Who We Are
At FutureSight
Our Founding Story
John Carbrey
I started my entrepreneurial journey young. In high school, I taught myself to program and build web applications. At 16, I built my first website and won an award from an MIT affiliate. In 2002, I left the University of Toronto after landing a major contract with a Fortune 500 company and founded Intrafinity, an enterprise web solutions company. I later founded SharpSchool, which grew to serve nearly 10% of K-12 schools in the United States and handled billions of web and mobile page views each year. In 2015, I sold Intrafinity and SharpSchool to West Corporation, where I went on to lead a global technology team serving more than 100 million parents and students.
Like many entrepreneurs, I assumed selling my company would feel like arrival. Instead, it exposed a deeper question: what is success actually for? During a sabbatical, I stepped back to reflect on my work, calling, and the kind of contribution I wanted to make in the next chapter of life. That season clarified something fundamental for me. My deepest work is not simply building companies. It is partnering with founders as they discover and fulfill their life’s work.
That conviction led me to start FutureSight. Today, I partner with AI-first entrepreneurs to build companies at the intersection of purpose, talent, and enduring value. I am especially drawn to founders who want to create exceptional businesses not just as a career move, but as an expression of what they are uniquely called to do. I am also a reader, speaker, and author, but above all, I am most proud of the people I have had the opportunity to build with and invest in over the years.
Joshua Auslander
I have spent 20 years in the software industry in the CFO role, working with established founder-led companies ranging in size from 50-500 employees and ultimately leading them through successful M&A exits. Prior to that, I started my career in public accounting, working primarily with owner-managed businesses in a wide range of industry sectors.
I am able to leverage my deep business experience at FutureSight, covering accounting, finance, legal, tax, and general business matters to assist co-founders from the ideation stage through to growth and exit. By taking on these matters, I enable them to stay focused on building their businesses in terms of product, sales, and market awareness.
I’m truly excited to work with tech founders from the very beginning in the stages of a business where both the risks and rewards are maximized.
Prathna Ramesh
90% of all startups fail. That is a scary truth that has haunted me over the past decade that I’ve spent in tech as an investor and operator.
Gaps I see in the ecosystem today:
- Founders in their early days need more than just mentorship or capital
- Founders don’t spend enough time questioning their hypotheses and are too focused on proving scale fast
- Investors who claim to be active are often not
- Investors cannot scale their time efficiently across their portfolio
- The venture capital model works for some, not all, and needs to be innovated
These five problem areas drive me to continue to build FutureSight. My experience as an investor for over a decade allows me to assess new venture opportunities and founders while being able to contribute to their development in areas related to their business model design, go to market strategy, team composition and capital strategy.
It gives me great joy to help founders write their 0 to 1 chapter.