Your Complete Digital Infrastructure. Fully Managed.

We provide the foundational web design, digital marketing, and commercial visual media your business needs to scale...

Build Your Digital Strategy
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Core Digital Services

Transparent, tiered packages designed to scale your local business
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Foundational Web Design

Custom-engineered, high-performance websites built for conversion.

  • Responsive Mobile-First Development
  • Optimized User Experience (UX)
  • Secure Hosting & Maintenance
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Digital Marketing Strategy

Data-driven campaigns designed to capture and convert Central Coast traffic.

  • Local SEO Optimization
  • Targeted Ad Campaigns
  • Performance Analytics & Reporting
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Commercial Visual Media

Breathtaking photography and videography that sets your brand apart.

  • Professional On-Site Photography
  • Engaging Brand Videography
  • Custom Coastal Visual Assets
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Featured Success Story

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Avila Beach, California

Scaling a Destination

We spearheaded the digital strategy for Avila Beach, securing the support of over 90% of local businesses. By anchoring a massive, custom-built web infrastructure with breathtaking in-house photography and targeted marketing, we established the town as a premier Central Coast destination.

  • 40,000 Monthly Visitors
  • 200,000 Monthly Pageviews
  • 100K+ Weekly Social Reach
View the Complete Case Study

Meet the Founder

Local Leadership. Two Decades of Digital Excellence.

I’m Jay Olson, Director of Digital & Visual Strategy. For over twenty years, I’ve operated Sleepless Interactive right here on the Central Coast, building high-performance digital infrastructure for local businesses that are ready to scale.

Unlike traditional agencies that piece together outsourced talent, I blend elite web development with the high-end commercial visual media of Jay Olson Photography. When you partner with me, you get a seasoned operational leader who isn't afraid to get in the sand and capture the authentic, high-converting assets your brand needs.

I live, work, and raise my family in San Luis Obispo County. Your business deserves a powerful digital footprint engineered by a local expert who truly understands this market.

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Ready to Build Your Digital Growth Engine?

Most organizations settle for a static digital brochure that sits passively on the web. We engineer scalable digital architecture designed to act as a 24/7 operational asset. By unifying your technical foundation, search strategy, and commercial media, we build comprehensive systems that actively capture leads and drive measurable revenue.

Whether you require a targeted commercial media sprint or a fully managed digital infrastructure built from the ground up, we are ready to execute. Stop relying on fragmented systems and disconnected vendors, and partner directly with a fractional Director of Digital Strategy.

Explore Our Productized Packages Request a Custom Scope
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Proudly partnering with businesses across San Luis Obispo County and the Central Coast.

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