
ManchesterStory Group
Financial History
Leadership Team
Key people at ManchesterStory Group.

Key people at ManchesterStory Group.
# High-Level Overview
ManchesterStory Group is a venture capital firm headquartered in Des Moines, Iowa, that specializes in early-to-growth stage investments across InsurTech, FinTech, and HealthTech sectors.[1][2] Founded by Dave Miles and Matt Kinley, the firm leverages 80 years of combined experience in insurance, financial services, and healthcare to identify and scale transformative startups.[6] ManchesterStory's mission centers on connecting exceptional entrepreneurs with strategic capital and industry relationships, positioning itself as a bridge between innovative founders and established carriers seeking to accelerate internal innovation.
The firm's investment philosophy emphasizes deep sector expertise and hands-on partnership. ManchesterStory acts as a lead investor in approximately 75% of its deals, working directly alongside portfolio companies to drive operational and strategic advancement.[6] By evaluating over 1,000 deals annually while investing in roughly 10 companies, the firm demonstrates a highly selective approach grounded in rigorous market analysis.[5] This disciplined methodology, combined with privileged access to insurance company strategic partners based in Des Moines—the epicenter of the U.S. insurance industry—creates a distinctive information advantage that guides investment decisions and positions ManchesterStory as a favored partner to emerging companies seeking to disrupt traditional financial services and healthcare delivery models.
ManchesterStory Group emerged from a recognition that the insurance industry, despite its scale and importance, remained largely untouched by venture capital innovation. Founded by Dave Miles and Matt Kinley, the firm was built on the premise that decades of experience navigating high-growth companies could be channeled into identifying exceptional management teams capable of solving major industry problems.[1] The founders' deep roots in Des Moines—home to major insurance carriers and a growing technology community—provided natural access to both capital sources and market intelligence that would prove invaluable.
The firm's geographic positioning in Iowa's insurance hub became a strategic asset rather than a limitation. Rather than competing in crowded coastal venture markets, ManchesterStory cultivated relationships with insurance company strategic partners who sought exposure to early-stage innovations that could accelerate their own digital transformation initiatives.[1] This symbiotic relationship created a virtuous cycle: carriers gained access to promising startups, while ManchesterStory gained an information edge and preferred investor status. The firm's evolution reflects a broader maturation of the venture ecosystem, where specialized expertise and industry relationships increasingly matter more than pure capital availability.
ManchesterStory's founding partners bring 80 years of combined experience specifically in insurance, financial services, and healthcare sectors.[6] This isn't generalist venture capital; it's domain-specific expertise that allows the firm to evaluate startups with nuanced understanding of regulatory constraints, competitive dynamics, and customer adoption patterns that outsiders might miss. As the firm notes, while over $40 billion has flooded into early-stage InsurTech globally in recent years, ManchesterStory's competitive advantage lies in its ability to maintain focus and deliver the specialized expertise that strategic partners expect.[5]
Based in Des Moines, ManchesterStory uniquely benefits from relationships with major insurance carriers who actively invest alongside the firm and engage with its portfolio companies.[1] This network creates multiple value-add mechanisms: portfolio companies gain credibility and potential customers, carriers gain innovation exposure, and ManchesterStory gains market intelligence that informs deal sourcing and investment thesis refinement. The firm functions as a trusted intermediary in an industry historically skeptical of external disruption.
ManchesterStory leads 75% of its investments, meaning the firm takes board seats, shapes strategy, and maintains ongoing operational involvement rather than serving as a passive financial backer.[6] This hands-on approach attracts founders seeking more than capital—they gain access to industry relationships, operational expertise, and strategic guidance from investors who understand their market intimately.
The firm's evaluation of 1,000+ deals annually while investing in approximately 10 companies reflects an exceptionally high bar for entry.[5] This selectivity, combined with deep sector knowledge, means portfolio companies benefit from being part of a curated cohort of truly exceptional founders and businesses rather than being diluted within a massive portfolio.
ManchesterStory operates at the intersection of two powerful trends: the digital transformation of financial services and healthcare, and the maturation of venture capital as an industry-specific rather than purely generalist endeavor. The firm is riding the wave of InsurTech disruption—a sector that has attracted over $40 billion in venture funding globally within the past five years—but with a crucial difference: it combines capital with genuine industry expertise and relationships.[5]
The timing is particularly significant. Insurance carriers face existential pressure from changing consumer preferences, regulatory evolution, and the rise of digital-native competitors. Rather than building solutions internally, many carriers now recognize that venture partnerships offer a faster path to innovation. ManchesterStory has positioned itself as the trusted intermediary in this transition, effectively serving as an innovation arm for the insurance industry while maintaining founder-friendly terms and genuine partnership mentality.
The firm's influence extends beyond individual portfolio company outcomes. By consistently identifying and funding companies that address real pain points in insurance, financial services, and healthcare administration, ManchesterStory shapes which problems get solved first and which founders gain access to capital and relationships. The firm's backing of companies like Penguin AI—which raised $29.7 million to tackle the $1 trillion administrative burden in healthcare—demonstrates how ManchesterStory's capital and network can accelerate solutions to systemic industry challenges.[7]
ManchesterStory Group represents a compelling model for specialized venture capital in mature industries. Rather than chasing the latest consumer app trends, the firm has built sustainable competitive advantage through deep expertise, strategic relationships, and disciplined capital deployment in sectors where traditional players are desperate for innovation.
Looking forward, several trends will likely shape ManchesterStory's trajectory. First, regulatory pressure on financial services and healthcare will only intensify, creating more opportunities for compliant, innovative solutions—exactly the firms ManchesterStory targets. Second, as insurance carriers accelerate digital transformation, the demand for proven InsurTech solutions will grow, potentially creating favorable exit opportunities for portfolio companies. Third, the convergence of InsurTech, FinTech, and HealthTech—all sectors where ManchesterStory invests—suggests the firm may increasingly back companies solving problems at the intersection of these industries.
The firm's influence will likely expand as successful portfolio exits validate its investment thesis and attract more limited partners seeking exposure to financial services and healthcare innovation. In an era where venture capital is becoming increasingly specialized and relationship-driven, ManchesterStory's model of combining capital with genuine industry expertise and strategic partnerships offers a blueprint for how venture firms can create durable competitive advantage in mature, regulated industries. The question isn't whether ManchesterStory will remain relevant, but rather how quickly it can scale its impact while maintaining the specialized focus that makes it valuable in the first place.
Key people at ManchesterStory Group.