Executive leadership for B2B InsurTech companies

Rethink how InsurTech companies grow.

RethinkCXO helps early-stage B2B InsurTech companies scale revenue, build commercial organizations, and enter the U.S. market through experienced executive leadership and deep insurance-industry relationships.

RethinkCXO · Growth strategies that turn InsurTech innovation into revenue.

Where we engage

Interim CEO leadership, Fractional CRO execution, U.S. market entry, commercial strategy, partnerships, and profitable growth for B2B InsurTech companies.

Explore Services
Proven InsurTech Experience

InsurTech Operating Results

$120M+

Venture Capital Raised in InsurTech

$20M ARR

InsurTech Revenue Generated

400

Scaled InsurTech from 25 to 400 Employees

What we do

Operator-led growth for B2B InsurTech.

RethinkCXO works inside the business—helping founders, boards, and investors translate insurance technology innovation into a repeatable commercial engine and stronger operating results.

Interim CEO

Leadership through transitions, revenue milestones, pivots, revenue challenges, fundraising, and M&A.

Fractional CRO

Revenue strategy, sales leadership, GTM design, sales and marketing tech stack strategy, team development, pipeline discipline, forecasting, partnerships, and enterprise execution.

U.S. Market Entry

Lead foreign-based InsurTech companies into the U.S. market with the brand positioning, product-market fit, distribution strategy, marketing strategy, relationships, and local market knowledge needed to gain traction.

Growth Strategy

Align sales, marketing, pricing, partnerships, and customer expansion around measurable business outcomes.

Revenue & Partnerships

Build strategic partnerships, develop new revenue channels, and help convert high-value opportunities into signed business.

Product and Market Strategy

Market analysis, competitive analysis, needs analysis, SWOT, U.S. product gap analysis, brand positioning, brand messaging, USP, ICP, and product-market fit.

B2B InsurTech focus

Deep insurance expertise behind every growth decision.

RethinkCXO combines startup operating experience with a practical understanding of how the U.S. insurance ecosystem buys, partners, and scales technology.

Insurance Ecosystem

Understand the roles, economics, and decision paths across agencies, wholesalers, brokers, MGAs, and carriers.

Enterprise Buying Dynamics

Navigate complex stakeholder groups, negotiate procurement processes, and align value with the priorities of insurance executives, operators, and business leaders.

Partnerships and Events

Align with the right system integrators, technology partners, and co-marketing partners while navigating the event ecosystem.

Eric Ayala speaking at an InsurTech conference
About Eric

Built by an operator.

Eric Ayala · Founder, RethinkCXO

Eric Ayala is a startup operator and InsurTech executive who has spent his career building, scaling, and commercializing venture-backed technology companies.

His experience spans U.S. market entry, enterprise B2B sales, strategic partnerships, P&L leadership, and venture capital fundraising—leading startups from early-stage growth to a NASDAQ IPO.

Today, he brings that operating experience to founders, boards, and leadership teams navigating the next stage of growth.

How RethinkCXO works

Operator mindset. Executive accountability.

RethinkCXO is built around hands-on leadership: define the priorities, make the decisions, build the operating discipline, and stay accountable for results.

Customer and market first
Strategy connected to execution
Revenue connected to P&L
Decisions grounded in data
Growth built for repeatability
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Need an experienced operator inside the business?

RethinkCXO works with B2B InsurTech founders, boards, investors, and leadership teams facing a critical growth, revenue, or market decision.

RethinkCXO

Interim CEO · Fractional CRO · U.S. Market Entry · Revenue & Partnerships · Product and Market Strategy

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