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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.