TwentyTwo VC

TwentyTwo VC is an early-stage venture capital firm dedicated to investing in a new generation of companies tackling our present and future quality of life. TwentyTwo VC are composed of active investors, investing in people and companies doing great things. We make early-stage investments in companies typically post-launch, pre-seed, seed. We are looking for companies that are solving for quality of life, bringing something new to the table, and executing scalable business models. Beyond that, we seek magnetic, tenacious, adaptable founders who aren’t afraid of the big ideas and ultimately ship great things.

Katherine Caldwell

Founder, General Partner

29 past transactions

Gloo

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

Repool

Seed Round in 2022
From end-to-end fund launch to fund administration to elegant investor servicing and fundraising solutions, Repool builds modern hedge fund backoffice solutions. Repool has raised over $6.5mm in funding from leading VCs such as Y Combinator, Canaan, and Matrix, as well as the founders of leading financial services firms like Mercury, Jeeves, and Brex.

Mintlify

Seed Round in 2022
Mintlify helps developers build beautiful public-facing documentation that converts users. Trusted by over 7000 companies like Anthropic, Cursor, Perplexity, Scale, and Zapier, Mintlify takes an AI-native and developer-first approach to building documentation. Your team builds great products—Mintlify helps users hit the ground running with them.

Palette

Seed Round in 2022
Palette develops a sales compensation software that helps companies easily create, manage, and automate compensation plans. Palette creates and maintains efficient compensation plans built for company growth and 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 an API for fintech companies that offers investment services. The company is headquartered in San Francisco, California, United States.

Loops

Seed Round in 2022
Loops is a SaaS based company offering automated messages and newsletter services to their clients.

Great Question

Seed Round in 2021
Great Question is a customer research platform designed to automate research tasks and gain consumer insights. Great Question allows its users to recruit participants, run their preferred methods, and synthesize and share their findings all in one collaborative platform.

Treinta

Seed Round in 2021
Treinta is a digital ledger app for Latin American microbusinesses. Through Treinta, users can easily record transactions by assigning products from their inventory and see how their business metrics evolve in real time. The app helps owners save up to 30 minutes a day in bookkeeping related tasks and improve efficiency by over 30%. Out of the 50 million microbusinesses in LATAM, today 90% still track their sales and expenses by using pen and paper.

Finley Technologies

Seed Round in 2021
Finley simplifies debt capital raise and management. Finley's software helps growing companies automate due diligence, ensure compliance, and streamline ongoing reporting with their capital providers. Customers like Ramp rely on Finley to manage hundreds of millions in debt capital from capital providers. The Finley team brings experience from Goldman Sachs, Nova Credit, and Palantir Technologies, and is backed by Y Combinator and Bain Capital Ventures.

ditto

Seed Round in 2021
Ditto allows teams to collaborate on a consistent and effective copy. With Ditto, teams can see edit history and status on individual pieces of text, sync duplicate text, search copy across all designs by text or metadata, and collaborate within and across teams. It is used by non-technical and technical people at numerous companies ranging from small startups to large tech corporations across industry verticals.

Lendflow

Seed Round in 2021
Lendflow develops a lending infrastructure platform built to change and improve the way businesses access capital. They allow a user to embed financial products into their software to increase engagement, improve retention, and become a source of capital for their business users. They also provide term loans, lines of credit, and invoice factoring to cover businesses of all sizes and credit risks, enabling construction, home services companies, e-commerce, restaurants, transportation, and fitness businesses to connect their users with capital and increase the reach of their businesses.

Fractional

Seed Round in 2021
Fractional is a social platform for fractional ownership of the real estate. The company develops an investment application to reduce the cost of entry and time commitment for property investing and also lets the users directly own fractions of investment properties and visualize the returns, cash flow, and costs of properties on the marketplace.

Slapdash

Seed Round in 2021
Slapdash is a re-imagining of how we work with cloud applications with a focus on speed. Use the Slapdash Command Bar (kind of like Spotlight) to achieve day-to-day work tasks (find a document, join a meeting, create a lead, find out who's who) order of magnitudes faster.

Whatnot

Seed Round in 2020
Whatnot operates a livestream shopping platform that allows users to buy, sell, and discover a variety of products, including fashion, beauty, electronics, and collectibles. The platform combines community engagement with entertainment, fostering a unique shopping experience.

Conta Simples

Seed Round in 2020
Conta Simples is the all-in-one finance plataform. The union of checking account, expense management software and corporate cards in one place. We bring peace to finance teams and entrepreneurs. Control, visibility, autonomy and decentralization of payments for SMBs in Latam.

