Profile

Mainsail Partners is a growth equity firm that invests in bootstrapped B2B software companies to help them grow into market leaders. The team is purpose-built to include experienced investors and software operators who help founders build great teams, develop industry-leading products, design data-driven and scalable infrastructure, harness the power of AI to drive productivity and innovation, and grow market share. Mainsail’s hands-on support and best practices are delivered through a collaborative approach that respects founder-led cultures and helps build on each company’s commitment to its people and customers.

With offices in Austin and San Francisco, Mainsail Partners has raised nearly $4 billion in committed capital and partnered with 100+ companies over the last 22+ years.

www.mainsailpartners.com

Awards

2025 Top Private Equity Firms, Top Women Leaders, Top 40 Under 40 Growth Investors, Top Growth Equity Firms

2024 Top Growth Equity Firms, Top 40 Under 40 Growth Investors, Top Private Equity Firms, Top Women Leaders

2023 Top Growth Equity Firms, Top Private Equity Firms, Top Women Leaders

2022 Top Growth Equity Firms, Top 40 Under 40 Growth Investors, Top Software Investors, Top Private Equity Firms, Top Women Leaders

2021 Top Growth Equity Firms, Top 40 Under 40 Growth Investors, Top Private Equity Firms

2020 Top 40 Under 40 Growth Investors

2019 Top 40 Under 40 Growth Investors

2018 Top 40 Under 40 Growth Investors

2015 Top 40 Under 40 Growth Investors

Features

Mainsail’s Vinay Kashyap And His Focus On Bootstrapped Software Companies

GrowthCap’s RJ Lumba spoke with Vinay Kashyap on June 20, 2018. Vinay is a Partner at Mainsail, where he focuses on growth equity investments in predominantly bootstrapped companies.

Key People

Gavin Turner, Managing Partner

Gavin co-founded Mainsail Partners to partner with founders of bootstrapped software companies to help them grow into market leaders. Over the past 22+ years, the firm has grown into an experienced team of over seventy which include software investors and operators that specialize in helping founders and executives navigate the challenges and opportunities that come with rapidly scaling software companies. Gavin has extensive experience investing in vertical SaaS, financial technology, infrastructure software and information services technology companies. He has been an active board member on numerous software companies including Sourcescrub, Teamfront, Flight Schedule Pro, Nexus Systems, ResMan, SentryOne, nCourt, PayLease, GTreasury, and eSecuritel. Currently, Gavin serves as a Director on the boards for the following software companies: Skimmer, Rentvine, and Centerbase.

Michael Anderson, Partner

Michael is a Partner at Mainsail Partners. He has spent twenty years as an investor in private companies. Michael currently serves on the board of Texo, Boostlingo, and Syncro. He formerly served on the board of Apptega, Inspect Point, PeraHealth (acquired), Bio-Optronics (acquired by Advarra) and FairWarning (acquired by Imprivata).

Emily Azevedo, Partner

Emily is a Partner and the Head of Talent at Mainsail Partners. She joined Mainsail in 2016 and works predominantly on portfolio talent needs, including executive recruiting, leadership development, compensation and assessment. Emily currently sits on the board of Extensiv.

Chris Cassidy, Partner

Chris is a Partner at Mainsail Partners. He works closely with Mainsail’s portfolio companies to optimize their go-to-market strategies. Chris helps sales and marketing leaders build their teams, clearly define their target market segments, build data and technology infrastructure and implement best practices to drive growth efficiently. He also works closely with the investment team to help identify new opportunities.

David Farsai, Partner

David is a Partner at Mainsail Partners. He is responsible for originating, executing, and supporting new investments. David works closely with a number of portfolio companies. He currently serves on the board of LIV, MirrorWeb, Red Oak Compliance, Apptega, Inspect Point, and Boostlingo. He formerly served on the board of Syncro, Sourcescrub (acquired by Datasite), Bio-Optronics (acquired by Advarra), FairWarning (acquired by Imprivata), and was previously a board observer of Zen Planner (acquired by Daxko).

Jason Frankel, Partner

Jason is a Partner at Mainsail Partners. He works closely with a number of portfolio companies. Jason currently serves on the board of Steelhead, CourtReserve, ChiroHD, INNERGY, Teamfront, ProShop, Flight Schedule Pro, and ServiceCore. He formerly served on the board of PlanHub, Fullbay, Centerbase, GTreasury, Aspire Software (acquired by ServiceTitan) and ResMan (acquired by Inhabit IQ).

Anthony Hayes, Partner

Anthony is a Partner at Mainsail Partners. He is responsible for sourcing and executing new portfolio investments. Anthony currently serves on the board of Steelhead, CourtReserve, Flyntlok, ChiroHD, Skimmer, ServiceCore, ProShop, and Flight Schedule Pro.

Vinay Kashyap, Partner

Vinay Kashyap is a Partner at Mainsail Partners. Vinay has been investing in founder-owned software companies for over fifteen years. Vinay currently serves on the board of FieldFlo, Flyntlok, Inn-Flow, Fexa, JobNimbus, PlanHub, and Fullbay. He formerly served on the board of ServiceCore, GTreasury (acquired by Ripple), Nexus Systems (acquired by Bottomline Technologies), SentryOne (acquired by SolarWinds), PlayMaker Health (acquired by Trella Health), and Zen Planner (acquired by Daxko).

Taylor McKinley, Partner

Taylor is a Partner at Mainsail Partners. He is responsible for originating, executing, and supporting investments in software companies. Taylor currently sits on the board of Instinct Science, SmartMoving and Centerbase. He formerly served on the board of Extensiv, ResMan (acquired by Inhabit IQ), FairWarning (acquired by Imprivata), Bio-Optronics (acquired by Advarra), nCourt (acquired by Providence Strategic Growth (PSG)) and was a board observer at Steelwedge Software (acquired by E2open).

