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Smile Sail is an Evergreen Private Equity fund
that supports ambitious entrepreneurs and management teams
in growing into Software & AI Leaders (‘Sail’)
Our approach
About us
Largest Benelux based Evergreen Private Equity fund for Software & AI entrepreneurs.
Investing in European B2B Software & AI
€260 million Evergreen Private Equity fund
Smile Sail is an Evergreen Private Equity fund focusing on Software and AI entrepreneurs. We aim to take a majority or minority position in European B2B Software and IT services businesses, and look to invest €5 to €50 million of equity.
asset under management (AUM) across the Smile group
Entrepreneurs for entrepreneurs
We are backed by 30+ Entrepreneurs and Entrepreneurial family offices.
With this entrepreneurial DNA at our core, we invest more than just capital – we bring knowledge, experience and a powerful international and local network to every partnership.
backed by entrepreneurs, founders, operators and captains of industry
True Partnerships
We build partnerships based on mutual respect, integrity, and best-in-class professionalism.
All at Smile Sail share the passion for building market leading companies in Software and AI through an approach that is both impactful and respectful. We join founders as true partners, aligned on a clear course and fully committed to navigating the journey together.
Track record of 8+ years since first Smile evergreen fund launch
Our focus
We partner with software and services businesses in their ambition to become market leaders or expand their leadership position. We combine flexible capital, true partnerships, entrepreneurial DNA, deep sector know-how, and hands-on strategic & operational support to help them harness momentum and reach their full potential.
Our approachOur sweet spot
Growth & Buy Out Capital at the intersection of sector expertise, B2B Software & IT solutions, boosted by Data & AI technologies.
Data & AI technologies
Prioritizing companies where data and AI are or can be core value drivers
B2B Software &
IT services
Supporting transformative B2B Software and software-enabled services
Key areas of focus
Core verticals of interest include Healthcare, Industry 5.0, and Financial & Business Services
Local Roots. Global Expertise.
At our core is a culture of innovation, collaboration and ambition to create strategic, long-term value.
Having built, led, and invested in B2B software, AI, and IT services companies at every stage, our team brings not just knowledge and resources, but the shared drive to make big things happen.
Meet the team