Branch And Union Square Hospitality Are Redefining How Workers Get Paid

We are excited to share that Branch, the workforce payments platform, and Union Square Hospitality Group (USHG), the operator behind Union Square Cafe and The Modern, are both redesigning the financial touchpoints that shape everyday life.

Ryan Broshar
12/9/2025
Minneapolis startup Reema Health raises $19M to expand social-care navigation services

We are excited to share that Reema, a Twin Cities startup that connects hard-to-reach patients with community-based care navigators, raised $19 million to grow its footprint.

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Ryan Broshar
12/8/2025
Mentium raises $3.2M in funding

We are thrilled to be a part of Mentium's journey to bring AI digital workers to freight brokerages and logistics.

Ryan Broshar
10/9/2025
Sequoia Backs Zed's Vision for Collaborative Coding

We're thrilled to announce Zed's $32M Series B led by Sequoia Capital with participation from existing investors, bringing their total funding to over $42M. Their ultimate vision is a new way to collaborate on software, where conversations about code remain connected to the code itself, instead of being tied to aging snapshots or scattered across different tools.

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Natty Zola
8/20/2025
Our investment in Juno

We are excited to announce that Matchstick Ventures Fund IV has completed an investment in Juno. Juno is the all-in-one platform for guest travel and expense. This is the second time Matchstick is backing this team, with a successful exit already under their belt, a deep understanding of the industry, and a long-standing relationship with these founders, it was easy to back them again.

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Nicole Glaros
7/15/2025
Our investment in Paperstack

We are excited to announce that Matchstick Ventures Fund IV has completed an investment in Paperstack, a fintech company providing non-dilutive working capital to fast-growing, omni-channel e-commerce brands.

Nicole Glaros
7/3/2025
Our investment in Locate.ai

We are excited to announce that Matchstick Fund IV has made an investment in Locate.ai! Locate is the first tech-enabled brokerage that combines real estate expertise from top brokers in our industry with the science of unparalleled artificial intelligence.

Nicole Glaros
6/26/2025
Freeplay AI Announces New Funding and General Release

We are thrilled to share two exciting pieces of news for Freeplay AI! They announced $5.6M in new funding and the full general availability launch of Freeplay, including their new free tier. Now anyone can access the same powerful tools for prompt management, experimentation, evaluation, observability, and data review that have become mission-critical to leading tech companies ranging from top startups to the Fortune 100.

Natty Zola
6/3/2025
Our investment in Cast

We are thrilled to share that Matchstick Fund IV has made in investment in Cast Finance. Cast is smarter, faster finance for growing businesses; finance pros and technologists working together to build a firm that delivers beyond expectations. We’ve known the Cast team for over 10 years, having been involved in their prior companies and built a belief in their ability to execute, big vision and desire to win. They’re great people we’re lucky to back again in hopes of building an iconic company in Denver.

Natty Zola
5/27/2025
We’re Thrilled to Welcome Nicole Glaros as a Venture Partner at Matchstick Ventures

We are excited to announce that long time startup leader, investor and friend Nicole Glaros has joined Matchstick Ventures. Nicole brings deep expertise, sharp instincts, and a founder-first mindset that aligns perfectly with our values. Please join us in welcoming Nicole to the team. We couldn’t be more excited about what’s ahead.

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Ryan Broshar
5/12/2025
Kipsu Acquires Leading Hotel Operations Software to Enhance Guest Experience and Operational Efficiency

We are excited to share the news that Kipsu, a leader in frontline customer experience software, has announced the acquisition of Lodgistics, a cutting-edge hotel operations software that revolutionizes the way hoteliers manage day-to-day operations, streamline workflows, and enhance guest services.

Ryan Broshar
4/25/2025
Our investment in Pageport

We are thrilled to share that Matchstick Fund III has made an investment in Pageport. Pageport has recenly launched Slant, an AI-native CRM designed specifically for financial advisors. We can't wait to see what this team will accomplish!

Ryan Broshar
3/24/2025
Branch named “Best Payment Enablement Platform” by FinTech Breakthrough Awards

Congrats to the Branch team for being named “Best Payment Enablement Platform” by the FinTech Breakthrough Awards 2025. This achievement recognizes their commitment to delivering fast, seamless payments experiences for workforces across industries.

Ryan Broshar
3/20/2025
Inspectorio CEO Chirag Patel Honored as a 2025 “Pro to Know” by Supply & Demand Chain Executive

We are thrilled to share that Chirag Patel was honored in the Leaders in Excellence category for his outstanding contributions to the supply chain and logistics industry.

Ryan Broshar
3/19/2025
Intelligems Closes $9 Million Series A

Congratulations to the Intelligems team on raising a $9 million series A led by Stage 2 Capital! Over the last few years they’ve evolved from price testing to a profit growth platform. We are excited to see their mission to allow ecommerce companies to make profit-maximizing decisions across every touch point on their site — be it pricing, discounting, shipping, merchandising, or customer experience take flight.

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Natty Zola
3/18/2025