Deployment Strategist
Fulcrum
Product, Operations
San Francisco, CA, USA
Posted on Oct 11, 2025
Deployment Strategist
San Francisco
Go To Market
In office
Full-time
About the Role
As an AI Deployment Strategist at Fulcrum, you will be responsible for the end-to-end success of our enterprise customers — the top 100 insurance brokerages adopting AI to transform their operations. You'll own the technical implementation, change management, and adoption strategy that turns a Fulcrum contract into measurable business impact.
Insurance brokers are under pressure: rising client expectations, talent shortages, and the need to operate more efficiently. Fulcrum's AI platform automates critical workflows — from proposal generation and coverage comparison to policy checking and loss run analysis. As an AI Deployment Strategist, you'll ensure these capabilities are not just deployed, but deeply embedded into how brokerages work.
This role sits at the intersection of customer success, technical implementation, and product development. You'll work directly with brokerage executives and operations teams to understand their unique needs, then collaborate with Fulcrum's forward-deployed engineers to configure, customize, and integrate solutions. You'll drive adoption through hands-on enablement, measure impact through data, and expand the platform's footprint by proving value.
About Fulcrum
Fulcrum is re-wiring the insurance-brokerage industry with AI agents that let brokerages grow revenue without adding headcount. Our platform already saves customers thousands of hours and millions of dollars every year.
- Rocket-ship growth. We’ve grown 5× in the last six months—and accelerating.
- Extreme ownership. You’ll work directly with enterprise users and ship end-to-end products that save them hours every week.
- Bleeding-edge problems, real impact. Tackle tough AI and product challenges whose wins show up immediately in customer workflows.
- In-person collaboration. Join a lean, staff-level team (ex-Affirm, Uber, DoorDash, McKinsey) working side-by-side in San Francisco; we believe the best ideas are fostered in an in-person environment.
- Top-of-market rewards. Competitive base salary plus meaningful founding-team equity.
What You’ll Do
- Own Customer Implementations: Manage the full deployment lifecycle for enterprise accounts — from scoping custom requirements and designing rollout plans to coordinating technical integration with internal systems (AMS, CRM, document repositories).
- Drive Adoption at Scale: Develop and execute change management strategies that ensure teams actually use Fulcrum. Train CSRs, producers, and leadership; create workflows and playbooks; monitor usage and intervene where adoption lags.
- Translate Business Needs into Technical Requirements: Immerse yourself in brokerage workflows (renewals, remarketing, submissions, policy servicing) to identify automation opportunities. Work closely with forward-deployed engineers to translate these into scoped, implementable solutions.
- Partner with Forward-Deployed Engineers: Collaborate daily with engineering teams to configure Fulcrum for unique customer environments — whether that's custom data integrations, workflow automations, or specialized AI models.
- Serve as Trusted Advisor: Act as the primary strategic contact for enterprise customers. Guide executives and operations leaders through AI transformation, helping them reimagine processes and unlock new capabilities.
- Measure and Communicate Impact: Quantify ROI through metrics like hours saved, throughput increases, error reduction, and revenue impact. Lead quarterly business reviews with executives to showcase value and identify expansion opportunities.
- Feedback Loop to Product: Synthesize patterns across deployments to surface product gaps, feature requests, and opportunities for platform improvement. Influence roadmap decisions based on frontline customer insights.
Who You Are
- 4–8 years of experience in one or more of: management consulting, technical account management, solutions engineering, insurance brokerage operations, or AI/SaaS deployment roles.
- Technical fluency: Comfortable working alongside engineers to scope integrations, troubleshoot technical issues, and understand system architecture. You don't need to code, but you can speak the language.
- Customer implementation expertise: Proven track record managing complex, multi-stakeholder rollouts — coordinating across customer teams, internal engineering, and product to deliver on time and drive adoption.
- Strong stakeholder management: Able to build trust and influence with senior executives, while also rolling up your sleeves with frontline teams to understand day-to-day pain points.
- Analytical and impact-driven: Skilled at defining success metrics, tracking progress, and translating technical capabilities into business outcomes.
- Bias toward action in ambiguity: Thrives in fast-moving environments where requirements aren't always clear and solutions need to be invented, not just implemented.
- Excellent communicator: Can translate complex technical concepts for business audiences and articulate business needs for engineering teams. Comfortable leading executive presentations and workshops.
Preferred Experience
- Background in insurance brokerage (operations, client service, technology) or insurtech
- Exposure to AI/ML product deployments or automation platforms
- Experience with enterprise integrations (APIs, data pipelines, AMS/CRM systems)
- Prior work in a deployment strategist, solutions consultant, or forward-deployed role at a technical company
First name *
Last name *
Email *
LinkedIn URL
Resume *
Click to upload or drag and drop here
By applying you agree to Gem's terms and privacy policy.
Save your info to apply to other roles faster & help employers reach you.
Req ID: R21