Serial Entrepreneur | Problem Solver | Lifelong Learner

At 77, I'm more excited about AI than anything in my career. After founding AOSoft.com, spending 9+ years at cPanel, and decades solving technology challenges, I'm exploring how AI can help businesses and individuals thrive.

Learn More About Me
Richard Asp - Serial Entrepreneur and Technology Leader

About Me

A journey spanning decades, driven by curiosity and a commitment to helping others succeed.

Early Years & Education

My journey started with a strong foundation in chemistry and a natural curiosity for solving complex problems. After serving in the military, I carried forward a discipline and commitment to excellence that would shape every venture I pursued.

Fannie Mae Era (1980s)

During my time working with Fannie Mae, I pioneered the first Fannie Mae tax-exempt financing, developing innovative approaches to tax-exempt securities that transformed how financial institutions handled large-scale transactions. Leading technology initiatives in this environment taught me that the best solutions are both technically sound and practically implementable.

AOSoft.com (1996-2004)

Recognizing the explosive potential of the early web, I founded AOSoft.com to help businesses establish their online presence. Over 8 years, I built the company from the ground up, creating hosting solutions that small businesses actually needed -- reliability, simplicity, and responsive support. Successfully sold the business in 2004.

Technical Support Leadership (2004-2011)

Applied my deep infrastructure expertise to enterprise operations, providing technical support for Jackson Hewitt and Maxwell Enterprises. This period reinforced my understanding that great technology support means anticipating problems before they happen and empowering teams to work efficiently.

cPanel Journey (2012-2021)

Spending 9 years at cPanel gave me deep expertise in hosting infrastructure and control panel technology that powers millions of websites. I saw firsthand how the right tools could empower non-technical users to manage complex systems, and learned that great technology gets out of the way and lets people focus on their business.

Consulting & AI Development (2021-Present)

At 77, I'm genuinely excited about AI -- not because it's trendy, but because it represents a fundamental shift in how we can solve problems. I'm actively learning, building, and exploring how AI can help seniors, small businesses, and anyone willing to learn. Projects like SilverSupport reflect my belief that technology should serve everyone, regardless of technical background or age.

"I'm a helper, not a hustler."

Throughout my career, I've found the most satisfaction in empowering others to succeed, whether through technology, guidance, or just being there when someone needs support.

Experience Timeline

Five decades of technology leadership and entrepreneurship

Fannie Mae era
1980s

Fannie Mae - Tax Exempt Financing

First Fannie Mae tax exempt financing -- pioneering innovative approaches to tax-exempt securities that transformed financial institution operations.

AOSoft.com era
1996-2004

AOSoft.com - Founder

Built and sold AOSoft.com, providing web hosting and infrastructure solutions during the explosive growth of the early internet.

Technical support era
2004-2011

Technical Support Leadership

Provided technical support for Jackson Hewitt and Maxwell Enterprises, applying deep infrastructure expertise to enterprise operations.

cPanel era
2012-2021

cPanel - 9 Years of Hosting Excellence

Worked at cPanel for 9 years, gaining deep expertise in hosting infrastructure and control panel technology that powers millions of websites.

AI and consulting era
2021-Present

Consulting & AI Development

At 77, actively consulting and building AI-powered solutions like SilverSupport, exploring how AI can serve seniors and small businesses.

Recognition & Press

1971

Military Honor

Recognized for service and excellence during military tenure.

1984

Financial Innovation Coverage

Featured in industry publications for pioneering work in tax-exempt securities technology.

Current Projects

What I'm building and exploring right now

SilverSupport

Active Development

AI-powered tools and helpdesk designed specifically for seniors and their caregivers. Making technology accessible and supportive for the aging population.

Vibe Coding

In Progress

Exploring natural language programming approaches that make coding more intuitive and accessible to non-programmers.

AI Learning Platform

Planning Phase

Educational resources and workshops to help individuals and businesses understand and adopt AI effectively, without the hype.

Beyond Technology

Personal life - Family, faith, and Sarasota

While technology has been my career, my life is built on relationships and values that matter far more.

58-Year Partnership

Married for 58 years, I've learned that lasting success comes from commitment, communication, and showing up every day.

Family

Two wonderful daughters and a growing family keep me grounded and remind me why building a better future matters.

Faith & Community

Active in church leadership and community service, guided by the belief that we're here to help each other.

Sarasota, Florida

Living where coastal beauty meets vibrant community -- the perfect place for this lifelong learner to stay active and engaged.

Let's Connect

Coffee's always on, and I'm always happy to chat about technology, entrepreneurship, or just life in general. I prefer to start conversations via email, and if there's a good fit, we can schedule a call.

Email

[email protected]

Preferred for initial contact

LinkedIn

Connect on LinkedIn

Professional network

What to expect

  • Honest, straightforward conversations
  • Practical advice based on decades of experience
  • No pressure, no sales pitches -- just genuine help
  • A willingness to learn together