TwentyTwo VC

TwentyTwo VC is an early-stage venture capital firm focused on investing in companies that aim to enhance quality of life. The firm targets investments in businesses that are typically post-launch, at the pre-seed or seed stage, and demonstrates innovative solutions and scalable business models. TwentyTwo VC places a strong emphasis on partnering with dynamic and adaptable founders who are willing to pursue ambitious ideas and deliver impactful results. The firm is committed to supporting a new generation of companies that are making meaningful contributions to society.

Katherine Caldwell

Founder, General Partner

49 past transactions

Response

Seed Round in 2025
Response is a San Francisco-based procurement software company that operates a digital marketplace and spend-management platform for indirect purchasing. The company began with medical supplies and now provides a marketplace where suppliers bid on customer requests and a SaaS layer that offers real-time SKU-level visibility, automated purchase controls, and actionable insights to reduce costs and eliminate rogue spending. The platform serves 3PLs, distributors, and retailers, helping them consolidate vendors, streamline purchasing workflows, and manage everyday purchases such as packaging, maintenance supplies, and office essentials without a dedicated procurement team. Backed by Y Combinator, Response aims to act as a digital procurement officer for indirect spend, leveraging AI to automate ordering and vendor negotiations. The company was founded in 2018 and is based in San Francisco.

BloomJoy

Seed Round in 2024
BloomJoy develops an all-in-one accounting platform tailored to assist new startups in managing their finances. The platform offers comprehensive services including bookkeeping, tax filing, valuations, loans, grants processing, and other financial administrative operations, enabling clients to save time and secure necessary financial support for their businesses.

Voicepanel

Seed Round in 2024
Voicepanel is a developer of an artificial intelligence-powered platform that facilitates the collection of detailed customer feedback through voice conversations. The platform streamlines qualitative research by utilizing AI to moderate interactions, allowing businesses to gain deeper insights into customer thoughts and emotions. By providing a straightforward method for gathering feedback, Voicepanel enables organizations to better understand their products and services from the perspective of their customers, enhancing their ability to respond to consumer needs effectively.

Greenboard

Pre Seed Round in 2024
Greenboard is a financial software company that develops software to bridge the gap between regulation and financial innovation.

Campfire

Seed Round in 2024
Campfire provides accounting software for startups and midsize businesses. It automates tedious procedures and streamlines workflows to unlock financial information and simplify the monthly close process.

Pirros

Seed Round in 2023
Pirros develops a comprehensive details management system for engineers and architects. Its platform automatically stores project data, preventing duplication and enabling professionals to efficiently search past projects for reusable details, thereby reducing the need to start designs from scratch.

Vellum

Seed Round in 2023
Vellum is a developer platform for the production of LLM apps.

Infisical

Seed Round in 2023
Infisical is an open-source platform that securely manages secrets for developers. It automatically distributes secrets across infrastructure and prevents leaks by using end-to-end encryption.

Psychic

Pre Seed Round in 2023
Psychic is a data integration platform focused on enhancing the capabilities of large language models (LLMs). The company has developed an artificial intelligence support bot that provides a chatGPT-style experience tailored for various products. Its application enables organizations to seamlessly connect diverse data sources to LLM-built applications, allowing them to concentrate on essential application logic while efficiently integrating data into vector databases. This innovative approach facilitates improved data management and user interaction, positioning Psychic as a key player in the AI and data integration landscape.

Gloo

Pre Seed Round in 2023
Gloo is a data search engine that automatically computes multiple embeddings for a single document.

PoplarML

Pre Seed Round in 2023
PoplarML provides an artificial intelligence platform and developer APIs for deploying machine learning models. Its platform delivers production-ready, scalable ML systems with minimal engineering effort, enabling organizations to deploy models to production quickly. PoplarML allows deployment of any machine learning model to a fleet of GPUs as a ready-to-use API endpoint with a single command, simplifying integration and operational management. The solution emphasizes efficiency and accuracy in deployment, supporting scalable GPU-enabled inference and reducing time to market for AI initiatives.

Two Dots

Seed Round in 2023
Two Dots specializes in consumer underwriting and fraud prevention. Its platform offers universal income and employment verification services using automated processes and AI, enhancing operational efficiency and reducing leasing fraud.

