Head of Product Strategy Jobs
Head of Product Strategy jobs are open across technology, healthcare, financial services, and enterprise software, at levels from senior manager to VP and C-suite, with specializations in platform strategy, go-to-market, and portfolio roadmapping. See the openings below and apply to the ones that match your experience.
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Shape the future of Upper Hand’s youth sports software by leading product discovery, setting our long-term roadmap, and turning customer insights into measurable results. This is an exciting, transformational opportunity to drive where our product goes next.
About Upper Hand
Upper Hand is a vertical SaaS platform serving youth sports facilities and clubs across North America. We provide sports management software that helps facilities run their operations, from scheduling and registration to payments and facilities management. We're at an exciting inflection point - scaling our customer base and technical infrastructure to support sustainable growth. For more information on how Upper Hand is reinventing the way business is done in youth sports, visit upperhand.com.
Description
We’re looking for a Head of Product Strategy to lead product discovery and define Upper Hand’s long-term product direction. You’ll combine customer conversations, market research, and product analytics to determine which problems we should solve, why they matter, and how we’ll measure success.
This is a hands-on role. You’ll spend time with facility owners, staff, coaches, parents, and athletes; test ideas; evaluate product usage; and translate what you learn into a clear, prioritized roadmap. Your work will connect product investments to improvements in adoption, retention, and customer satisfaction.
You’ll report directly to the COO and work as a peer to the Head of Product Delivery. You’ll lead product strategy, discovery, and roadmap prioritization; the Head of Product Delivery will lead execution and delivery of customer-ready software. Together with Engineering, you’ll maintain a shared understanding of customer needs and connect long-term direction with day-to-day product decisions.
Location: Remote. You should be able and willing to work Eastern Time business hours and travel occasionally to our Indianapolis office.
What You’ll Own
Customer Discovery and Market Insight
- Lead an ongoing discovery program with business owners, facility staff, coaches, parents, and athletes. Observe workflows, validate problems, and test ideas before we build.
- Involve the Head of Product Delivery in discovery conversations to develop a shared understanding of customer needs.
- Know the market and what's next: study market trends, the competitive landscape, and customer segments. Translate your findings into product opportunities and share them across the company.
- Synthesize feature requests and roadmap feedback from Product Delivery’s intake process. Communicate decisions and their rationale to Sales, Support, and customers.
- Bring customer perspectives into decisions across the business.
Product Strategy and Roadmap
- Set the direction: develop a long-term product strategy and multi-quarter roadmap organized around clear themes and measurable outcomes, then rally the company and our customers around it.
- Own the prioritization framework: establish and maintain a transparent prioritization framework that weighs customer value, business impact, supporting evidence, and level of effort.
- Frame the problem: define each initiative through a clear brief covering the customer problem, intended users, supporting evidence, desired outcome, and how we'll measure success.
- Set UX direction: set the high-level UX direction for roadmap initiatives, partnering with Product Delivery and Engineering to translate that direction into practical solutions.
Product Analytics and Outcomes
- Define success metrics for product initiatives and report on adoption, usage, and business impact after launch.
- Establish product analytics: understand how customers engage with both new and existing features, including why some features gain traction while others go unused.
- Turn feedback into insight and action: combine usage data with customer feedback to recommend where we should invest further, simplify the experience, or change direction.
Pricing and Packaging
- Drive pricing and packaging decisions: define feature packages, tiers, and add-ons that meet the needs of different customer segments, and recommend pricing and monetization models in collaboration with the Head of Sales & Marketing, COO, and CEO.
What You’ll Bring
- At least five years of product management experience in B2B2C SaaS, including meaningful experience at a software company with fewer than 100 employees. You’re comfortable doing the work yourself and making progress with limited resources.
- Experience leading customer discovery and translating qualitative and quantitative findings into product direction.
- Demonstrated ability to build a thematic, outcome-oriented, multi-quarter roadmap and a prioritization framework that others understand and trust.
- A track record of defining product metrics and using data to guide decisions, including establishing analytics where they did not previously exist.
- Demonstrated ability to connect product decisions to measurable improvements in adoption, retention, conversion, and expansion.
- Experience driving pricing and packaging decisions.
- A deep appreciation for usability and the ability to make the case for investments in reliability, performance, and user experience.
