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AidQuest

GTM expert to take $2M start-up to $100M

Hybrid

San francisco bay, United states

Freelance

17-11-2025

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Skills

Leadership HubSpot Sales Architecture Autonomy Marketing

Job Specifications

Head of GTM (Contract) — Build the Engine That Takes AidQuest From $2M → $100M

Location: US-Based Only (Remote OK)

Compensation: Competitive Salary + Meaningful Equity

Type: Contract (Long-Term, High-Impact)

AidQuest is the human-powered, AI-enhanced engagement platform trusted by hundreds of home-care agencies across the U.S. With 24/7 live chat, appointment-setting, and intelligent QR-based lead capture, we help agencies convert more website visitors, book more consultations, hire more caregivers, and grow faster.

We’ve hit $2M ARR, profitable, and growing fast — but we’re just getting started.

We are now searching for a Head of GTM (Contract) who can build, operationalize, and scale the GTM engine that takes us from $2M → $10M and ultimately $100M+.

This is a rare opportunity to define the growth architecture of a category-defining company in home-care tech. If you’ve put early-stage startups on a rocket ship and you know how to weaponize AI inside GTM, this is your playground.

What You’ll OwnBuild & Scale the Core GTM Engine
Architect our entire revenue engine from inbound → outbound → partnership → lifecycle → retention.
Build a predictable, compounding MRR machine that accelerates from $2M → $10M → $100M+.
Define the systems, processes, funnel stages, and KPIs that drive revenue predictably.
Hands-On Growth Execution

This is not a pure “strategy” role — you’ll roll up your sleeves and build:

Multi-agent GTM workflows (Apollo + HubSpot + AI agents + enrichment + routing).
Automated AI-powered outreach that scales personalization across thousands of targets.
Experiments across acquisition channels, messaging, positioning, and funnel steps.
Growth loops that compound — referrals, franchise distribution, partner deals, product-led signals.
AI-Native GTM Architecture
Build AI-driven campaign engines and workflows that feel like magic to prospects.
Shape AidQuest’s AI roadmap with product + engineering feedback loops.
Integrate LLM-based enrichment, segmentation, scoring, and outreach automations.
Guide us from “AI-assisted” to “AI-autonomous” GTM.
Cross-Functional Leadership
Work closely with the CEO (current head of marketing), sales team (2 reps), and product.
Transform sales into a high-velocity, data-driven, AI-accelerated operation.
Establish KPI cadence, dashboards, instrumentation, and forecasting.
Drive Market Penetration in Healthcare SaaS
Position AidQuest as the must-have engagement system for every home-care agency.
Accelerate adoption across franchise networks nationwide.
Expand horizontally into adjacent healthcare verticals when the time is right.
What Success Looks Like

You’ve built a GTM system where:

MRR climbs consistently and predictably every month.
Pipelines are enriched, segmented, and prioritized with AI.
Outreach is 10× more efficient due to autonomous AI workflows.
Sales reps hit capacity because your engine fills their calendars with qualified appointments.
Franchise networks adopt AidQuest as a standard.
The path to $100M+ ARR becomes clear and executable.
Who You AreYou’ve Done This Before
Experience driving GTM at a healthcare SaaS company or similar regulated SMB SaaS.
Proven track record taking a startup from early traction to aggressive scale.
You’re a Builder at Heart
You get excited by building systems, not inheriting them.
You thrive in environments with speed, experimentation, and autonomy.
You Speak AI Fluently
Deep familiarity with multi-agent GTM workflows and AI-powered automation.
Hands-on experience with APIs, integrations, and AI-driven GTM systems.
Ability to translate AI capabilities into concrete revenue-generating GTM workflows.
You’re Obsessively Data-Driven
Funnels, attribution, dashboards, and MRR forecasting are your playground.
You build systems that scale without adding headcount.
Why AidQuest?
Massive, underserved industry: Home care is exploding — but still operates like 1999. We are modernizing it.
Proven traction: 800+ agencies use AidQuest technology.
Clear ROI: Agencies using AidQuest grow faster, hire more caregivers, and convert more clients.
Category creation: We’re building the “intelligent engagement layer” for home-care agencies — and almost no one else is doing it.
AI-native growth runway: The opportunities to automate and scale GTM via AI are enormous.
Your impact is immediate: You’re building the revenue engine that defines the next decade of the company.
Ready to Build a Rocket Ship?

If you want to architect the GTM system that takes AidQuest from $2M → $100M+, we want to talk.

Apply or reach out directly: Drop us a message with your background, portfolio, and one moonshot idea you’d execute in your first 60 days.

About the Company

Our mission is to empower home care agencies to engage with their potential customers, caregivers, and referral sources by using our powerful human powered live-chat platform. Studies show that about 90% of website visitors leave the site without taking any action. A Professional and reliable human powered live-chat service increases engagement with website visitors and will increase the number of client and caregiver leads for agencies. Know more