Software founders in Mainsail Partners' portfolio sharing AI tools.

Strategic & Technical AI Support

Mainsail AI Labs


Helping turn vertical advantage into competitive edge.

We believe vertical software businesses hold a structural advantage: domain-specific data, embedded workflows, and deep customer trust.

Mainsail AI Labs works alongside founders and their teams to help convert that advantage into category leadership. Embedded in our growth equity firm, the Mainsail AI Labs team helps companies create AI strategies and operating systems, develop and ship products, and share what’s working across the portfolio in real-time.

Learn More about IronRouteAI and Docket
Learn More about ScribbleVet and Instinct
Learn more about Pitstop
Learn more about MirrorWeb’s Sentinel
Learn more about Inspection Assistant
Learn more about Pilotbase
Learn More about Smart Scout & Marketing
Learn More about Lilo and Inn-Flow Procurement
Learn more about FexaAI
Learn more about ZapAssist AI and Floorzap
Learn more about AssistAI
Learn More about Boostlingo AI Pro
Learn more about AI Review
Learn more about Centerbase IQ
Read more about AI Assistant
Learn More about GSmart from GTreasury

Here are some of agents our portfolio companies are deploying directly into their platforms and customer workflows.

AI Route Creation Tool

to help dumpster rental businesses save time and maximize profitability More on IronRouteAI from Docket
AI-Powered Scribing Platform

to help veterinarians automate notetaking with hands-free documentation More on ScribbleVet from Instinct
Predictive Maintenance and Fleet Intelligence

to help commercial fleets anticipate failures before impact More on Fullbay and Pitstop
Intelligent Supervision Engine for Digital Communications

to help compliance teams reduce false positives More on Sentinel by MirrorWeb
Embedded AI Agent for Fire Safety Inspection

to help technicians save time and produce cleaner reports More on Inspection Assistant from Inspect Point
AI-Powered Pilot Experience Platform

supporting the full flight training and pilot career journey More on Pilotbase
AI-Powered Sales & Marketing Assistants

to help movers boost revenue without adding headcount or third-party tools More on Smart Scout from SmartMoving
AI-Powered Procurement Platform

aligning procurement with accounting and labor for hotel operators More on Lilo and Inn-Flow
Work Order and Answers Agents

enabling multi-site operators to better manage and scale facilities maintenance More on Fexa AI
AI-Powered Voice and Chat Assistant

for flooring retailers to automate lead capture and appointment booking More on ZapAssist AI from Floorzap
AI-Powered Answering Service

to help roofing and field service customers auto-schedule appointments More on AssistAI from JobNimbus
Real-Time Language Translation

to convert spoken words into translated captions across 130+ languages More on Boostlingo AI Pro
AI-Powered Ad Review

to help automate and expedite compliance processes for identifying high risk, user-produced content More on Red Oak's AI Review
Law Firm Management Intelligence

giving law firms the governance to confidently deploy AI at scale More on Centerbase IQ
AI Voice Assistant for Property Managers

natural language commands to drive faster task completion More on Rentvine AI Assistant
Agentic AI Workflows and Predictive Insights

to help CFOs navigate complex treasury and finance operations More on GSmart from GTreasury
Hands-On Strategic and Technical AI Support
Led by Mainsail's Head of AI Innovation, Nick Olsen, our team of CTOs, data scientists, product leaders and engineers works alongside software companies to build for the future. How we help:
TRANSFORM STRATEGY
  • Align product, data, and corporate strategy around a unified AI roadmap
  • Convert proprietary data and domain specialization into durable advantages
  • Ground AI decisions in customer outcomes
  • Measure AI progress against clear goals
HIRE & DEVELOP
  • Recruit experienced AI engineers and product talent
  • Develop teams and organizational fluency to sustain AI-native transformation
  • Share technical best practices and case studies across 25+ companies
  • Bring discipline to build vs. build decisions
EXECUTE & INNOVATE
  • Host workshops, hackathons and sprints to develop and ship AI products
  • Build agentic layers into core products and operating architecture
  • Support pricing and packaging strategy for AI-enabled products
  • Vet AI infrastructure providers and tool recommendations
  • Acquire AI-native capabilities to accelerate the roadmap
From Features to Fully Agentic:
Mainsail AI Launch Labs

AI Launch Labs is a structured, intensive program for engineering and product managers ready to move beyond AI features and into fully agentic systems. Teams in our first cohort developed more than 20 working agentic products and left with the architecture to keep building.

“Mainsail AI Labs was instrumental in helping us design and execute on the roadmap to bring FexaAI to life, giving facilities managers a smarter, faster, and more connected way to manage work across every site they oversee.”

Kurt Smith
CEO, Fexa

“It would have taken us just as long to hire the AI talent as it did to build and launch Inspection Assistant with Mainsail AI Labs.

Their team helped us focus on solving real customer pain points, driving measurable outcomes, and executing faster than we ever could have on our own.”

Padraic Doyle
CEO and Co-Founder, Inspect Point

“In a short period of time, you managed to both elevate our understanding of AI and drive the teams to produce tangible, measurable results.”

"There were so many use cases shared across the portfolio. I can't wait to get back to my team and teach them what I learned."

“This was a career defining opportunity for me.”

MAINSAIL AI LABS PARTICIPANTS

Certain statements about Mainsail Management Company, LLC (“Mainsail” or “Mainsail Partners”) made by portfolio company executives herein are intended to illustrate Mainsail’s business relationship with such persons, including with respect to Mainsail’s facilities as a business partner, rather than Mainsail’s capabilities or expertise with respect to investment advisory services. Portfolio company executives were not compensated in connection with their participation, although they generally receive compensation and investment opportunities in connection with their portfolio company roles, and in certain cases are also owners of portfolio company securities and/or investors in Mainsail-sponsored vehicles. Such compensation and investments subject participants to potential conflicts of interest in making the statements herein.

The portfolio companies identified do not represent all of the investments made or recommended by Mainsail and were not selected based on the performance of such investments. These investments are meant to show a portion of the Mainsail portfolio and are not intended to be representative of any current or future investments. There can be no assurance any fund managed by Mainsail will be able to consummate investments with the same or similar characteristics to the portfolio companies described herein, or that, if consummated, such investments will be profitable. For more information on Mainsail’s portfolio companies, please refer to the .Portfolio page.