About this opportunity
Digi Pro lists this CMO opportunity in northern, Kentucky. Review the employer’s description below for duties, qualifications and application requirements.
Job description
Fractional Chief Marketing Officer (CMO)
Location: Remote (United States)
Commitment: Approximately 5 hours per week
Employment Type: Fractional / Contract
About the Companies
InsurePro is a specialized insurance operations partner delivering underwriting support, policy servicing, claims administration, payroll audits, analytics, and back-office services for carriers, MGAs, PEOs, wholesalers, and brokerages. The company combines deep Workers' Compensation expertise with scalable operations and AI-enabled workflows.
InsureComp is an AI-enabled underwriting and pricing platform that helps insurers, MGAs, and PEOs automate eligibility, underwriting, pricing, and analytics to make faster and more informed underwriting decisions.
Together, our mission is to modernize insurance operations through a combination of technology, domain expertise, and operational excellence.
Position Overview
We are looking for an experienced Fractional Chief Marketing Officer to serve as a strategic marketing advisor for both InsurePro and InsureComp.
This is an executive-level strategy role, not a hands-on marketing execution position. You'll work directly with the founders to refine our market positioning, accelerate growth in the US insurance market, build thought leadership, and create scalable go-to-market strategies.
The ideal candidate has significant experience marketing within the Property & Casualty (P&C) insurance industry , with strong relationships and knowledge across carriers, MGAs, PEOs, brokers, TPAs, and InsurTech companies.
Key Responsibilities
Work with the digital marketing agency to come up with the overall marketing strategy for both companies.
Define clear positioning for InsurePro (outsourced insurance operations) and InsureComp (underwriting technology).
Build a scalable US go-to-market strategy.
Advise on brand positioning and messaging.
Guide account-based marketing (ABM) initiatives targeting enterprise insurance organizations.
Review website messaging, sales decks, case studies, and collateral.
Recommend demand generation strategies for enterprise sales.
Build thought leadership initiatives including webinars, industry content, whitepapers, and speaking opportunities.
Advise on conference strategy (WSIA, TMPAA, NAPEO, InsurTech events, etc.).
Mentor the internal marketing team.
Help establish KPIs and marketing dashboards.
Identify strategic partnerships and channel opportunities.
Recommend AI tools and marketing automation to improve efficiency.
Participate in a weekly leadership strategy meeting.
Required Experience
15+ years of B2B marketing leadership.
Previous experience as a CMO, VP Marketing, or Head of Marketing.
Deep knowledge of the US Property & Casualty insurance market.
Experience working with one or more of: Insurance Carriers
Managing General Agents (MGAs)
Program Administrators
PEOs
Retail Brokers
Wholesalers
InsurTech companies
Strong understanding of the insurance buying cycle.
Experience supporting long enterprise sales cycles.
Preferred Qualifications
Experience marketing solutions related to:
Workers' Compensation
Policy Administration
Insurance Operations Outsourcing
AI in Insurance
Insurance Data & Analytics
SaaS Platforms
Success Measures
Within the first 6-12 months, the Fractional CMO will help us achieve:
Stronger market positioning for both InsurePro and InsureComp.
Increased brand visibility across the US insurance industry.
A predictable enterprise lead generation strategy.
Higher-quality marketing assets and sales enablement content.
A structured content and thought leadership program.
Improved marketing ROI and executive reporting.
Better alignment between sales, marketing, and product strategy.
Time Commitment
Approximately 5 hours per week
Monthly marketing review
Available for strategic consultation as needed
Compensation
Competitive hourly rate or monthly retainer, based on experience.
Ideal Candidate Profile
We are looking for someone who has already built and scaled marketing for an insurance, InsurTech, or insurance technology company . This individual should understand the buying behavior of carriers, MGAs, PEOs, brokers, and enterprise insurance organizations, and be able to translate that experience into practical strategies that accelerate growth for both InsurePro and InsureComp. Experience with executive networking, industry events, analyst relations, and AI-driven B2B marketing will be a significant advantage.
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Who can apply
Review the original listing for work authorization, qualifications and employer requirements.