Aaron Webster

Enabling amazing founders to build the next thing

📍 United States🔄 Updated September 2026💼 19 investments📅 7 years investing🗓 Last invested Dec 2024
VC🌍 United States
19
Total investments
10
Early stage
3
Mid stage
1
Late stage
7y
Years active

Portfolio

19 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Investor
Dec 2024
Open Ledger aggregates and orchestrates every data source for its customers, allowing AI to execute accounting functions with full financial context.
Investor
Feb 2024
Automate every customer interaction with AI Phone Agents built specifically for enterprise.
Investor
Oct 2023
We’re powering wealth across generations by handling the hardest parts of estate settlement and taking tedious tasks off the plates of anyone who’s experienced the loss of a loved one. Alix was built by the most experienced professionals in the estate settlement industry. We’ve put our years of experience to work, growing a dedicated care team and building an intuitive, AI-powered app to help transfer $84 trillion of wealth, simply and smartly, with personalized plans tailored to the unique needs of every family and estate.
Investor
Jun 2023
Jawnt provides access to the city through unified transit. One Platform: We work with mobility providers to provide benefits and access relevant to your organization. We serve as the liaison between you and all of the providers. A Better Benefit: Organizations provide employees with cash to spend through Jawnt – most choose to fully or partially cover the cost of transit up to a certain amount. Simplified Transit: Employees select exactly what they need and we get them moving. We take care of getting them the access they need and can help with commute planning. Ease of Mind: We make life easy by fully integrating with your payroll system to simplify payment and help your team take advantage of the pre-tax and post-tax savings. Jawnt is supported by world-class investors and notable angels.
Investor
Jun 2023
Castellum.AI’s mission is to help businesses and governments identify and prevent financial crime. We offer the most accurate, reliable and fastest compliance screening solution to identify global financial crime risk across sanctions, PEPs, adverse media, high-risk ownership and more. Castellum.AI eliminate 88% of the false positives that slow down compliance teams at banks, fintechs and global companies. Our platform is designed to meet the evolving needs of compliance teams, enabling seamless integration into KYC/KYB onboarding, real-time monitoring, transaction screening and supply chain compliance processes.
Investor
Mar 2023
YellowBird is an EHS and Risk Management platform that seamlessly connects skilled workers to both short- and long-term jobs whenever needed, removing all barriers between work and your employees returning safely home. By solving hiring inefficiencies and reducing complexity around programs at scale, YellowBird is revolutionizing the way that safety solutions and risk management shape your business.
Investor
Oct 2022
Coverdash is a fully-digital, business insurance agency that specializes in serving the insurance needs of businesses of all shapes and sizes. Coverdash’s embedded technology enables any partner to host its end-to-end insurance experience with a single line of code. At Coverdash, we understand how to protect your business and can provide – tailored, low-cost, and hassle-free insurance coverage. By pairing our industry-leading insurance technology with our deep understanding of the small business sector, Coverdash helps growing businesses identify the right insurance coverage at the most affordable rates. Who We Insure: - Small Business Owners - Startups & Founders - E-commerce Merchants - Freelancers & Consultants Whether sourcing coverage directly through our site or one of our various affinity partners, Coverdash maintains best-in-class customer support to help you get insured and get back to what to what’s really important… running your business. Coverdash Insurance Services, LLC. is a licensed P&C insurance agency in all 50 states and the District of Columbia.
early stageInsurance
Investor
Jun 2022
Brite is benefits education software built for benefits brokers. Our platform allows you to scale superior benefits education across any size client. Brite combines customizable content with integrated decision support tools to give employees an education experience like nothing they have ever experienced.
Investor
Jan 2022
Boldin delivers a collaborative financial planning solution to consumers, enterprises, and financial advisors with innovative software, embedded digital coaching, and educational content. @boldin Based on AI technology, the comprehensive planning and modeling engine considers thousands of scenarios, enabling individuals to do holistic accumulation and decumulation planning at scale. The solution provides strategic outreach to plan participants that improves employee satisfaction for plan sponsors (employers) and enables financial service organizations to better retain assets and drive revenue. The NewRetirement platform was voted best retirement solution by both Forbes and the American Association of Individual Investors (AAII).
Investor
Jan 2022
Ardley’s Actionable Data Intelligence (ADI) platform generates hyper-personalized loan offers for borrowers and reduces unit costs for lenders. This always-on capacity facilitates loan volume in all market conditions, enabling lenders to seamlessly pivot between loan products without disrupting business operations. It provides borrowers with a transparent, intuitive application process. This purpose-built platform is secure and compliant with hyperscale performance. To learn more, visit Ardley.com.