Tranch

Seed Round in 2023
Tranch is a fintech company based in New York City, founded in 2021 by Beau Allison and Philip Kelvin. It focuses on providing businesses with flexible payment solutions to manage their invoices, particularly for large expenses. The company's platform allows enterprises, especially in the SaaS and service sectors, to control their cash flow by offering innovative payment options that prioritize growth. By simplifying the accounts receivable process, Tranch enables businesses to pay invoices upfront while also giving their customers the flexibility to choose how they want to manage their payments.

Complif

Seed Round in 2022
Complif is a technology company that specializes in regulatory compliance for financial institutions. It offers a platform designed to simplify complex regulatory tasks such as Know Your Customer (KYC) and Anti-Money Laundering (AML) procedures, while also monitoring regulatory obligations. The platform aims to help financial companies grow their operations securely and efficiently, reducing regulatory risk and ensuring compliance with relevant regulations.

AiPrise

Seed Round in 2022
AiPrise operates a global identity verification and know your customer (KYC) orchestration platform. It offers a customizable solution for businesses to manage their identity stack, enabling them to design ideal onboarding experiences while mitigating fraud risk and ensuring compliance.

Wolfia

Pre Seed Round in 2022
Wolfia is an AI-powered platform that helps enterprises accelerate security reviews and close deals faster by automating and standardizing responses to security questionnaires and expert-level customer queries. The platform generates instant, precise answers, maintains consistency across submissions, and supports delivery through Slack and a web app, enabling sales and security teams to operate without heavy reliance on subject-matter experts. Used by growing technology companies such as CircleCI, Solve Intelligence, and Leya, Wolfia streamlines the information flow between buyers, security teams, and vendors, helping shorten sales cycles and unblock deals.

Repool

Seed Round in 2022
Repool is a New York City-based provider of hedge fund back-office and administration solutions. The company offers end-to-end services for hedge funds, including hedge fund and digital asset fund administration, onboarding and closing software, and turnkey launch capabilities. Its product suite covers fund-in-a-box, hedge fund launch, digital asset fund launch, single- and multi-name special purpose vehicles, and friends-and-family hedge funds, enabling managers to set up and service funds efficiently. By combining administration, onboarding, and fundraising support, Repool aims to streamline operations for modern hedge funds and digital asset strategies.

Mintlify

Seed Round in 2022
Mintlify empowers developers to create user-friendly public documentation. Trusted by over 7000 companies, its AI-native platform automatically generates documentation from code, saving time and improving user experience.

Palette

Seed Round in 2022
Palette develops a sales compensation software that helps companies create, manage, and automate compensation plans tailored to their business goals.

Beam

Seed Round in 2022
Beam is the infrastructure provider for the fastest growing AI products for companies who need performance, control, and reliability.

Mentum

Seed Round in 2022
Mentum is a San Francisco‑based technology company that provides an API for fintech firms to access investment services and a business intelligence platform that helps organizations optimize supply chain operations. Its analytics tool offers customizable dashboards, real‑time data visualization, and reporting capabilities, enabling enterprises to analyze complex data sets, enhance operational efficiency, and derive strategic insights.

Loops

Seed Round in 2022
Loops is a SaaS company that provides automated messaging and newsletter services. Its platform offers a block editor for email creation, code editor based on Studio, pre-built templates, and facilitates sending email newsletters, automated messages, and one-off campaigns.

Dots

Seed Round in 2021
Dots is a multichannel payouts API that automates manual processes for marketplaces. Dots' API lets a marketplace pay their sellers in the ways they want to be paid, including Venmo, Paypal, ACH and Zelle. As more Americans earn a living by becoming a 1099 worker, marketplaces need to provide flexible payout options and we make supporting these payouts easy through a single API.

Keeper

Seed Round in 2021
Keeper is a software company that develops tools designed to assist bookkeepers in managing their clients' back-office operations more efficiently. The company's flagship app streamlines the month-end closing process by integrating functionalities such as a client portal, task management, file quality assurance, and management reporting. This all-in-one solution aims to enhance the workflow and productivity of bookkeepers, ultimately leading to improved financial management for their clients.

Keeper

Seed Round in 2021
Keeper is a software company that develops tools designed to assist bookkeepers in managing their clients' back-office operations more efficiently. The company's flagship app streamlines the month-end closing process by integrating functionalities such as a client portal, task management, file quality assurance, and management reporting. This all-in-one solution aims to enhance the workflow and productivity of bookkeepers, ultimately leading to improved financial management for their clients.

