Head of GTM – HiJenny.ai (Seed-stage, consumer AI startup)

Role overview

HiJenny is looking for a Head of GTM to build and own our go-to-market engine from the ground up. You’ll be the first senior sales leader, responsible for turning strong product–market pull into a repeatable, scalable revenue motion across homeowners and the ecosystem of contractors and partners we serve.

About HiJenny

HiJenny is the home project layer for the next million homeowners. We pair homeowners with the right contractors using same-scope bidding (every contractor bids against the exact same scope, so you're comparing apples to apples), site visits before bids (not after), and a permanent home record that saves every decision, finish, warranty, and contractor across every project a homeowner ever runs.

The platform is built around Jenny — your home manager. Not a chatbot. Not a tool you check once and forget. A character with a voice, a way of working, and a permanent file on your home.

What you’ll do

Own the revenue number

- Define and be accountable for ACV, pipeline, win-rate, and payback targets appropriate for a seed-stage, high-growth consumer business.

- Build dashboards and simple operating rhythms so the founding team has clear visibility into funnel performance and forecast.

Build GTM strategy and motion

- Design the initial sales and partnerships strategy: who we sell to (homeowners, contractors, marketplaces, lenders, designers), how we package and price, and how we win.

- Codify a repeatable sales process from first touch to close and handoff, including qualification, discovery, solution design, proposal, and onboarding.

Stand up the sales function

- Start as a player-coach: run your own deals while designing the org you’ll eventually lead.

- Hire, ramp, and manage a small, high-output team (AEs, SDRs/BDRs, and/or partner managers as appropriate to the motion).

Drive pipeline generation

- Partner with founders and marketing to create and test outbound and inbound playbooks, including content, events, and channel partnerships (e.g., contractor networks, design firms, marketplaces).

- Build and iterate on outbound sequences, talk tracks, and objection handling tailored to both homeowners and trade professionals.

Close strategic accounts and partnerships

- Personally own and close early high-leverage relationships (top contractor networks, agencies, marketplaces, local partners) that can unlock step-function access to demand.

- Negotiate commercial terms that balance near-term revenue with long-term ecosystem value.

Create tight product feedback loops

- Bring structured, quantified feedback from prospects, customers, and partners back into product and operations to shape roadmap and pricing.

- Partner with product and ops to craft offerings that align incentives across homeowners and contractors while preserving trust and transparency.

Build systems, not heroics

- Select and implement the initial sales stack (CRM, engagement tools, reporting) and keep it lightweight but rigorous.

- Document processes, playbooks, and best practices so the team can scale beyond you.

Who you are

- 10+ years in revenue-generating roles, with 5+ years leading sales or GTM teams in early-stage (seed–Series A) consumer-focused startups.

- Experience building a consumer-focused sales motion from near-zero: you’ve been the first or one of the first sales leaders and know how to go from founder-led selling to a scalable team.

- Track record of exceeding revenue targets in fast-moving environments, ideally where you had to create playbooks, not just run them.

- Comfortable being hands-on: you enjoy prospecting, running calls, and closing as much as you enjoy strategy and management.

- Strong operator: fluent with CRMs (Hubspot), funnel metrics, experimentation, and building simple, actionable reporting.

- Excellent communicator who can earn trust with homeowners, contractors, and investors alike.

- Low-ego, collaborative, and excited to work closely with founders and early team members in a resource-constrained environment.

Location and compensation

- Location: Flexible within the U.S., with a preference for time zones that overlap core collaboration hours with the founding team.

- Compensation: Competitive base salary, performance-based variable comp, and meaningful equity appropriate for an early executive hire.

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Head of GTM