Head of Brand & Design

Liberate•Boston, MA

About The Position

Liberate is the System of Action for Insurance—deploying insurance-native AI agents across sales, service, and claims to resolve customer requests end-to-end across voice and digital channels. Unlike basic voice bots or horizontal AI platforms, Liberate orchestrates complete workflows with built-in governance, safety controls, and full auditability designed for regulated, long-form customer interactions. We're hiring a Head of Brand & Design to elevate Liberate's brand to match our next chapter of positioning: modern, enterprise-grade, and unmistakably credible in a regulated market. This is a senior player/coach role. You'll lead the brand and creative function end-to-end—setting the bar for craft and consistency while personally shipping high-impact work. You'll also manage existing agency partners and build a small in-house team (expect to hire 1-2 designers). Key context: Our visual identity is directionally locked. The biggest opportunity is to sharpen the voice, tone, consistency, and polish across every channel and customer touchpoint.

Requirements

12-15+ years in brand/design roles with deep hands-on craft (you still design).
Proven experience in Series A-C environments (or equivalent pace/ambiguity), building systems that scale.
Strong portfolio showing:
Brand systems + guidelines (not just one-off campaigns)
Enterprise storytelling (web, decks, narratives that persuade skeptical buyers)
High polish and clear taste
Comfort marketing into regulated or trust-first categories (insurance/fintech/health/security) and translating complexity into clarity.
Strong agency management skills (briefing, feedback, QA, and shipping).

Nice To Haves

Experience building brand in vertical SaaS, workflow automation, contact center tech, or insurance tech.
Motion/interaction design chops (for web and product storytelling).
Experience building executive/event experiences.

Responsibilities

Brand consistency, voice & tone system (your #1 priority)
Establish and own Liberate's voice + tone guidelines (and make them usable across Marketing, Sales, and leadership comms).
Build a "brand QA" operating system that ensures consistency and polish across web, campaigns, sales assets, events, and social.
Create scalable templates and a lightweight brand governance process so teams can move fast without drifting.
Translate positioning into world-class creative (brand → GTM)
Turn our differentiators—System of Action, resolution vs. deflection, governed execution, and auditability—into simple, compelling visual stories that land with insurance execs.
Own the look/feel of core GTM assets: company deck, 1-pagers, proof/ROI visuals, product narrative diagrams, and campaign creative.
Partner closely with Product Marketing to keep message-market fit tight and to evolve how we express outcomes (speed-to-resolution, CX, cost).
Web and lifecycle creative (premium + conversion)
Own design direction for the website experience (page templates, landing pages, conversion flows) and ensure the site reflects "modern + trusted + enterprise-ready."
Partner with Growth/Demand Gen on CRO and paid creative systems (ad-to-landing-page continuity).
Field & events creative (credibility at executive altitude)
Create a premium, cohesive design system for events: executive dinners, conference presence, signage, handouts, follow-up kits.
Make "trust signals" visible in the work (governance, safety, audit trail, enterprise readiness).
Team & agency leadership (player/coach)
Lead and maximize current agencies/contractors; set clearer briefs, tighter review loops, and higher craft standards.
Hire, develop, and coach 1-2 in-house designers over time.
Establish a simple creative ops cadence (intake → brief review → ship).