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Our approach

Approach Header

Largest Benelux based Evergreen Private Equity Fund for Software & AI Entrepreneurs

Equity investments: 
€5 - 50 mio

Size: 
Revenue: €5 - 100 mio
EBITDA: €2 - 20 mio

Geographies:
Europe (focus Benelux)

Deal structures: 
Majority
Minority
Co-investment
Buy-out
Growth capital

Holding period: 
Flexible 
(4-8 years on average)

Sector focus:
B2B Software
IT Services

We focus on European based B2B Software and IT services companies that show strong growth potential and have the ability to leverage AI into their business models. 

Smile Sail Diagram

Why Partner with Smile Sail ?

True Partnership

We don’t just invest, we become your true partner. Our field-proven experience translates into strategic and operational guidance, creating value together.

Deep Operational Expertise

What you may expect from us, is in-depth business knowledge and the shared passion and drive to create strategic, long-term value.

Buy Out & Growth Capital

Investments ranging from €5 to €50 million, ensuring the financial backing you need to scale

Flexible Deal Structuring

As an evergreen fund backed by entrepreneurial co-investors, we offer maximum flexibility in transaction types, ticket sizes, and holding periods. Whether it’s growth financing, replacement capital, minority or majority stakes, we adapt to your needs.

Global Network

Gain access to Smile Sail’s extensive network of industry experts, business leaders, and co-investors

What we offer

Strategic Insights and Operational Support

We provide strategic insights on growth, internationalization, buy-and-build strategies, and business model innovation in addition to supporting initiatives on operational excellence

Influential Partner

We bring operational expertise, network access and can actively engage as a partner in the field, providing hands-on support when needed