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The Venture Codex

Hivers and Strivers

10424 Down Patrick Ln, Great Falls, VA, 22066, United States

Overview

Hivers and Strivers, a Virginia-based angel investment group, supports companies founded by graduates of the U.S. Military Academies.

Total investments
7
Lead investments
2
Investments · 12mo
1
Active investors
1

Sector focus

  • Financial Services
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Investment portfolio

  • boodleAI

    Participated · Seed · Dec 2025

    BoodleBox offers a single, secure interface that aggregates leading AI models such as GPT-5.1, Claude, Gemini, Perplexity, and LLAMA, enabling responsible, multi-user collaboration. Its proprietary token-reduction technology can lower AI operating costs and environmental impact by up to 96 % while maintaining enterprise-grade security and FERPA compliance. Launched in Q4 2024, the platform is already used at more than 1,200 higher-education institutions and over 100 workforce teams, with 80 institutions deploying BoodleBox’s AI infrastructure to serve 70,000+ faculty, staff, and students. Key features include custom bot building, AI coaching, team collaboration, and data portability that lets graduates retain their AI-assisted work. The company addresses the widening AI-skills gap by providing affordable access to tools that 66 % of employers now require, yet only 24 % of low-income students can reach. With fresh capital, BoodleBox plans to deepen its higher-ed presence, enhance product capabilities, and enter sectors such as corporate training, public sector, and specialized industries. It will also relocate its headquarters to Colorado Springs, Colorado, to capitalize on a favorable business environment and tech talent pool.

  • SquareDash

    Participated · Equity · Mar 2024

    SquareDash provides claim funding plus a subscription-managed billing service that administers billing, payment, and collections for roofing and restoration businesses. The platform is targeted at contractors typically in the $2 million to $15 million revenue range and aims to solve cash-flow challenges tied to insurance claims. Founded in 2022 by U.S. Navy veteran Matt Fruge and based in Fort Worth, Texas, the company was built from the founder’s prior roofing experience. SquareDash offers same-day payment on approved claims and a subscription option to outsource the billing and collections workflow. The company plans to use new capital to expand its payment advance and subscription services, grow the team, and invest in sales and marketing. Financially, SquareDash announced it has raised over $20 million in total financing and has added a credit facility to support operations and growth.

  • Parlay

    Participated · Seed · Feb 2024

    Parlay’s core product is a SaaS Loan Intelligence System (LIS) that complements existing Loan Origination Systems to streamline digital customer onboarding, information verification, and AI-powered decision management for SBA and small business loans. The LIS expedites eligibility verification and identifies best-fit loan products for applicants, aiming to unlock legacy bottlenecks that have limited community lenders. The company says its platform enables lenders to increase loan volume, improve operational efficiency, and maximize profitability without increasing risk. Parlay positions its technology as a way for community banks and credit unions to better compete and serve local businesses in the $1.4 trillion small business lending market. The company plans to expand product development, deepen integrations with existing systems of record, and grow its network of community lenders and mission-driven financial institutions. Stephen Schroder will join Parlay’s board as the company continues to scale and deepen partnerships with JAM FINTOP network banks. Parlay is an Alexandria, VA-based embedded fintech software company that provides a small-business loan readiness platform for community banks and credit unions. Its platform helps small businesses maximize their eligibility for loan products while increasing loan quality, throughput, and efficiency for lenders. The company partners with community banks and credit unions to extend more loans to small businesses. Parlay raised $1.3M in a Pre-Seed round. CEO Alex Mcleod said the pre-seed funding enables the company to continue fulfilling its mission of partnering with community banks and credit unions to extend more loans to small businesses.

  • Tumble

    Led · Seed · Oct 2022

    Tumble operates a proprietary smart laundry software platform and app that converts shared washers and dryers into connected, revenue-generating assets while providing residents an all-digital experience. Core features include cashless payments, real-time machine availability and cycle tracking, remote locking, push notifications, predictive maintenance and Smart Support for issue reporting. The company says its platform frees onsite teams at least 52 hours per year on average, enables 90% of maintenance to be handled remotely and resolves 99% of service tickets; it is deployed in thousands of units across California with multiple property management partners. Founded in 2019 and launched in San Francisco in 2021, Tumble reports it has quadrupled its market share and plans expansion to 25 additional major metros and 200 cities nationwide, including Chicago and NYC in 2023. Tumble is also preparing a pickup-and-delivery service to let consumers earn using existing apartment laundry rooms and to broaden consumer-facing offerings. The company intends to use new funding to scale its platform nationwide and support the upcoming delivery service.

  • LeaseLock

    Participated · Series A · Apr 2018

    LeaseLock builds an AI-powered lease insurance product (LeaseLock Zero Deposit™) that eliminates security deposits and deploys directly within native online leasing checkouts. It integrates with property management system integrations and data science to underwrite and deliver coverage, which the company says drives conversion lift and instant coverage on every lease. LeaseLock has insured over $1 billion in leases to date and reported 400% growth in apartment homes on the platform in 2020, reaching more than 1.5 million homes. Key customers include Greystar, Cushman Wakefield, Avenue5 Residential, Harbor Group, LMC, RKW Residential, Goldman Sachs, ColRich, GoldCor, Olive Tree, TruAmerica, White Oak, Trinsic, and Goodman Real Estate. Clients are measuring six-figure NOI lift per asset, which LeaseLock says results in millions in portfolio asset value increases. Management says it will double down on its core deposit replacement product while investing in new insurance lines, payment and receivables technology, and market channels as it expands into an AI-powered financial technology platform for enterprise real estate. LeaseLock is a Los Angeles, CA–based insurance technology product for the rental housing market that replaces security deposits with insurance. Renters pay a low monthly fee starting at $19 that insures the property for up to six times rent and damages. The company has enrolled over 1,000,000 apartment homes across multifamily portfolios, including Lennar Multifamily Communities (LMC), Avenue5 Residential, United Apartment Group, and Bainbridge. Led by founder and CEO Reichen Kuhl, LeaseLock completed a $10M Series A to support growth. The company intends to use the funds to expand sales and marketing efforts and to broaden and accelerate product development. The product targets multifamily operators by offering an alternative to traditional security deposits. LeaseLock offers a technology-powered insurance product for the residential rental market that replaces traditional security deposits by issuing an insurance policy that protects properties for all rent payments. Its underwriting uses a predictive risk algorithm so approved applicants can pay a LeaseLock fee that is translated into an insurance policy. The product is positioned to help renters with poor credit secure leases without cosigners or high deposits while also improving credit scores. Property managers benefit from higher lease conversion, reduced default losses, and improved cash flows, which can increase property values. Since launching earlier in the year, LeaseLock has enrolled property managers representing over 500,000 units with properties launched across 14 states and is approved to offer its rent-payment insurance in 49 other states. The program is backed by insurance rated A- by A.M. Best and supported by a $4 billion multiline reinsurer.

Team