AI Transformation
Not strategy decks about AI. Actual implementation — agentic workflows, LLM integration, automation systems, and executive dashboards that change how teams operate.
Twenty years inside carriers, agencies, and marketplaces. I come in, find the constraint, build the operating rhythm, and stay long enough to see the number move. No decks about frameworks. Real work on real P&Ls.
Most fractional execs specialize in one lane. I've run all three — simultaneously — inside companies doing tens of millions in revenue.
Not strategy decks about AI. Actual implementation — agentic workflows, LLM integration, automation systems, and executive dashboards that change how teams operate.
Built and scaled insurance marketplaces from zero. Managed $25M+ in media across affiliate networks. Know the unit economics, carrier dynamics, and conversion levers from the inside.
P&L ownership, sales process, vendor accountability, org design, partnership strategy. The operational work that turns a growth plan into actual growth.
Industries: Auto Insurance · Homeowners · Medicare Advantage · Health · P&C · InsurTech · Lead Generation · Marketplace
At a Medicare Advantage operation managing $25M+ in annual media, I designed, built, and implemented the systems that turned raw spend into a performance-driven acquisition engine. These aren't frameworks — they're production systems that ran daily.
Multi-dimensional scoring that evaluates every media source against economic factors (CAC, LTV) and durability factors (conversion, retention) — replacing gut-feel allocation with data-driven partner management at scale.
Historical performance data used to build Ideal Customer Profiles and Media Partner Profiles — aligning the right consumer segments with the right sources and eliminating spend on traffic that fails on economics.
A pricing matrix that ties media costs to actual downstream performance — so every source is priced on what it produces, not what it promises.
A complete real-time bidding system using qualified call triggers, super-shopper indicators, and dynamic pricing based on historical conversion data.
Most insurance and marketplace companies do not have a vision problem. They have a system problem: unclear ownership, noisy data, partner friction, rising CAC, slow execution, or AI ambition without operating clarity.
Volume looks fine. Bind rates, contact rates, and LTV tell a different story — and nobody owns the gap between marketing spend and carrier outcomes.
Channel mix, partner economics, and conversion are drifting in opposite directions. You need one connected P&L view, not four dashboards.
The wrong carriers are getting the best traffic. Partner tiering, payout structures, and routing logic need to be rebuilt against actual downstream performance.
Producers, marketing, product, compliance, and finance are working from different numbers. One operating truth fixes more than any new tool.
The pilots demo well and change nothing. The unlock is agentic workflows tied to real revenue tasks — quoting, routing, retention, reporting.
More meetings, fewer decisions. What's missing is a weekly cadence with clear owners, scorecards, and consequences.
Fractional doesn't mean part-time advice. I sit inside your operating cadence — weekly pipeline, partner reviews, QBRs, board prep — and carry a revenue target while I'm there. When I leave, the system runs without me.
Consultants deliver a deck. Operators deliver a result. My scope is written as outcomes, my week is spent in your standups, and my success is measured by the same metrics your team is measured by.
Flexible models for companies that need clarity, execution, and a leader who can move between strategy and the operating details.
Rapid diagnostic of revenue, operations, partner strategy, marketplace economics, and AI readiness.
Embedded execution with your team to turn diagnosis into operating improvements and measurable traction.
Ongoing CRO or CGO function: part-time presence, senior leadership, full accountability.
Scorecards, QBRs, partner tiering, executive dashboards, pipeline reviews, and team cadence.
Practical AI strategy, agentic workflow design, automation, reporting systems, and adoption.
Strategic counsel for boards and founders navigating insurance, marketplace, or AI decisions.
The questions founders, boards, and operators ask most often before scoping an engagement.
Engagements typically run $8,000–$22,000 per month depending on scope and time commitment, or $1,500–$4,000 per day for project-based work. Most companies start with a scoped assessment before moving to an ongoing retainer.
A consultant hands you a deck. I sit inside the business — board decks, investor calls, hiring, the hard conversations — and I'm accountable for the outcome, not just the recommendation.
Insurance, healthtech, and marketplace companies between $5M and $75M in annual revenue — typically founder-led businesses that need senior growth judgment before they're ready for a full-time hire.
P&C insurance, Medicare Advantage and health, insurance marketplaces and lead generation, and insurtech platforms — anywhere carrier, agency, and marketplace economics intersect.
Most fractional engagements run 3–6 months minimum, with many extending to 12. Assessments are typically 2–4 weeks.
Portfolio companies needing fractional CRO or growth leadership during a hold period or pre-exit acceleration.
Mid-size carriers modernizing distribution, launching direct-to-consumer, or building AI capability.
Series A–C companies scaling marketplace economics or integrating AI into product and operations.
Growth-stage agencies building performance marketing, lead operations, or multi-state distribution.
Lead generation and comparison platforms optimizing unit economics, carrier mix, and conversion rates.
Leadership groups that need a clearer commercial rhythm and a sharper view of what to do next.
If your business is navigating growth, transformation, or AI adoption in insurance or marketplace work, a 30-minute call is enough to know if there is a fit.