Go-To-Market (GTM) Strategy & Demand Gen Lead

Location: Chicago, IL Headquarters

Type: Full-time, in office

Company Stage: Early-stage / startup

We're a small, fast-moving team building something genuinely new. The right person for this position is highly organized, naturally prioritizes the work that moves the top line, and doesn't need a fully built playbook to get started. Early-stage startup life means shifting priorities, lean resources, and high expectations — and that energizes you rather than slows you down. If you're looking for a structured corporate environment with defined processes and a large support team, this probably isn't the right fit. If you want real ownership, real impact, and the chance to build something from the ground up, keep reading.

About Us - Our Mission & Vision

At Autopilot, our mission is to free people up to do what they do best by automating everything else. We are building the infrastructure layer that powers autonomy in motion across the physical world — including sports, fitness, logistics, healthcare, and more. Our systems help robots move, record, deliver, train, and connect in real-world environments that have historically lacked modern tooling. Our values are simple and non-negotiable: Do Good. Have Fun. Make Money. We believe these are mutually reinforcing, and we work hard to uphold them as we grow.

We move fast, operate scrappy, and care deeply about building something that works.

Benefits

You will be eligible to participate in company benefits and perks, which currently include:

Base Salary + Annual bonus potential
100% Employer-covered Health, Dental, and Vision Insurance
401(k) – Company-administered plan
Flexible PTO – Time off as needed, coordinated with your team
Travel Reimbursement – Reimbursed in accordance with company policy, where role-related travel is required
Team & Culture Events – Team offsites, social events, and company-sponsored activities

Benefits and policies may be updated from time to time at the company’s discretion.

The Role

We're looking for a hands-on demand generation marketer who owns the channels, systems, and accountability that move prospects from first touch to booked meeting. You'll run paid media across Meta and Google, manage HubSpot email workflows, drive organic growth through SEO and GEO, coordinate content, and keep the full funnel healthy and visible. You'll set vertical- and channel-level lead targets, track and report them weekly, fix what's broken without being asked, and partner directly with Sales to ensure marketing output actually converts. If you thrive owning a full demand gen function independently in a fast-moving environment, this is the role.

What You’ll Own

Demand Generation — Your Primary Job

Own the full demand gen function: email, paid ads (Meta & Google), SEO/GEO, and top-of-funnel content — with one goal: qualified leads into the pipeline
Set channel-level lead targets, track them weekly, and be the person accountable when numbers are off
Build and optimize campaign architecture across verticals as our strategy evolves
Partner closely with Sales on lead quality, handoff cadence, and feedback loops so marketing output actually converts

Paid Media — Meta & Google Ads

Run Meta and Google Ads end-to-end: strategy, campaign build, creative testing, audience management, compliance, and weekly optimization
Sync audiences between HubSpot and ad platforms for retargeting and lookalike campaigns
Report on click-to-meeting conversion

Email Marketing & HubSpot

Own and optimize HubSpot email workflows — welcome sequences, re-engagement campaigns, event-based triggers, and lead nurture tracks
Work with our existing AI-powered email system — you don't need to build it, but you need to understand it, feed it, and improve it
Monitor enrollment metrics, open rates, reply rates, and workflow health — and fix what's broken without waiting to be asked
Manage vendors: enforce quality standards, push back on weak work, and own the output that goes out under Autopilot's name
Understand the difference between marketing sequences and sales sequences — and run both tracks correctly

SEO / GEO & Organic Growth

Own organic search — keyword strategy, on-page optimization, and content briefs targeting facility operator and enterprise buyer personas
Build content that surfaces on both traditional search and AI-generated answer engines
Track rankings, organic traffic trends, and pipeline attribution from organic channels

Content Orchestration

Brief, manage, and coordinate content — you don't need to write everything, but you own the calendar and the quality bar
Oversee posting cadence across Instagram, YouTube, and Facebook — working with the Marketing Manager once hired

Funnel Health & Reporting

Own demand gen funnel visibility from first touch to meeting booked — including lead stage accuracy and handoff quality
Build a weekly marketing performance report covering paid, organic, and email — and present it with insight, not just numbers

What We’re Looking For

You execute, not just strategize

You've personally built and run paid campaigns — not just managed an agency or approved briefs
You can set up a HubSpot workflow, write ad copy, and QA an email sequence in the same week
You're comfortable being the only demand gen voice in the room

You're accountable to outcomes

You track email performance as a matter of habit — not because someone asked
You've set channel-level goals and held yourself to them.
You know the difference between activity and pipeline contribution — and you optimize for the latter

You know the modern marketing stack

HubSpot is where you live — workflows, sequences, campaigns, contacts, and reporting
You've run real paid budgets on Meta and Google and can show the results
You use AI tools (Claude, ChatGPT, or similar) fluently to move faster — on copy, analysis, and creative testing
Familiarity with Clay, BigQuery, Asana, Apollo, or GitHub is a meaningful plus

Experience

4–10 years of B2B marketing experience with a clear emphasis on demand generation
Startup or high-growth company experience — you're used to wearing multiple hats without a playbook

AUTOPILOT

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Go-To-Market (GTM) Strategy & Demand Gen Lead