Head of Product, IC; NYC

Real Self is a 20‑year‑old consumer marketplace at an inflection point.

We’re trusted by millions of people making deeply personal, high‑stakes decisions about aesthetic procedures. Our content, community, and physician network are unmatched—but our product needs to evolve to meet modern expectations around search, personalization, AI, and conversion without disrupting a meaningful existing revenue engine.

We’re hiring a hands‑on Head of Product to lead that transformation. This role is for a scrappy, opinionated leader who knows how to modernize a legacy platform without breaking what works
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You’ll partner closely with engineering, data, sales, and executive leadership to define the product roadmap, prioritize ruthlessly, and ship improvements that drive user growth, engagement, and provider revenue.

You will be our most senior product hire. Today, this is a high‑impact IC role with broad ownership. Over time, it has the potential to grow into a team leadership role as we expand the organization.

If you’re excited by complex two‑side marketplaces, trust‑heavy consumer products, and building leverage with limited resources, this role will stretch you in all the right ways.

You’ll have end‑to‑end ownership of Real Self’s product experience, including:

• consumer experience (discovery, inspiration, trust, lead conversion).
• Provider tools and monetization surfaces.
• Advertising and booking products for providers and brands.

You won’t do this alone, but you will be accountable for product strategy, prioritization, and outcomes.

• Define and drive Real Self’s product strategy and roadmap in partnership with the VP of Operations, Head of Sales, Data Analytics Lead, and Head of Engineering.
• Lead modernization of a legacy platform, balancing speed, technical reality, and revenue protection.
• Translate strategy into clear product requirements and execution plans.
• Own roadmap prioritization across consumer, provider, and revenue initiatives.
• Partner with our UX agency to ensure designs meet real user needs and business goals.
• Use data, experimentation, and research to inform decisions and influence stakeholders.
• Collaborate closely with engineering to ship continuously (A/B tests, features, and platform improvements).
• Shape how AI, search, personalization, and recommendations show up in the product.
• Establish product discipline where needed—without slowing momentum.
• Lay the groundwork for an ambitious multi‑year growth strategy across traffic, engagement, and monetization.
• This is a role for someone who can create leverage, not someone waiting for perfect resourcing.

• Consumer traffic growth, engagement, and retention.
• Conversion to leads and bookings.
• Provider revenue driven by ads, leads, and bookings.

• The product feels intuitive, sticky, and genuinely delightful.
• Users return not just for answers, but for inspiration and connection.
• Providers see Real Self as a meaningful growth channel.
• The roadmap is clear, focused, and execution‑driven.

• 16 engineers (frontend, backend, full‑stack), plus QA, Dev Ops, and data engineers.
• Dedicated data analysts and external data governance support.
• UX design via a capable agency.
• No TPM, no dedicated researcher, no growth team (yet).
• High autonomy, fast iteration, strong opinions backed by data.

• 7+ years of product management experience on complex products.
• Deep experience with two‑side marketplaces.
• Proven ability to operate across consumer + B2B use cases.
• Experience building or evolving trust‑heavy products.
• Strong instincts around search, recommendations, personalization, and AI‑powered experiences.
• Hands‑on experience modernizing legacy platforms.
• Comfort operating as a solo or lead PM in ambiguous environments.
• Excellent written and verbal communication—especially when pushing back with data.
• Track record of shipping and learning fast, with a strong experimentation mindset.

• Experience at both startups and scaled companies.
• Background in…