Great Question

Seed Round in 2021
Great Question is a customer research platform that automates the entire research workflow. It enables companies to recruit participants, conduct interviews and other research methods, and then distill the results into concise reports. The platform centralizes collaboration, allowing teams to share insights and receive feedback on prototypes directly from real customers. By integrating recruitment, data collection, and synthesis, Great Question helps businesses quickly gain actionable consumer insights.

Treinta

Seed Round in 2021
Treinta is a digital ledger app tailored for Latin American microbusinesses. It enables users to record transactions by assigning products from their inventory, providing real-time insights into business metrics. By using Treinta, owners can save up to 30 minutes daily in bookkeeping tasks and enhance efficiency by over 30%. Currently, it serves microbusinesses transitioning from pen-and-paper tracking methods.

Finley Technologies

Seed Round in 2021
Finley Technologies specializes in debt management software aimed at simplifying the processes of capital raising and management for growing companies. Their platform enables users to automate debt capital operations, ensuring compliance with credit agreements and facilitating due diligence. By centralizing organizational knowledge, Finley's software streamlines ongoing reporting with capital providers, making it an essential tool for businesses like Ramp that manage substantial debt capital. The team at Finley combines expertise from notable firms such as Goldman Sachs, Nova Credit, and Palantir Technologies, and the company has received backing from prominent investors including Y Combinator and Bain Capital Ventures.

ditto

Seed Round in 2021
Ditto Tech Inc. develops a collaboration tool aimed at managing text across team products, facilitating effective teamwork in both design and development processes. The software enables users to access edit history and status for individual pieces of text, synchronize duplicate content, and search across various designs using text or metadata. This solution is designed to support both technical and non-technical users, making it applicable for a range of organizations from small startups to large corporations across various industries. Founded in 2019 and headquartered in San Francisco, California, Ditto Tech Inc. provides a single source of truth that enhances collaboration and minimizes conflicts in product design.

Lendflow

Seed Round in 2021
Lendflow develops a platform that enables businesses to embed financial products into their software, improving user engagement and retention. They offer term loans, lines of credit, and invoice factoring, serving various industries such as construction, e-commerce, and transportation.

Fractional

Seed Round in 2021
Fractional is a platform for fractional real estate investment that enables investors to purchase fractions of properties and visualize returns, cash flow, and costs via a marketplace. It supports a range of property types, including single-family and multi-family homes, with a focus on making real estate investing accessible, educational, collaborative, and inclusive while reducing entry barriers and time commitments.

Slapdash

Seed Round in 2021
Slapdash streamlines workflows in cloud applications by providing a unified interface, similar to Spotlight search on macOS. It enables users to quickly find files, join meetings, create leads, and access company information across various SaaS platforms.

Whatnot

Seed Round in 2020
Whatnot operates an online marketplace for buying, selling, and discovering a wide range of products, with a focus on collectibles like Funko Pops. The platform combines community engagement with entertainment, offering live shopping experiences and product verification.

Conta Simples

Seed Round in 2020
Conta Simples is a comprehensive finance platform that combines checking accounts, expense management software, and corporate cards. It aims to provide control, visibility, autonomy, and decentralization of payments for small and medium-sized businesses in Latin America.

BuildBuddy

Seed Round in 2020
BuildBuddy provides enterprise features for Bazel, an open-source build system, to help developers build and test software. The platform captures build logs, invocation details, target information and artifacts to provide a complete view of each build, and offers remote build execution on-premises or as a fully managed cloud service. The company was founded by Siggi Simonarson and is headquartered in Palo Alto, California.

CoreCare

Seed Round in 2020
CoreCare is an AI-powered platform for post-acute and long-term care providers that integrates and standardizes data from disparate systems to streamline billing and reimbursement processes. The platform replaces spreadsheets and fragmented portals with automated workflows, enabling admissions optimization, improved reimbursement rates, and stronger cash flow while reducing administrative burdens. Its Collaborative Revenue Management unites data and teams on a single platform, providing visibility into performance and enabling staff to reconcile and reconsider reimbursements efficiently. CoreCare is based in Fort Worth, Texas.

Yotta

Seed Round in 2020
Yotta Technologies Inc., established in 2019 and based in New York, operates a savings platform that combines elements of banking and gaming. It offers users the opportunity to save money and enter weekly prize draws, with the interest portion from banks funding these prizes.

