Founding Deployment Strategist

Responsibilities Drive value and outcomes. Own the bridge between technical implementation and business adoption. You're accountable for the customer achieving the outcomes they signed up for, not just a successful go-live. Strategic consulting. Join during the sales cycle to define what we'll deliver and the desired customer outcomes. Lead discovery sessions to map workflows and identify high-value use cases before the deployment team is committed. You determine what Liberate needs to build; the deployment team scopes and builds it. Relationship building. Act as the primary bridge between C-suite sponsors, frontline end-users, and our deployment team. Keep every level of the customer's organization aligned on what's being built, why, and what good looks like. Own change management and adoption. Train end-users and build internal champions so the software actively solves the business problem and the customer achieves their desired outcomes. Drive continuous product improvement. Feed what you learn in the field back to Product and Engineering so it makes its way into the core product. Every deployment should make the platform stronger and more repeatable. Grow the account. Map the customer's organization to find where we can deliver more value, and turn proven results into expansion across lines, functions, and teams.

Qualifications Must Have High EQ. You read people and rooms well, and you build trust quickly at every level of an organization. Presence with clients and real relationship acumen. Executives take your calls and frontline teams want to work with you. Value-oriented. You anchor everything to the outcome the customer is trying to reach and can quantify it. Strong project management skills. You can execute, manage timelines and dependencies, and drive steady progress across teams. Technical acumen. You can translate between business needs and what's technically possible, and hold your own with engineers. Strong at stakeholder alignment, internal and external. You keep customers, product, and engineering pointed in the same direction. Experience: 7+ years in customer-facing roles (customer success, solutions, implementation, consulting, or product), including time owning enterprise relationships and outcomes. Willing to travel to customer sites as engagements require (roughly 25–40%).

Bonus: insurance, fintech, or another regulated industry, or experience with AI-native or enterprise SaaS deployments. What Success Looks Like Customers reach time-to-value fast and expand Liberate across lines, functions, and teams. Liberate becomes mission-critical to how customers handle their sales, servicing, and claims. You're the trusted advisor bridging customers, product, engineering, and growth. You help define how Liberate runs customer relationships and deployment engagements as we scale across the industry.

Compensation &

Benefits Competitive salary with equity options Comprehensive health, dental, and vision insurance Flexible PTO Flexible, hybrid work environment out of our San Francisco or Boston office Collaborative, high-ownership company culture TTC; $185,000 - $260,000 plus equity

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