Frontline Strategist, Product Manager

WorkWhile

Product Manager working with enterprise customers to deliver solutions at WorkWhile. Driving product strategy and development while collaborating with engineering teams and customer stakeholders.

Posted 7/16/2026full-timeSan Francisco • California • 🇺🇸 United StatesSeniorLead💰 $190,000 - $200,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in product management and customer engagement, with a strong ability to synthesize customer feedback into actionable product insights. Skilled in leading cross-functional teams and driving rapid prototyping cycles to deliver tailored solutions for enterprise clients.

Highest-signal resume keywords

Product ManagementCustomer EngagementRapid PrototypingCross-Functional CollaborationCommunication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product DiscoveryWorkflow ToolingCustom IntegrationsTechnical Program ManagementSolution Delivery

Soft Skills

High AgencyResiliencePrioritizationConviction in CommunicationComfort in Ambiguity

Industry Keywords

Enterprise DeliveryCustomer-Facing RoleStakeholder AlignmentFeedback LoopOperating Rhythm

About the role

Key responsibilities & impact

Embed with enterprise customers alongside Frontline Engineers, understanding their workflows, their data, their constraints, and where WorkWhile fits (and where it doesn't yet)
Lead discovery and scoping conversations with customer stakeholders, often without a fully defined brief
Own the feedback loop from the field: synthesize what you're seeing across customers into patterns, and surface those patterns as product signal
Define and prioritize what the FDE pod builds — custom integrations, workflow tooling, customer-specific extensions — in collaboration with engineering and the core product team
Make clear calls on build vs. configure vs. escalate: know when a customer problem is a one-off and when it's a product gap
Drive rapid prototyping cycles with the FDE team: get something in front of customers fast, learn from it, and iterate
Partner with core product stakeholders to ensure field learnings influence the roadmap, not just the backlog
Establish the operating rhythm for the FDE pod: how engagements are scoped, handed off, tracked, and closed
Keep cross-functional stakeholders (GTM, Customer Support, Operations) aligned on what the pod is doing and why
Help build the playbook from scratch: this pod will be a reference model for how WorkWhile scales enterprise delivery

Requirements

What you’ll need

7+ years in a product management, technical program management, or highly consultative customer-facing role
“Founder Mode” at the core: you can articulate a big vision, demonstrate high agency, speak truth with conviction, you are resilient and always put the team and mission first
Track record of working directly with external customers or clients, not just internal stakeholders, to define and deliver solutions
Comfort operating in ambiguity: you've scoped work from incomplete briefs before and know how to move forward anyway
Strong written and verbal communication; you can hold a room with a VP of Operations and a conversation with an engineer in the same afternoon
Instinct for prioritization: you know the difference between what a customer is asking for and what they actually need.

Benefits

Comp & perks

Competitive base salary + equity in a high-growth, venture-backed company
Remote work culture with hybrid opportunities in SF, NY, Seattle & Toronto
In-person company offsites
Medical, dental, & vision coverage
Flexible time off
401(k) with employer match
WFH stipend to support your home office needs