Sable

Seed Round in 2020
Sable is a digital banking company focused on providing accessible financial services to underserved individuals, particularly those who are new to the U.S. or lack a traditional credit history. The company offers credit-building cards, fee-free bank accounts, and debit cards that can be obtained quickly without requiring a Social Security number or U.S. address. Sable's products include a premium card designed for faster credit building through enhanced reporting on multiple data points. Additionally, the company provides a gamified path to unsecured credit, guiding customers through tangible milestones to improve their financial standing.

Zip

Seed Round in 2020
Zip is an intake and procurement orchestration platform that provides a single place for employees to request purchases. The platform automatically routes requests to the appropriate stakeholders across procurement, finance, IT, data security, legal, and other functions, and integrates with major ERP and P2P systems to create purchase requests or draft purchase orders. It also recommends preferred vendors, checks price benchmarks, and connects with accounting, contract management, and IT systems, helping clients reduce approval time, lower costs, and ensure compliance by coordinating purchase approvals in one place.

SafeBase

Seed Round in 2020
SafeBase, Inc. is a San Francisco-based company founded in 2020 that specializes in cloud-based security software aimed at helping organizations establish and enhance their security programs. The company’s offerings include a smart trust center platform that facilitates the sharing of security posture and automates access to sensitive documents. SafeBase provides solutions such as SafeBase Inspected, which features a website badge linking to a custom security status page, as well as custom security checklists and continuous monitoring of security systems. Additionally, the software assists organizations in configuring security policies, thereby enabling them to implement robust security practices effectively.

Jupiter

Seed Round in 2020
Jupiter enables food creators on TikTok and Instagram to launch their own grocery-powered recipe stores. It integrates these stores with social shopping tools, allowing followers to shop directly from creators' feeds. Jupiter processes orders through delivery APIs and facilitates brand sponsorships for creators' monetization.

PostHog

Seed Round in 2020
PostHog is an open‑source product analytics platform that enables developers to understand how users interact with their applications. The platform automatically captures events, provides visual analytics, filtering, group analysis, session recordings, funnels, feature flags, and experimentation tools. It integrates with monitoring services and supports testing and deployment of new features. Founded in 2020, the company is headquartered in San Francisco.

Cron

Seed Round in 2020
Cron Inc. is a technology company based in Fresno, California, established in 2006. It specializes in developing a calendar management application designed to enhance productivity and streamline workflows. The Cron application allows users to share specific time slots for meetings via email and messages, schedule tasks, and manage their availability effectively. It features tools for time zone conversions and provides a user-friendly interface that includes functionalities like dark mode. Additionally, the application enables users to set goals in plain English and track how their time is spent throughout the week, facilitating better organization for both individuals and businesses.

Nexu

Seed Round in 2020
Nexu is a digital platform designed for car dealerships. It uses AI and automation to offer real-time financing solutions, enabling more customers to acquire new or used vehicles with personalized plans and minimal requirements.

Airbyte

Seed Round in 2020
Airbyte is an open-source data integration platform that automates the movement of data from applications, APIs, and databases into data warehouses. It offers a library of pre-built connectors and allows custom connector development, enabling organizations to build end-to-end data pipelines quickly. The platform supports integration with over a thousand data sources and processes large volumes of data daily, helping businesses consolidate data for analytics and reporting. It is designed to be developer-friendly and scalable, facilitating real-time data synchronization and ensuring data consistency across systems.

Sable

Seed Round in 2020
Sable is a digital banking company focused on providing accessible financial services to underserved individuals, particularly those who are new to the U.S. or lack a traditional credit history. The company offers credit-building cards, fee-free bank accounts, and debit cards that can be obtained quickly without requiring a Social Security number or U.S. address. Sable's products include a premium card designed for faster credit building through enhanced reporting on multiple data points. Additionally, the company provides a gamified path to unsecured credit, guiding customers through tangible milestones to improve their financial standing.

Shiru

Seed Round in 2019
Shiru, Inc. is a food technology company based in Oakland, California, established in 2019. It specializes in the development and production of proteins aimed at replacing dairy products and eggs within the food industry. Utilizing artificial intelligence, bioinformatics, and precision biology, Shiru focuses on the discovery and creation of novel, sustainable protein ingredients. By leveraging computational design, the company aims to provide enhanced protein solutions that support environmentally friendly practices while meeting consumer demands. Shiru's innovative approach positions it at the forefront of efforts to create sustainable and healthier food options.

Routable

Seed Round in 2019
Founded in 2017, Routable operates a B2B invoice and bill payment platform that automates processes for accounts payables and receivables teams. Its platform streamlines cash flow by helping to find errors, request authorization, and simplify payments worldwide.
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