- Experience using Claude or similar AI tools for roadmap development and prototyping.
- A bachelor’s degree or equivalent practical experience.
Helpful Additional Experience
Experience with software serving youth sports organizations or related markets, such as fitness, children’s activities, or booking and scheduling platforms.
Shape the future of Upper Hand’s youth sports software by leading product discovery, setting our long-term roadmap, and turning customer insights into measurable results. This is an exciting, transformational opportunity to drive where our product goes next.
About Upper Hand
Upper Hand is a vertical SaaS platform serving youth sports facilities and clubs across North America. We provide sports management software that helps facilities run their operations, from scheduling and registration to payments and facilities management. We're at an exciting inflection point - scaling our customer base and technical infrastructure to support sustainable growth. For more information on how Upper Hand is reinventing the way business is done in youth sports, visit upperhand.com.
Description
We’re looking for a Head of Product Strategy to lead product discovery and define Upper Hand’s long-term product direction. You’ll combine customer conversations, market research, and product analytics to determine which problems we should solve, why they matter, and how we’ll measure success.
This is a hands-on role. You’ll spend time with facility owners, staff, coaches, parents, and athletes; test ideas; evaluate product usage; and translate what you learn into a clear, prioritized roadmap. Your work will connect product investments to improvements in adoption, retention, and customer satisfaction.
You’ll report directly to the COO and work as a peer to the Head of Product Delivery. You’ll lead product strategy, discovery, and roadmap prioritization; the Head of Product Delivery will lead execution and delivery of customer-ready software. Together with Engineering, you’ll maintain a shared understanding of customer needs and connect long-term direction with day-to-day product decisions.
Location: Remote. You should be able and willing to work Eastern Time business hours and travel occasionally to our Indianapolis office.
What You’ll Own
Customer Discovery and Market Insight
- Lead an ongoing discovery program with business owners, facility staff, coaches, parents, and athletes. Observe workflows, validate problems, and test ideas before we build.
- Involve the Head of Product Delivery in discovery conversations to develop a shared understanding of customer needs.
- Know the market and what's next: study market trends, the competitive landscape, and customer segments. Translate your findings into product opportunities and share them across the company.
- Synthesize feature requests and roadmap feedback from Product Delivery’s intake process. Communicate decisions and their rationale to Sales, Support, and customers.
- Bring customer perspectives into decisions across the business.
Product Strategy and Roadmap
- Set the direction: develop a long-term product strategy and multi-quarter roadmap organized around clear themes and measurable outcomes, then rally the company and our customers around it.
- Own the prioritization framework: establish and maintain a transparent prioritization framework that weighs customer value, business impact, supporting evidence, and level of effort.
- Frame the problem: define each initiative through a clear brief covering the customer problem, intended users, supporting evidence, desired outcome, and how we'll measure success.
- Set UX direction: set the high-level UX direction for roadmap initiatives, partnering with Product Delivery and Engineering to translate that direction into practical solutions.
Product Analytics and Outcomes
- Define success metrics for product initiatives and report on adoption, usage, and business impact after launch.
- Establish product analytics: understand how customers engage with both new and existing features, including why some features gain traction while others go unused.
- Turn feedback into insight and action: combine usage data with customer feedback to recommend where we should invest further, simplify the experience, or change direction.
Pricing and Packaging
- Drive pricing and packaging decisions: define feature packages, tiers, and add-ons that meet the needs of different customer segments, and recommend pricing and monetization models in collaboration with the Head of Sales & Marketing, COO, and CEO.
What You’ll Bring
- At least five years of product management experience in B2B2C SaaS, including meaningful experience at a software company with fewer than 100 employees. You’re comfortable doing the work yourself and making progress with limited resources.
- Experience leading customer discovery and translating qualitative and quantitative findings into product direction.
- Demonstrated ability to build a thematic, outcome-oriented, multi-quarter roadmap and a prioritization framework that others understand and trust.
- A track record of defining product metrics and using data to guide decisions, including establishing analytics where they did not previously exist.
- Demonstrated ability to connect product decisions to measurable improvements in adoption, retention, conversion, and expansion.
- Experience driving pricing and packaging decisions.
- A deep appreciation for usability and the ability to make the case for investments in reliability, performance, and user experience.