BuildBuddy

Seed Round in 2020
BuildBuddy provides enterprise features for Bazel, an open-source build system that allows users to build and test software. It captures build logs, invocation details, target information, and artifacts so users get a complete picture of each build. The company was founded by Siggi Simonarson and is headquartered in Palo Alto, California.

CoreCare

Seed Round in 2020
CoreCare is the leading AI-powered workflow platform helping Post-Acute and Long-Term Care (PALTC) providers achieve operational excellence. Trusted by 1,000+ locations nationwide, CoreCare increases admissions, optimizes reimbursement rates, improves collection metrics, and reduces administrative burdens—all on one intuitive platform. At the heart of CoreCare is Collaborative Revenue Management, which unites essential data and teams on a shared platform. Our approach empowers employees—regardless of skill or tenure—to perform like experts from day one and collaborate with their peers on important work while giving management unmatched visibility into performance. CoreCare replaces error-prone spreadsheets and fragmented portals with streamlined workflows that drive measurable results. Backed by Y Combinator and trusted by top providers, CoreCare redefines how teams work and sets a new standard for AI in long-term care.

Yotta

Seed Round in 2020
Yotta offers sweepstakes based games. Yotta was founded in 2019 and is headquartered in New York.

Sable

Seed Round in 2020
Thin file U.S. residents suffer from an uncertain, fragmented, and inefficient path to quality credit and banking options Sable provides -Access to credit building cards, a no fee bank account, and debit card within 5 minutes with no credit history, SSN, or U.S address required -Premium card and brand -Quickest way to build credit with enhanced multi-point reporting on more data points than any other card -Faster path to unsecured credit by addressing the full path end to end, with gamified graduation to our own Sable unsecured credit credit card -Transparent formula via tangible Sable milestones, guiding our customers along a path to credit building and graduation to unsecured credit

SafeBase

Seed Round in 2020
SafeBase develops a smart trust center platform for sharing security posture and automating access to sensitive documents for enterprise programs. Its software offers custom security checklists, and continuous monitoring of security systems, and configures security policies to allow companies to implement security practices.

Zip

Seed Round in 2020
ZipHQ provides one place for any employee to initiate a purchase or vendor request. Each request is correctly routed for approval across procurement, finance, IT, data security, legal, and other teams. ZipHQ integrates into all major ERP and P2P solutions to create a PR or draft PO. The company provides one simple flow for all employees to create a purchase request, which is then automatically routed to the correct stakeholders.

Jupiter

Seed Round in 2020
Jupiter is Shopify for the 30k+ food creators on TikTok & Instagram. Jupiter is a YC company founded out of Stanford. Jupiter helps food creators launch their own grocery powered recipe stores. These stores are integrated with the social shopping tools so followers can shop directly from their social feeds. Orders are processed through delivery APIs. Jupiter has acquired some of the largest food creators in the world including Half Baked Harvest, Carolina Gelen and Molly Baz. Creators monetize by running brand sponsorships on their store.

PostHog

Seed Round in 2020
PostHog is an open-source product analytics for developers. It helps engineers understand their product usage, automate events, and user data collection. It tracks and auto-captures which features for product events are being triggered. PostHog was founded in 2020 and is based in San Francisco, California.

Cron

Seed Round in 2020
Cron Calendar. Schedule meetings and control your time like never before. Time zone conversions. Multiple accounts. A cleaner, faster interface, and — did we mention it comes with dark mode? Get early access at cron.com

Nexu

Seed Round in 2020
Nexu is a financing platform used by car dealerships to offer to finance to more car buyers in a 100% digital and real-time experience. Nexu's platform uses AI, statistical algorithms, and technology automation.

Airbyte

Seed Round in 2020
Airbyte is an open-source data integration platform that syncs data from applications, APIs, and databases to warehouses. Their platform automates data pipelines with pre-built or custom connectors, enabling businesses to gather data analytics from all users, including those who use ad-blocking tools.

Sable

Seed Round in 2020
Thin file U.S. residents suffer from an uncertain, fragmented, and inefficient path to quality credit and banking options Sable provides -Access to credit building cards, a no fee bank account, and debit card within 5 minutes with no credit history, SSN, or U.S address required -Premium card and brand -Quickest way to build credit with enhanced multi-point reporting on more data points than any other card -Faster path to unsecured credit by addressing the full path end to end, with gamified graduation to our own Sable unsecured credit credit card -Transparent formula via tangible Sable milestones, guiding our customers along a path to credit building and graduation to unsecured credit

Shiru

Seed Round in 2019
Shiru leverages computational design to create enhanced proteins that feed the world sustainably.
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