Director of Product, FutureFit
$150-185k
Canada: CAD $135,000 - $165,000
End-to-End career transition platform
Be an early applicant
End-to-End career transition platform
21-100 employees
Be an early applicant
$150-185k
Canada: CAD $135,000 - $165,000
21-100 employees
Company mission
To empower individuals, employers, and communities to thrive in our new world of work by building better pathways between people, skills, and opportunities.
Role
Who you are
- Experience managing a team of PMs, TPMs, or designers directly — you know how to grow people, not just manage a roadmap
- Track record owning a company-level (not just single-domain) product roadmap and reconciling it against real engineering and data capacity
- Comfort running recurring cross-functional cadences — planning, gates, exec and board updates — as the person who owns the mechanism, not just a participant
- Strong metrics fluency — you can define a metrics stack from scratch and run a review cadence that drives decisions, not just report numbers
- Experience translating strategy into durable documentation (OKRs, strategy decks, roadmaps) that a broader org and external stakeholders rely on
- Demonstrated stakeholder management across engineering, GTM/CS, and, ideally, enterprise or government customers
- B2B SaaS, govtech, or workforce technology experience preferred; multi-stakeholder platforms — where the end user, the buyer, and the operator are different people — are a strong plus
What the job involves
- The Director of Product is the operating backbone of FutureFit AI's product team — the person who turns company-level strategy into a shipped, sequenced, resourced roadmap, and who makes sure every stakeholder — engineering, data, GTM, and our customers — knows what's coming and why
- This is not a strategy-only seat: you will manage a team of builders (three Sr
- TPMs and a Design Lead) while personally owning the connective tissue across their domains: the integrated roadmap, the capacity model, the metrics that tell us whether the product is working, and the cadences that keep several functions moving in the same direction
- Team Leadership: 4 direct reports — 3 Senior TPMs and 1 Design Lead
- Integrated Roadmap & Capacity Plan: a single source-of-truth roadmap across all product domains, reconciled against actual engineering and data capacity
- Cross-Company Product Cadences: the bridge meetings, monthly gates, and quarterly planning sessions that keep Build, GTM, and leadership in sync
- Product Metrics, Tracking & Ops: the north-star and domain-level metrics stack, instrumentation standards, and the operating rhythm that makes metrics actionable
- Product Strategy Contribution & Documentation: the living strategy docs, OKRs, and narrative artifacts that keep the roadmap grounded in “why.”
- Competitive Landscape & Analysis: ongoing competitive intelligence, with particular attention to AI-native and agentic entrants in workforce tech
- Stakeholder Management: executive, board, customer, and cross-functional relationships that sit above any single domain and need great artifacts about what’s happening now, next, and later with the solution, and why
- Manage 4 direct reports (3 Sr. TPMs, 1 Design Lead) — set goals, run 1:1s, give craft feedback on PRDs, discovery, and design work, and grow each of them toward their next level
- Build the operating norms — rituals, discovery rhythms, documentation standards, craft bar — that let a small, high-context team punch above its weight
- Be the escalation point when a Sr. TPM or the Design Lead needs help unblocking a stakeholder, resolving a scope fight, or navigating a resourcing conflict
- Maintain a single, coherent roadmap across every product domain — reconciling individual Sr. TPM roadmaps into one view that leadership and GTM can trust
- Own the capacity plan: translate roadmap commitments into engineering, data, and design capacity, flag conflicts early, and make the sequencing trade-offs when demand outstrips supply
- Partner with the VP of Engineering and VP of ML & AI to keep the roadmap grounded in what's actually buildable each sprint and quarter
- Re-forecast and re-sequence in response to new state contracts, compliance deadlines, or shifting priorities — while maintaining trust in the overall accuracy and predictability of the roadmap
- Run the recurring mechanisms that keep the company aligned: monthly stage gates, bridge-building syncs with GTM and CS, and quarterly planning sessions
- Own the meeting architecture for product so time in the room is spent deciding, not reporting status
- Represent product in company-wide and board-level updates, translating roadmap progress into language executives and customers care about
- Own the product metrics stack end-to-end: definitions, instrumentation, dashboards, and the review cadence that makes metrics part of how decisions get made
- Roll up domain-level metrics owned by each Sr. TPM into a company-level view tied to FutureFit's north star — lifetime wages over cost to serve
- Build and maintain the product ops backbone — the tooling, templates, and processes that keep the org's PDLC running without heroics
- Own the living strategy documents — product strategy deck, OKRs, EOS-style artifacts — keeping them current as market, customer, and company context shifts
- Translate executive-level objectives into key results that describe the work to be done in the next 2-3 quarters in a format that the broader team, board, and customers can use as a reference of record
- Facilitate quarterly OKR refinement and ensure domain-level objectives ladder up to company strategy
- Maintain an ongoing view of the competitive landscape in workforce tech and adjacent AI-native entrants, refreshed on a regular cadence rather than produced ad hoc for a single deal
- Translate competitive intelligence into roadmap and positioning implications that Build leadership and GTM team can act on
- Brief Sales, CS, and leadership ahead of competitive deals or RFPs
- Be the day-to-day product point of contact for engineering, data, GTM, and CS leadership — the person those teams call when they need a product answer
- Manage relationships with state agency and workforce intermediary stakeholders on cross-cutting product questions that sit outside any single Sr. TPM's domain
- Keep the CPO and executive team informed with the right signal, at the right altitude, at the right time — no surprises
Our take
One of the key problems with assessing and predicting labor market trends comes from the difficulty of finding comprehensive, accurate, and meaningful data. FutureFit is a labor intelligence company helping people and companies algorithmically chart out career roadmaps, including proactive upskilling, job exploration, and placements.
The company draws from a competitively broad pool to train its algorithm, including marketplace profiles, existing job titles and labor market intelligence. This has won FutureFit's platform impressive industry recognition, including from the US Department of Education, and has put it head to head with the likes of Google and Harvard.
The pace of technological and robotic development has set a backdrop of unprecedented change for the labor market, leaving people and companies grappling with human redundancies and a shifting landscape of new career paths and skill sets. Further, with funding secured, FutureFit is accelerating product innovation and growth. With these meaningful navigation tools, the company seems set to continue its impressive growth.
Steph
Company Specialist at Welcome to the Jungle
Insights
23% employee growth in 12 months
Company
Funding (2 rounds)
Mar 2022
$4.5m
EARLY VC
Oct 2018
$0.8m
GRANT
Total funding: $5.3m
Company benefits
- Dual hubs: experience the best of both worlds with our offices in vibrant Toronto and bustling New York
- Founder access: work shoulder-to-shoulder with our visionary founding team to shape the future of AI
- Growth investment: Accelerate your career with our dedicated professional development budget
- Unlimited time off: recharge and explore with our trust-based, limited paid time off policy
- Comprehensive healthcare: rest easy with our robust health coveage, proioritizing your well-being
- Tech enablement: Stay cutting-edge with our technology reimbursement program
- Flexible lifestyle: Achieve work-life harmony with our flexible, trust-based scheduling
- Future-proof savings: Build your financial security through our 401k plan 🇺🇸
Company HQ
Civic Center, New York, NY
Leadership
Hamoon Ekhtiari
(CEO)Previously Founder of Audacious Futures. Has been on the Global Summit at Singularity University and a Speaker at Peace Talks Community.
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