- Experience using Claude or similar AI tools for roadmap development and prototyping.
- A bachelor’s degree or equivalent practical experience.
Helpful Additional Experience
Experience with software serving youth sports organizations or related markets, such as fitness, children’s activities, or booking and scheduling platforms.
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Find Head of Product Strategy JobsHead of Product Strategy Job Market
Who's Hiring
Top Industries Hiring
- Technology & Software
What Employers Look For
The qualifications that appear most often in head of product strategy jobs.
- 8 or more years of progressive product management or product strategy experience
- Demonstrated ability to define and drive multi-year product roadmaps
- Experience collaborating directly with C-suite and executive stakeholders
- Proficiency with competitive analysis, market sizing, and strategic frameworks
- Strong background in OKR setting, portfolio prioritization, and resource allocation
- Bachelor's degree required, MBA or equivalent advanced degree strongly preferred
Tips for Your Head of Product Strategy Job Search
Reframe your resume around portfolio decisions
Head of product strategy roles prioritize strategic bets over feature launches. Rewrite your bullet points to show which markets or product lines you chose to invest in, what you deprioritized, and what business outcome followed each call.
Target companies at a strategic inflection point
Firms hiring a head of product strategy are usually entering a new market, consolidating a product portfolio, or rebuilding their roadmap after a pivot. Look for companies that recently raised a growth round, announced an acquisition, or reshuffled their executive team.
Apply early to roles that fit
Migrate Mate lists head of product strategy openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Prepare a product strategy artifact for interviews
Many hiring panels ask for a live strategy exercise or a take-home brief. Have a one-page written framework ready that shows how you define a market opportunity, set success metrics, and sequence build versus buy versus partner decisions.
Align your narrative to the company's monetization model
A product strategy story that works for a SaaS business won't land the same way at a marketplace or a hardware company. Before your first interview, map how the company makes money and position your past work in that context.
Negotiate scope before negotiating compensation
At this level, the reporting structure, the size of the portfolio you own, and whether you have direct authority over product managers matter as much as pay. Clarify what the role actually controls before the offer conversation starts.
Head of Product Strategy Jobs: Frequently Asked Questions
Which companies are hiring the most head of product strategys?
The companies hiring the most head of product strategys right now include TikTok, Block, and Barings, with the largest share of openings in New York, California, and Colorado, based on current listings on Migrate Mate as of November 2026. Enterprise technology, healthcare platforms, and financial services firms account for a consistent portion of active postings.
How many head of product strategy jobs are remote?
About 60% of head of product strategy openings are fully remote or hybrid as of November 2026, reflecting the senior, cross-functional nature of the role. Strategy-focused positions tied to market research and roadmap planning tend to offer more location flexibility, while roles requiring close coordination with engineering or design leadership are more likely to require on-site or hybrid presence.
How do you become a head of product strategy?
Most people reach a head of product strategy role by building deep experience as a senior product manager or director, then broadening into cross-functional strategy work, competitive intelligence, or business development. Demonstrating that you can own a product vision across a full portfolio, not just a single product line, is the key transition. An MBA or equivalent can accelerate the path, but a strong internal track of strategic decisions with measurable outcomes often matters more.
Can you get hired as a head of product strategy without direct strategy experience?
It's possible if your product management background shows strategic thinking at scale, such as leading a platform consolidation, launching a new business line, or setting multi-year roadmap priorities. Employers will look for evidence that you've influenced business direction, not just shipped features. Framing your resume around investment decisions and market choices, rather than delivery milestones, is the most effective way to close the gap.
What does the head of product strategy interview process look like?
The process typically starts with a recruiter screen, followed by conversations with the CPO or CEO to assess strategic alignment, then a panel with cross-functional leaders in engineering, design, and go-to-market. Most companies include a strategy case or take-home exercise where you define a market opportunity or prioritize a product portfolio. Final rounds often involve a presentation to senior leadership, and reference checks focus heavily on how you influenced decisions at the executive level.
Where can I find and apply to head of product strategy jobs?
You can find and apply to head of product strategy jobs on Migrate Mate, which lists current openings from across the United States. Search for roles that fit your background and apply directly to each listing that matches your experience and the type of company you want to join.
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