VC 414
Venture capitalMilwaukee · Pre-Seed–Seed · 3 people tracked
Investment thesis
VC 414 invests at the intersection of people and prosperity, backing innovative B2B and B2B2C companies at the pre-seed and seed stages. The firm targets startups that advance frontline industries and workers, solve legacy problems, and build wealth in order to strengthen the foundation of a more sustainable and prosperous economy. It sources operators who are well-networked in their industries but may be under-networked in venture, then applies its connections and industry expertise to unlock opportunities and accelerate growth.
Source: firm website, verified Aug 3, 2026.
Team · 3 people
from the firm's website & public directoriesWhat they invest in
from 14 of 20 portfolio companiesSaaS ×9AI & Machine Learning ×4EdTech ×3Fintech ×3HR Tech ×3Cybersecurity ×2Enterprise Software ×2Future of Work ×2
HQs:United States×5
Investments · 20 tracked
founders shown can be your intro pathArbol is a student financial success platform that helps higher education institutions improve enrollment, retention, and completion by guiding students through financial aid decisions and requirements.
EdTechFintechSaaSBuffalo, US
Ben Andre(Executive Officer, Director)Osho Jha(Executive Officer)Siddhartha Jha(Executive Officer, Director)Philippe Heilberg(Executive Officer, Director)
Avistar is a cloud security platform that performs read-only discovery of machine identities — service accounts, API keys, CI/CD tokens, OAuth grants, and AI agents — across AWS, Azure, and Google Cloud, then maps findings to compliance controls (NIST 800-171, CMMC 2.0, FedRAMP, SOC 2, HIPAA, NYDFS 500).
Cloud ComputingCybersecuritySaaS
Career Highways provides a skills intelligence platform that gives HR and workforce teams visibility into employee skills, readiness, and workforce risk without replacing existing HR technology.
Future of WorkHR TechSaaS
Chantico Technology provides portfolio management software that brings comprehensive clarity to financial management.
Data & InfrastructureFintechSaaS
Gina Sanchez(Co-Founder, Chief Executive Officer)inGregory Hansen(Co-Founder, Chief Technology Officer, Full Stack Engineer)in
GenAI-enabled platform optimizing residential rental marketplace occupancy for property managers and renters.
Ann Arbor, US
Andrea Taylor(Executive Officer, Director, Promoter)
Mastertech.ai is an AI platform for auto repair shops that cross-references CARFAX vehicle history, shop records, and OEM service schedules to flag overdue services, build estimates, and assist with diagnostics using OEM procedures, TSBs, wiring diagrams, and MOTOR labor guides.
AI & Machine LearningMobility & TransportationSaaS
Outfox Health is a network optimization platform for employers that guides employees to lower-cost, higher-quality in-network facilities using a plan's real contracted rates and clinical outcome data.
Digital HealthHealthtechInsurTech
RequestFOIA develops cloud-hosted software for managing public records and Freedom of Information Act (FOIA) requests, with features including customizable dashboard workflows, a redaction tool, multi-department request controls, and audit trails.
GovTechLegalTechSaaSBurlington, US
Rex Academy provides a plug-and-play AI and technology education program for institutions such as workforce organizations, nonprofits, staffing agencies, and degree-granting schools, including virtual instructors, curriculum, a secure LMS, and support.
AI & Machine LearningEdTechFuture of WorkMilwaukee, US
Sharely provides an API that lets fintechs, investment apps, and neobanks embed tax-efficient charitable donations directly inside their apps.
FintechImpact & Social GoodSaaS
SocialCrowd provides a platform that automates employee contests and incentive programs, automatically tracking progress toward goals and dispensing rewards.
Enterprise SoftwareHR TechSaaSIrvine, US
Raphael Akinsipe(Executive Officer, Director)
BoardPaul Doran(Director)
TEAMology provides emotional wellness and mental fitness tools for K-12 schools, including an AI-and-human check-in product (TEAMTalk), research-based social-emotional learning curriculum aligned with MTSS and PBIS frameworks, and professional development for educators.
EdTechMental HealthWellness & Fitness
Portfolio news
latest coverage across their companiesChantico Technology · newsbywire.com · Dec 11, 2025
Frequently asked questions
- What stage does VC 414 invest at?
- VC 414 invests at the Pre-Seed, Seed stages.
- What sectors does VC 414 focus on?
- VC 414 focuses on Advanced Manufacturing, Consumer, EdTech, Enterprise Software, Fintech, GovTech, Healthtech, Impact & Social Good, PropTech, SaaS.
- Where is VC 414 located?
- VC 414 is headquartered in Milwaukee, US.
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