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RE

Head of Operations, InsurePro

Rex
United StatesRemotefull_timeVerifiedPosted 13 Nov 2025
💰 $150,000/yr($100,000/yr$150,000/yr)

About the role

Company OverviewRex is a privately held ecosystem of entrepreneurial ventures led by Peter Rex, spanning real estate private equity, technology, insurance, and AI. We build businesses and investment platforms that generate both exceptional financial returns and meaningful societal impact. At the core of our strategy is investor engagement: attracting aligned capital partners who share our long-term vision. We are building the most compelling investor-facing ecosystem in the private markets. The role offers exposure to a uniquely diverse platform, combining institutional-quality real estate and high-growth tech ventures, all aligned under a singular mission-driven vision.
About UsOur mission is to catalyze human flourishing through stewardship, serving people in all nations. We seek a transcendent impact, second to none, crossing geographies and making a permanent mark on history.We aim to uplift investors, foster flourishing families, create enduring trust, and contribute to a more beautiful world through our investments, products and services, and new ventures.Our investments are primarily in real estate, with additional allocations to tech, energy, and alternatives, employing a downside-protected, long-term approach to investing. We are grounded in timeless morals and seek to preserve and grow both investor capital and our own.
The OpportunityRex is hiring a Head of Operations to turn InsurePro’s early success into a scaled, enduring insurtech platform. The company is profitable and scaling, with a strong foundational book and carrier partners in place. This operator will own performance across sales, technology, and operations, ensuring speed, discipline, and accountability in execution to drive profitability at scale. Expert in customer success and retention, ensuring a seamless client experience that drives renewals, referrals, and long-term loyalty. Cultivates and expands carrier relationships, deepening existing partnerships while forging new ones that unlock growth, provide more selection, and create a pricing advantage. The ideal candidate has 6–9 years of experience, including P&L responsibility and a proven record of operational excellence in insurance and tech. Must command deep knowledge of the insurance landscape, including distribution, underwriting, and compliance, paired with sharp commercial instincts and fluency in leveraging technology and AI to drive efficiency and growth. Brings world-class people management and go-to-market chops, exceptional sales leadership, and a disciplined approach to triaging risk, keeping order, and maintaining compliance. Proficient in full-stack marketing, from website and SEO/AEO to digital ads, events, and social media, integrating brand, growth, and performance marketing into a unified engine that drives demand and accelerates sales velocity. Thrives in building systems, scaling teams, and continuously improving operational and client-facing processes to maximize growth and retention. Owns the systems, rhythm, and metrics that turn early traction into durable scale. Must be missionary to the bone, client-obsessed, and passionate to catalyze human flourishing via insurtech. Fully remote.


About the Role

Rex is hiring a Head of Operations to turn InsurePro’s early success into a scaled, enduring insurtech platform. The company is profitable and rapidly expanding, with a strong foundational book and carrier partners already in place.This leader will own performance across sales, technology, and operations, ensuring speed, discipline, and accountability in execution to drive profitability at scale. You will be the connective tissue between product, sales, marketing, and carrier relations—ensuring operational precision, customer retention, and sustainable growth.You’ll cultivate carrier relationships, deepen existing partnerships, and forge new ones that unlock growth, improve selection, and create a pricing advantage. You’ll architect systems and rhythms that transform early traction into enduring scale, balancing innovation and compliance while keeping the customer at the center of everything.This is a hands-on, high-impact role for an operator with deep insurance and tech experience, proven P&L ownership, and the ability to translate strategy into flawless execution.


Key Responsibilities

  • Drive operational excellence across sales, marketing, and client operations to achieve profitability and scale.
  • Design and own systems that integrate sales, underwriting, and customer success workflows for efficiency and accountability.
  • Oversee customer success and retention, ensuring a seamless client experience that drives renewals, referrals, and long-term loyalt

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Company

Rex

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