Remote Creative Development Jobs in Chicago, IL (NOW HIRING)

Location: Remote (United States or Canada)
Type: US - Full time; Canada - Independent Contractor

We are scaling rapidly and have a growing pipeline of opportunities that demand exceptional talent across disciplines. Our mission is to bring on individuals, from creative producers to technical experts to entrepreneurial leaders, who can help us realize this next chapter of growth.

We are a company of doers. Leaders roll up their sleeves, teams work flat, and everyone contributes to what ships. Titles do not insulate us from feedback or basics. We invite critique, learn quickly, and keep raising the bar. The best ideas win here, no matter where they come from, because clients trust us to deliver the strongest outcomes every time.

Our clients' missions, products, and bottom lines are sacred. We immerse ourselves in their world, becoming stewards of their goals and partners in solving big problems. Every product, strategy, or asset we create must be both beautiful and functional; practical, usable, and designed for real-world impact.

We partner with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centered. We believe AI should amplify human potential, not replace it. From advisory and tooling to implementation and education, we meet clients where they are and help them integrate AI in ways that align with their mission and values. Our goal is to empower teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation.

And through it all, we lead with purpose, care, and ambition. We do meaningful work with people we respect, and we make the ride an adventure worth taking.

Human Agency is hiring a Head of Business Development to lead commercial strategy, pipeline, and growth for our AI solutions. This senior, hands-on role will own go-to-market planning, direct sales of services and product offerings, commercial deal design, and the development of a repeatable business development function. The role combines heavy early execution with the responsibility to build systems that scale sales and improve efficiency over time.

• Lead GTM and pipeline strategy for AI solutions: target segments, messaging, channels, and repeatable sales plays.
• Own direct sales of services and productized solutions: source leads, qualify opportunities, close deals, and ensure clean handoffs to delivery.
• Design commercial and billing models: craft pricing, commission structures, contracts, and terms that align incentives across Human Agency and portfolio engagements.
• Build BD systems and operations: CRM hygiene, funnel definitions, forecasting, playbooks, compensation plans, dashboards, and SLAs.
• Recruit and develop BD talent: hire sellers and account leads, define ramp plans and performance metrics, and create training and career paths.
• Partner with product, design, and delivery teams: translate customer insights into product improvements and ensure commercial motions map to product-market fit.
• Run experiments and commercial diligence: test GTM approaches, validate revenue models for studio investments, and iterate quickly based on market feedback.
• Be accountable for revenue outcomes: set targets, manage forecasts, and report performance to senior leadership.

• Documented go-to-market plan for core AI offerings.
• Standardized commercial model and term framework for studio engagements and services contracts.
• Predictable pipeline and a functioning BD operating cadence (forecasting, reporting, conversion metrics).
• Initial BD hires and a documented hiring and compensation plan.
• First commercial wins: service contracts and at least one monetized studio engagement.
• A dashboard tying BD activity to revenue and unit economics.

• Pipeline coverage and month-over-month pipeline growth.
• New services revenue and ARR attributable to BD activities.
• Funnel conversion rates (lead qualified opportunity closed).
• Gross margin and unit economics on studio engagements.
• Time-to-first-revenue for studio investments.
• Speed and quality of hiring and ramp for BD staff.

Required

• 8+ years in enterprise B2B sales or business development leadership, with experience selling services and complex solutions.
• Proven record of building pipeline and closing deals across multi-stakeholder buying processes.
• Experience designing commercial models, commission schemes, and billing structures.
• Demonstrated ability to build BD systems: CRM, playbooks, compensation, and dashboards.
• Strong negotiation skills and experience structuring creative commercial arrangements.
• Ability to partner with product and delivery teams to align GTM to product-market fit.

Preferred

• Experience selling into complex buyer ecosystems (enterprise, multi-site operators, or similar).
• Experience in a venture studio, incubator, or professional services model that blends services and equity.
• Prior experience hiring and scaling early-stage sales teams.

• Tactical closer who can design scalable strategy.
• Comfortable with heavy early execution and rapid iteration, while building systems to reduce long-term grind.
• High tolerance for ambiguity and a bias for action.
• Strong judgment, humility, and collaborative leadership.
• Commercially rigorous and data-driven.

Reports to: Partners; direct partnership with the Founder and Managing Director of AI Solutions.

• Senior leader compensation with base salary, performance bonuses, commission, and equity participation.
• Remote-friendly (U.S. / Canada). Occasional travel for client meetings, portfolio company engagements, and offsites.

Lead the commercial engine for Human Agency's AI practice. You will build systems and a team, own revenue outcomes, and directly influence product and investment decisions that scale real business impact.

Human Agency is an equal opportunity employer committed to building inclusive teams.