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Remote Chief Operating Officer Insurance Jobs in Massachusetts

Partner with the CEO to drive strategic priorities and executive initiatives, engaging the CFO and ... Demonstrated success operating in fast-paced, dynamic, and ambiguous business environments.

We are a team of founders, operators and designers with experience successfully bringing software ... A true co-creation model in which you operate as CEO with FutureSight's cross-functional team as ...

This position reports to the Chief Operating Officer of Middle Market . This is a full time, exempt role. Position is eligible for Hybrid or Remote work arrangement. POSITION OVERVIEW: The Sr. ...

Partner with the CEO to drive strategic priorities and executive initiatives, engaging the CFO and ... Demonstrated success operating in fast-paced, dynamic, and ambiguous business environments.

This position reports to the Chief Operating Officer of Middle Market . This is a full time, exempt role. Position is eligible for Hybrid or Remote work arrangement. POSITION OVERVIEW: The Sr. ...

$125K - $150K/yr

... CFO and CEO) to maximize account engagement and long-term success. • Build a network of ... Basic Life Insurance, Short-Term & Long-Term Disability, 100% employer-paid * Quarterly ...

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Remote Chief Operating Officer Insurance information

What is the difference between Remote Chief Operating Officer Insurance vs Remote Insurance Underwriter?

AspectRemote Chief Operating Officer InsuranceRemote Insurance Underwriter
Required CredentialsLeadership experience, industry knowledge, often MBA or similarLicenses, underwriting certifications, industry knowledge
Work EnvironmentExecutive leadership, strategic planning, cross-departmental oversightAnalyzing applications, assessing risk, decision-making within underwriting guidelines
Employer & Industry UsageInsurance companies, large brokerages, industry leadership rolesInsurance carriers, underwriting firms, risk assessment departments

The Remote Chief Operating Officer Insurance focuses on strategic leadership and overall operations management within insurance organizations, requiring executive experience. In contrast, the Remote Insurance Underwriter specializes in evaluating insurance applications and assessing risks, typically requiring underwriting-specific certifications. Both roles are vital in the insurance industry but differ significantly in responsibilities and required credentials.

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The most popular types of Chief Operating Officer Insurance jobs in Massachusetts are:

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For Remote Chief Operating Officer Insurance jobs in Massachusetts, the most frequently searched job titles are:

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The top searched job categories for Remote Chief Operating Officer Insurance jobs in Massachusetts are:

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Cities in Massachusetts with the most Remote Chief Operating Officer Insurance job openings:

Co-Founder & CEO - AI E-commerce Operations System

FutureSight

Boston, MA • On-site, Remote

Full-time

Re-posted 29 days ago


Key responsibilities

  • Lead pilots with ecommerce sellers, convert them to paid engagements, and build the go-to-market motion

  • Partner with the product and engineering team to ship V1 and iterate on user feedback

  • Lead the seed raise, supported by the company's network and traction


Job description

The Opportunity
FutureSight is seeking a Co-Founder & CEO to lead Omnex, an AI-native operating system for multi-channel ecommerce sellers, currently in build at our studio. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Today's e-commerce businesses run on fragmented software and manual coordination. Sellers operating across Amazon, Shopify, eBay, Walmart, and other channels constantly switch between dashboards, reconcile conflicting data, and make hundreds of operational decisions every day across pricing, inventory, advertising, fulfillment, and customer support.
The opportunity sits within a global ecommerce market exceeding $1 trillion in annual GMV, where millions of sellers increasingly operate across multiple channels but lack any unified operational intelligence layer.
Market Context
Omnex replaces this fragmented workflow with an autonomous, multi-agent AI workforce. Instead of giving sellers another dashboard, Omnex continuously understands the business, reasons across every sales channel, and proactively executes operational decisions-from optimizing pricing and inventory to managing advertising, forecasting demand, and coordinating customer support. Every AI agent shares the same business context, learns from outcomes, and works together to optimize the business as a whole.
About FutureSight
FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale.
You'll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth.
The Partnership
  • Founder equity with meaningful ownership from inception
  • Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
  • Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
  • Investor and advisor network across logistics, vertical AI, and early-stage capital markets
  • A true co-creation model in which you operate as CEO with FutureSight's cross-functional team as your partner
What you'll own
As Co-Founder & CEO, you will set the venture's direction and lead its execution.
  • Strategy - Refine the ICP, pricing model, and product positioning
  • Customer Development - Lead pilots with ecommerce sellers, convert them to paid engagements, and build the go-to-market motion
  • Product - Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
  • Capital - Lead the seed raise, supported by FutureSight's network and traction
  • Team - Recruit and lead the founding team, and establish the cultural foundation of the company
Co-Founder Profile
  • Previous founding experience at a venture-backed company
  • Demonstrated success in B2B SaaS go-to-market, including sales and customer engagement
  • Fundraising fluency, with the ability to develop investor narratives and close capital
  • Proven ability to attract, develop, and retain top talent
  • Clear-eyed understanding of the risks and demands of co-founding a venture-backed company
  • Direct experience in ecommerce - operated a multi-channel business, sold software into this market, or built tools for ecommerce sellers at scale
  • Network within the ecommerce seller community (Amazon sellers, Shopify operators, 3PL partners)
How to Apply
Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate.
FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.