Investor
2022
XP Health is a digital-first vision platform focused on eye exams and eyewear that uses customer-centric design and technology to be more affordable, accessible, and provide a better member experience. XP Health was founded to combat the often confusing, expensive, and frustrating experiences common with vision insurance. The company was named to Fast Company’s list of “The Worlds Most Innovative Companies,” and in 2022 expanded from 30 to 1500+ customers.
Investor
Jul 2021
Method Financial empowers real-time data and payment access for consumer liabilities. Using consumer’s consent, Method can securely connect all of a user’s liabilities, retrieve comprehensive data, and enable payment access. Method’s industry-backed network allows lenders, fintechs, and financial institutions to build personalized lending and financial management experiences supported by comprehensive real-time credit data, evergreen connections and integrated payment rails. Through a single integration, Method powers access to liabilities held at over 15,000+ FIs in the US, covering 95% of all outstanding consumer liabilities.
Investor
Jul 2021
Were on a mission to help people live healthier financial lives. Were seeking team members who are hungry, humble, and honest to help us build simple solutions for people to save, spend, and grow their money — all in one place. Here you’ll have the opportunity to challenge the status quo with proven leaders in fintech, banking, consumer products, and tech. ONE is backed by Walmart and Ribbit Capital. Learn more about us at www.one.app. Follow for the latest news and updates on employee life. Banking services provided by Coastal Community Bank, Member FDIC.
Investor
May 2021
Certificial is an all-in-one insurance verification platform used by leading Insurance Agencies like AssuredPartners and large corporations like Amazon to share real-time insurance coverage information about their mutual Clients and Suppliers. We are the only platform that monitors and updates certificates of insurance (COIs) in real-time using our SmartCOI technology. Here’s how it works: Insurance Agencies integrate with Certificial to issue SmartCOIs, which automatically update whenever there are changes to coverage, like policy limits and endorsements. This eliminates the need for manual updates on either side, and significantly reduces the back-and-forth emails and phone calls. Wouldn’t you say it’s time to switch from PDF COIs and join the 100K+ using SmartCOIs?
Investor
Nov 2020
Highwing is the first open data platform for commercial insurance. We provide brokers new tools to connect, access and leverage data throughout every step of the customer lifecycle, from business development all the way through binding coverage. Our platform connects broker data with carriers, driving new and valuable partnership opportunities to create better decision making on customers, products, pricing, and risk management.
Show all 19 investments ↓
Experience · 20 entries
All (20)
Investments (19)
2024
Investor
Dec 2024
Open Ledger aggregates and orchestrates every data source for its customers, allowing AI to execute accounting functions with full financial context.
Investor
Feb 2024
Automate every customer interaction with AI Phone Agents built specifically for enterprise.
2023
Investor
Oct 2023
We’re powering wealth across generations by handling the hardest parts of estate settlement and taking tedious tasks off the plates of anyone who’s experienced the loss of a loved one. Alix was built by the most experienced professionals in the estate settlement industry. We’ve put our years of experience to work, growing a dedicated care team and building an intuitive, AI-powered app to help transfer $84 trillion of wealth, simply and smartly, with personalized plans tailored to the unique needs of every family and estate.
Investor
Jun 2023
Jawnt provides access to the city through unified transit. One Platform: We work with mobility providers to provide benefits and access relevant to your organization. We serve as the liaison between you and all of the providers. A Better Benefit: Organizations provide employees with cash to spend through Jawnt – most choose to fully or partially cover the cost of transit up to a certain amount. Simplified Transit: Employees select exactly what they need and we get them moving. We take care of getting them the access they need and can help with commute planning. Ease of Mind: We make life easy by fully integrating with your payroll system to simplify payment and help your team take advantage of the pre-tax and post-tax savings. Jawnt is supported by world-class investors and notable angels.
Investor
Jun 2023
Castellum.AI’s mission is to help businesses and governments identify and prevent financial crime. We offer the most accurate, reliable and fastest compliance screening solution to identify global financial crime risk across sanctions, PEPs, adverse media, high-risk ownership and more. Castellum.AI eliminate 88% of the false positives that slow down compliance teams at banks, fintechs and global companies. Our platform is designed to meet the evolving needs of compliance teams, enabling seamless integration into KYC/KYB onboarding, real-time monitoring, transaction screening and supply chain compliance processes.
Show all 20 entries ↓
Investment activity
2019–2024 · 19 investments
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