What is your customer's painful problem?


Trail Run Capital is a generalist firm, with a focus on Fintech, Enterprise SaaS, Marketplaces, and diverse founders.

These are some characteristics we look for:

  • Founders: Self-motivated, curious builders who care deeply about solving Big Problems & are able to think "outside the box."

  • Product: Whether a prototype or a fully launched product, we're excited about companies with increasing user growth, velocity, and user engagement.

  • Market: Trail Run Capital cares more about the number of people experiencing the painful problem and the team's execution ability than the existing market size. Great companies will expand markets over time.


The simplest parking management and enforcement solution

Esusu is the leading financial technology company providing data solutions for the low-to-middle income consumer

High protein, sustainable, and planet friendly dog snacks

A virtual networking platform helping community managers  

Banking built for startups

No-code rules engine for customer risk

Automation-driven cybersecurity

Qwick is an on-demand staffing as a service platform that connects the service industry

A new platform for 

analyzing, collaborating, and building with data

Calixa makes it easy to manage all your customers in one place

Where communities go to share more and buy less, together

Improve client and partner relationships in one collaborative place

Where creators run their business

Digital services for small businesses in Indonesia

API-first tax automation

High quality equipment and training

Building a new education system that takes kids seriously

Build unique and composable storefronts without developers

Your favorite local treats, delivered

- Jonathon Barkl, AirGarage Co-founder & CEO 
“Allison is a rockstar operator and has given us invaluable advice on growing and scaling AirGarage.”