Build equity. Unlock capital.
We invest in B2B and home based service & SaaS businesses who want to maintain ownership while building a sustainable business from $100k - $10M+
Keep It Simple.
Build Equity
We help you create lasting value in your business while maintaining control.

Unlock Capital
Access the funding you need without sacrificing ownership.

Bootstrapper.AI Platform
Built from the ground up to support our portfolio companies in building equity and unlocking capital
Real-time Business Valuations
Get instant, accurate valuations of your business based on real-time data and market conditions.
Long-term Equity Management
Track and optimize your equity position with advanced monitoring and forecasting tools.
Automated Business Process Optimization
Streamline operations with AI-powered process automation and optimization recommendations.
Metric Driven Risk Insights
Identify and mitigate risks with data-driven analytics and predictive modeling.
Simplified Business Analytics
Access clear, actionable insights through intuitive dashboards and reports.
Standardized Team Management
Efficiently manage your team with standardized processes and performance metrics.
Keep It Simple.
Why Choose Bootstrapper Capital
Build a Business You Enjoy Owning
Create a sustainable business model that aligns with your long-term goals and values.
Increase Personal Net Worth
Implement strategies to grow your equity and maximize your business's value.
More Profit in Your Pocket
Optimize operations and financing to increase your take-home earnings.
Founder Friendly Capital
Access flexible financing options that preserve your ownership and control.
Capital Solutions
Performance Based Capital
That ebbs and flows with your business. Only make repayments you can afford from a small % of your monthly business performance.
Equity Capital
Let us lead an equity round of financing co-syndicated with your customers & ecosystem partners.
SAFERR
Utilize our simple agreement for future exit and revenue repayment to fund your long-term equity growth.
Capital Ecosystem
Let us leverage our extended network of capital partners to help you source and close capital if we are unable to do so ourselves.
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Our Journey

Hi, My Name is Chris Sacchinelli
I'm the founder of Bootstrapper Capital, and I've dedicated my career to helping small and medium-sized businesses (SMBs) thrive by focusing on what truly matters: building equity, unlocking sustainable growth, and creating long-term value without sacrificing ownership - or quality of life.
My journey to founding Bootstrapper Capital started with a simple realization: too many business owners are caught in a cycle of chasing revenue while overlooking the bigger picture of equity and profitability. I've seen firsthand how founders pour their hearts and energy into their businesses, only to face challenges when it comes to scaling, accessing capital, or even planning an exit.
Why I Believe in What We're Doing
Growing a business shouldn't mean giving up control or taking on unnecessary risks. I started Bootstrapper Capital because I believe there's a better way—a way that prioritizes profitability, sustainability, and ownership.
- Profitability is Power: I've always believed that profit isn't just a byproduct of success—it's the foundation. When businesses prioritize profitability, they create stability, resilience, and opportunities for growth.
- Equity is Wealth: Building equity transforms a business from just a job into an asset. It's about creating lasting value that benefits owners, employees, and their communities.
- Ownership Matters: Too often, founders are forced to trade their hard-earned equity for capital or guidance. I believe SMBs should have access to the resources they need without sacrificing their vision or control.
My Story
Having had the privilege of bootstrapping my own business to a profitable exit, I doubled down on what I enjoy most & started Simple Holdings where for the past decade + I've been building a simple portfolio of sustainable businesses, including this one.
Over the years, I've worked with countless entrepreneurs, business leaders, and founders who all shared the same goal: they wanted to build something meaningful and profitable. What I noticed, though, was a common thread—they didn't have the tools, insights, or support to focus on the things that mattered most.
I've experienced the frustration of inefficient systems, the struggle to access fair capital, and the overwhelming feeling of trying to wear every hat in a growing business. These experiences shaped my mission: to create a system that simplifies business growth, reduces risk, and enables founders to achieve their goals without compromising their values.
That's where Bootstrapper.AI comes in. It's more than a platform—it's the realization of everything I've learned, designed to make building equity and unlocking capital as seamless and accessible as possible.
What We're Building Together
Bootstrapper Capital is more than just a firm—it's a movement to redefine how SMBs grow. We're helping business owners master their profitability, track their equity in real time, and access performance-based capital that rewards success, not risk.
I believe that when founders focus on building equity and sustainability, they not only grow their businesses but also create a ripple effect of opportunity—for themselves, their teams, and their communities.
Let's Build Something Great
I founded Bootstrapper Capital because I know the transformative power of profitability, equity, and ownership. Whether you're just starting out or looking to take your business to the next level, my team and I are here to help you succeed on your terms.
Let's build something that lasts.
Chris Sacchinelli
Founder, Bootstrapper Capital