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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. The majority of our investments are in B2B businesses in the US.

These are some characteristics we look for:

  • Founders: We appreciate self-motivated, curious builders who are working to create generational companies.

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

  • Efficiency: Optimizes for strong, smart, and efficient growth with high gross margins.

  • 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. 


The simplest parking management and enforcement solution

The leading financial technology platform leveraging data to empower renters and improve property performance

High quality, climate -friendly, nutrition for pets

Tools & insights to match community members

Banking built for startups

No-code rules engine for customer risk

Automation-driven cybersecurity (Acquired)

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

A magical, modern platform for data science and analytics

Turn signups into revenue

Slow fashion trading

CRM automation and sales meeting notes platform

Where creators run their businesses

Digital services for small businesses in Indonesia

API-first tax automation

Fitness app for everyday athletes

Microschools for kids

Ultra customizable landing pages for serious e-commerce teams

All-in-one voice, text, email, and social support for small businesses

One platform to power your entire dental practice

All-in-one recruiting software for startups

Social fitness app

P2P payments for Morocco

Financial services for roofing companies

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