William Salisbury, Partner, CFO, CCO

Bill is a Partner and Mainsail’s Chief Financial Officer and Chief Compliance Officer. Bill works with Mainsail’s portfolio companies to help them scale their financial operations as they migrate from bootstrapping to mature operating models. Bill also helps the investment team at Mainsail evaluate new investment opportunities. He formerly served on the board of GTreasury (acquired by Ripple).

Phil Stern, Partner

Phil is a Partner at Mainsail Partners. He is responsible for helping Mainsail’s portfolio companies optimize their growth strategies and deploy sales practices to increase sales team performance, among other operational initiatives. Phil currently serves on the board of Teamfront, ServiceCore, and Fullbay.

Funds Raised

Mainsail Partners has raised more than $4 billion in committed capital and has partnered with 100+ companies over the last 22+ years. Mainsail invests in growing, bootstrapped software companies and makes a select number of platform investments each year.

Key Investments

Disciplined in its investment strategy, Mainsail Partners seeks to invest in growing, bootstrapped software companies. This focus has generated experience and resources specifically relevant to helping founder-led companies grow. The targeted support helps companies navigate the challenges that often accompany the need to rapidly scale. Mainsail prioritizes investments in B2B software companies, specifically focused on vertical SaaS, financial technology, healthcare IT, infrastructure and security software, and select horizontal SaaS. 

Mainsail’s current software investments include:

Steelhead Technologies: Invested in 2025
Sector: ERP software for metal finishing and fabrication shops

FieldFlo: Invested in 2025
Sector: Project & safety management software for subcontractors

CourtReserve: Invested in 2025
Sector: Club management software for racquet and paddle sports

Flyntlok: Invested in 2025
Sector: Heavy equipment dealer management software

LIV: Invested in 2025
Sector: Fire and life safety compliance software

ChiroHD: Invested in 2025
Sector: Practice management software for Chiropractors

Inn-Flow: Invested in 2025
Sector: Business management and accounting software for hotels

Skimmer: Invested in 2024
Sector: Business management software for pool service companies

MirrorWeb: Invested in 2024
Sector: Communications compliance software

Rentvine: Invested in 2024
Sector: Property management software

INNERGY: Invested in 2024
Sector: Software for engineer-to-order (ETO) industry

Teamfront: Invested in 2023
Sector: Software for field and local services

Texo: Invested in 2023
Sector: Software for commercial laundries

ProShop: Invested in 2023
Sector: Software for machine shops

Red Oak Compliance Solutions: Invested in 2023
Sector: Compliance software for financial institutions

SmartMoving: Invested in 2022
Sector: Business management software for moving companies

Fexa: Invested in 2022
Sector: Facilities management software

Apptega: Invested in 2022
Sector: Cybersecurity and compliance management software

Flight Schedule Pro: Invested in 2022
Sector: Business management software for aviation industry

ServiceCore: Invested in 2022
Sector: Software for liquid waste and roll-off businesses

Instinct Science: Invested in 2022
Sector: Software for veterinary hospitals

Inspect Point: Invested in 2021
Software for fire inspection companies

Centerbase: Invested in 2021
Sector: Legal practice management software

Boostlingo: Invested in 2021
Sector: Language interpretation management software

JobNimbus: Recapitalized in 2024 (Originally Invested in 2020)
Sector: Home services software

PlanHub: Recapitalized in 2025 (Originally Invested in 2020)
Sector: Construction plan room and bidding software

Syncro: Invested in 2020
Sector: Software for IT organizations

Fullbay: Recapitalized in 2024 (Originally Invested in 2019)
Sector: Software for heavy duty repair shops

Extensiv: Invested in 2015
Sector: Cloud-based supply chain software

Capital Responsibility

Mainsail admires bootstrapped founders and respects the companies and cultures they have built. Mainsail’s team is purpose-built to support these software founders in their next phase of growth through a hands-on and collaborative approach. Visit Mainsail’s website for some of the reasons founders choose Mainsail as their partner.

CEO Reviews

Padraic Doyle, CEO and Co-Founder of Inspect Point

“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.”

Read the Inspect Point Case Study

Sean McLaughlin, CEO and Founder of Flyntlok

“We’re excited to leverage Mainsail’s deep experience in scaling vertical SaaS businesses, as well as the strategic and technical resources of Mainsail AI Labs, to bring AI and innovation to the dealer market in ways that deliver transformative value for our customers.”

Gabriel Doty, Co-Founder of ChiroHD

“Mainsail is the ideal partner to help drive our vision forward, as their investment and resources will enable ChiroHD to continue to deliver on our commitment to the chiropractic industry. We are focused on enhancing and improving the product, exploring how we can incorporate AI, adding to our already strong customer support, and continuing our mission to make it easier for our clinics to serve their patients and communities.”

John Erhart, Founder and CEO of Inn-Flow

“At Inn-Flow, we are committed to providing a robust, user-friendly, all-in-one platform that enables hotel owners and management companies to simplify their operations and grow their business profitably. Mainsail’s deep experience in scaling vertical SaaS platforms will help us further enhance our software platform to meet the evolving needs of the hospitality industry.”

Bryan Forrester, Co-Founder and CEO of Boostlingo

“Choosing Mainsail as Boostlingo’s investment partner was one of the best decisions we have made along our journey. Mainsail’s operational experience has helped us uncover new market opportunities, they have a strong talent team that has helped us bring on seasoned executive leaders, and they have an extensive network that has given us access to new partnership opportunities. Mainsail’s founder- friendly approach has provided the support and guidance we needed to scale.”

Read the Boostlingo Case Study