Founder
Robb Pleasant
Founder of Pleasant Oak Solutions — AI consulting and web design for small businesses.
Robb Pleasant has spent 15+ years in web design, product management, and technology leadership — including time at Amazon and Google — before founding Pleasant Oak Solutions on February 18, 2025.
He started Pleasant Oak to give small business owners the same kind of technology guidance that large companies pay consulting firms for: honest recommendations, practical implementation, and websites that actually convert.
Based in Temecula, California, Robb works remotely with small businesses across the United States, with a focus on San Diego, Washington DC, Seattle, New York, Denver, Los Angeles, Atlanta, and Nevada.
What Robb works on
- Choosing the right AI tools for a specific small-business workflow.
- Designing and building fast, conversion-focused websites.
- Product and project management for founder-led teams.
- Coaching owners and operators on adopting new technology without wasted spend.