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Role Description

Endear is hiring a Head of Product to lead vision, strategy, and execution across our product organization during a pivotal phase of growth. This role owns the product function end-to-end, from discovery and roadmap strategy to delivery and measurable business impact.

• Translate company goals into clear product outcomes.
• Build momentum around a compelling product vision.
• Ensure we ship high-quality, high-impact features that drive adoption and revenue.
• Mentor and develop our Product team.
• Partner closely with Design and Engineering.
• Shape how we incorporate AI and customer feedback into our evolving roadmap.

What You’ll Accomplish

In your first 6 months, you’ll…

• Establish clear product goals aligned with company objectives.
• Develop and align the team around a cohesive product vision.
• Assess how the team is currently working and identify opportunities to improve efficiency.
• Improve product processes to increase clarity, speed, and accountability.
• Create a consistent framework for incorporating customer feedback into roadmap decisions.
• Assist in evolving our product, design & engineering processes for an AI-native world.

In your first year, you’ll…

• Deliver roadmap initiatives that measurably improve adoption and revenue.
• Build and mentor a high-performing product team grounded in ownership and psychological safety.
• Establish scalable planning and execution systems that support continued growth.
• Shape a clear and differentiated AI product strategy.

Qualifications

• Using AI tools to build, plan & execute on product initiatives.
• Leading product strategy and roadmap development for B2B SaaS platforms.
• Translating company goals into clear product priorities, metrics, and outcomes.
• Partnering closely with design and engineering to ship meaningful product improvements.
• Building and improving product development processes in fast-moving teams.
• Driving product decisions through customer research, usage data, and market insight.
• Incorporating emerging technologies, including AI, into product thinking and roadmap planning.
• Operating in early-stage or growth-stage startups where priorities evolve quickly.
• Developing and mentoring Product Managers while maintaining strong product execution.

Values

At Endear, we live by five core principles. Here’s how they translate into what we’re looking for in this role:

• Customer First: Prioritize real customer problems over internal assumptions.
• Take Ownership: Own outcomes, not just outputs.
• Enable Autonomy: Build clear product strategy, priorities, and processes.
• Under Promise, Over Deliver: Set realistic expectations for product initiatives.
• Innovate & Deliver Value Quickly: Balance thoughtful strategy with a bias toward action.

About the Team

You’ll partner most closely with:

• Head of Product Design: strategy, feedback, and design system development.
• Product Team: roadmap alignment, priorities, and merchant needs.
• Engineering Team: feasibility, implementation, and iteration.
• Executive Team: align product strategy with company goals.

Our Hiring Process

• 20–30 minute screen with a recruiter.
• Behavioral interview with the hiring manager.
• Panel interview with key team members.
• Final conversation with Co-Founder & CTO.
• Offer 🎉

Compensation & Benefits

• Base Salary: $175-205k.
• Equity Eligible.
• Fully remote team.
• Comprehensive healthcare (medical, dental, vision).
• Co-working or home office stipend.
• Flexible PTO and unlimited vacation.
• Opportunity to shape foundational product work in a transformative industry.

Apply Even If You Don’t Check Every Box

If this role excites you but you’re unsure if you meet every requirement, reach out anyway. We care about skills, motivation, and how you think more than we do about perfect resumes.