From Wall Street to TechRescue: Why the Future of Tech Still Needs Humans

What happens when technology designed to make life easier actually makes life more frustrating?

In this episode of The Entrepreneur Speaks, I sit down with Andrew Bolton, CEO and Co-Founder of TechRescue, a 24/7 human-powered tech support company helping seniors, families, and small businesses navigate an increasingly complicated digital world.

Andrew shares his journey from Harvard and Wall Street to entrepreneurship, and the experience that inspired him to build a company where people not software are the product.

We explore the highs and lows of his entrepreneurial journey, including costly early mistakes, difficult decisions, the pressure of building a purpose-driven business, and the lessons he has learned along the way.

Andrew also shares his perspective on the limits of automation, why some problems still require a human touch, and how technology can be made safer, simpler, and more accessible.

In this episode, we discuss:

• Andrew’s journey from finance to entrepreneurship
• The inspiration behind TechRescue
• Building a business around human connection
• The highs, lows and costly mistakes of entrepreneurship
• Balancing purpose with profitability
• Scaling a people-driven service business
• Technology, AI and the importance of human support
• Protecting families and seniors in an increasingly digital world
• Lessons Andrew wishes he knew before becoming an entrepreneur

This is a candid conversation about entrepreneurship, purpose, pressure, technology and the lessons that come from building a business from the ground up.