Head of Advisory

Head of Advisory (Director–VP)

Los Angeles (Hybrid)

About the Role

We’re looking for a Head of Advisory to own and scale Realm’s customer-facing advisory function at the intersection of AI, operations, and the physical world of home renovation.

This role is for a full-stack go-to-market operator — equally strong in customer psychology, systems design, data, and product feedback loops, with a bias toward hands-on execution. You will lead Realm’s front-line revenue team, owning how homeowners move from first conversation to confident commitment, while leveraging AI to scale judgment, consistency, and throughput across the funnel.

You are not just managing a team. You are building the operating system for how humans and AI work together to deliver trust, clarity, and conversion in a messy, real-world category.

This role reports directly to the CEO, is a core member of Realm’s leadership team, and carries real ownership over a profitable, growing business with clear line of sight to significant scale.

This is a full-time, Los Angeles-based hybrid role (3–4 days in office depending on location).

The Job to Be Done

Your core mandate is to scale the current ~8-person advisory team and ~$10M/year revenue business into a $30M+ annual engine within 2 years, while improving quality, efficiency, and margin along the way.

This requires:

• Increasing output without linear headcount growth

• Systematizing judgment and decision-making through AI and tooling

• Turning today’s best practices into repeatable, scalable systems

• Preserving (and strengthening) customer trust as volume increases

About Realm

Realm is on a mission to help homeowners complete renovations and new builds with confidence, ease, and financial clarity. We guide homeowners through the most complex parts of pre-construction — scope, pricing, timelines, permitting, and financing — then match them with high-quality contractors and support them through execution.

Founded in 2019, Realm is building a category-defining platform that blends real-world expertise with AI-powered tooling to transform a historically opaque and fragmented industry. Our small but mighty team is based primarily in Los Angeles (Marina del Rey).

What You’ll Do

Own and Scale the Advisory Business

• Own P&L-level outcomes for the advisory function, including conversion, revenue, efficiency, and customer experience.

• Scale the advisory organization from ~8 advisors and ~$10M in annual revenue to $30M+ without sacrificing trust or quality.

• Design org structure, capacity models, and performance systems that support durable, non-linear growth.

Operate at the Intersection of Humans + AI

• Redesign workflows so AI handles repeatable, judgment-heavy work — freeing advisors to focus on orchestration, empathy, and edge cases.

• Partner closely with Product, Data, and Engineering to shape AI tools using real customer and advisor feedback.

• Continuously evaluate what should be automated, augmented, or eliminated.

Be a Swiss Army Knife Operator

• Move fluidly between strategy, systems design, execution, and frontline problem-solving.

• Diagnose breakdowns across people, process, tooling, and incentives — and fix them fast.

• Build scalable systems while remaining willing to dive in personally when reality demands it.

Build, Coach, and Raise the Bar

• Hire, develop, and retain elite advisory talent.

• Set clear goals, metrics, and accountability tied directly to business outcomes.

• Create a high-performance culture grounded in ownership, clarity, and customer obsession.

Be the Voice of the Customer

• Translate frontline insights into product, pricing, and policy improvements.

• Identify recurring friction points and turn them into durable competitive advantages.

• Help Realm earn trust at scale in one of the most emotionally and financially complex consumer categories.

What You’ll Need

• 6-10+ years of experience in operations, consulting, marketplaces, fintech, proptech, or other complex customer-facing businesses.

• Proven experience owning and scaling a revenue-generating, customer-facing team.

• Comfort owning ambiguous, multi-variable problems with real financial consequences.

• Strong systems thinker who naturally connects people, process, data, and product.

• Deep obsession with funnels, throughput, and unit economics.

• High fluency with AI tools and excitement about redesigning work around them.

• Exceptional communication, judgment, and prioritization skills.

• Bias toward action, ownership, and measurable outcomes.

• Based in or willing to relocate to Los Angeles, CA.

Nice to Have

• Experience scaling a services-led business toward automation or platformization.

• Background in marketplaces, real estate, construction, fintech, or ops-heavy startups.

Why Join Us?

• Step into a profitable, growing business in a true whitespace category with no direct incumbent and no comparable end-to-end competitor.

• Own and scale a core revenue engine from $10M → $30M+.

• Define how AI and humans collaborate in the physical world — not just software.

• Massive autonomy and real leverage over company trajectory.

• Competitive compensation and meaningful equity.

• A high-bar, high-trust team building something genuinely new.