates who own RFP strategy and policy to ensure our responses are sharp, differentiated, and accurate. You bring the customer context; they bring the institutional knowledge.


  • Market intelligence: Stay close to state budget cycles, policy priorities, federal funding flows (WIOA, TAA, and others), and competitive activity. Use that intelligence to time outreach, shape messaging, and inform our GTM strategy.


  • Playbook development: Help define and refine how FutureFit AI sells to state government. Document what works, surface patterns, and contribute to a repeatable motion that scales beyond you.


  • Internal alignment: Keep Customer Success, Product, and leadership in the loop on deal context, customer needs, and signals from the market. Sales doesn't operate in a silo here.


Who You Might Be

We care more about deep knowledge of this space and a relevant network than a traditional sales re9sume9. The right person could come from several backgrounds - here are a few profiles we'd be excited about:

  • The former agency leader. You ran a state workforce agency, regional board, or workforce program. You know how these systems work from the inside, you have relationships across the ecosystem, and you're ready to bring that credibility to bear in a commercial role. You may not have carried a quota before - but you've influenced decisions at scale and know how to get things done in government.


  • The govtech sales veteran. You've sold technology or SaaS to state agencies - in workforce, labor, social services, economic development, or a closely adjacent space. You understand procurement, you know how to navigate a multi-stakeholder buying process, and you have a pipeline instinct.


  • The workforce consultant or intermediary. You've worked at a national intermediary, consulting firm, or philanthropy-funded organization operating at the intersection of policy and practice. You have deep relationships with agency leaders, you understand the funding landscape, and you've done business development even if it wasn't called that.


  • The policy-to-commercial crossover. You came out of federal or state workforce policy - DOL, a governor's workforce office, a state labor agency - and you're ready to bring that institutional knowledge into a growth role. You understand how decisions get made at the state level better than almost any career salesperson would.


If you don't fit neatly into one of these profiles but believe you're the right person for this role, we encourage you to apply and tell us why.

Your Experience
  • 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.


Bonus Points

  • 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 Education

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.

Job benefits
  • Work directly with the founding team
  • Unlimited PTO
  • Career Development Budget
  • Technology reimbursement
  • Flexible schedules built on trust


Location

[Remote, US] We are open to candidates living anywhere in the United States.

Travel Expectations

This role requires regular travel to build and maintain relationships with state agency stakeholders. Expect to travel approximately once or twice per month, with occasional spikes around procurement cycles, conferences, and offsites.

Compensation

The base salary range for this role is USD $130,000 to $160,000, benchmarked to the middle of the market for comparable venture-backed companies. Variable compensation is tied to closed ARR and will be discussed during the hiring process. This range reflects the varying levels of expertise and responsibilities that will be determined through the interview process, based on applied experience and other criteria established by the hiring committee. Compensation ranges are reviewed regularly and adjusted to reflect market conditions.

Hiring Journey

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
  • Be Curious
  • Drive to Outcomes
  • Raise the Bar
  • Speed Matters
  • Own It
  • We Over Me


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.


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