Nice to meet you.

Hey, I’m Ryan,
AI Architect
and builder.

I’m a co-founder of Ready, Plan, Grow! and Logoclothz. I design AI-assisted systems, build SEO strategies, and help small business owners use AI practically - with humans still in the loop.

This is where I document what I’m building, what’s working, and what isn’t.

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READ THIS FIRST

Stop Renting Your Intelligence

The AI tools you rely on can disappear overnight. Your prompts, your context, your workflows — gone. I wrote this manifesto because I believe every builder needs to own their intelligence, not lease it. This is the foundation of everything I do.

Read the Manifesto →
About me

I didn’t start in tech. I started in the motorcycle industry.

My career began in the UK working with BMW and Triumph, then I moved to New York City to run Ducati Manhattan as General Manager during their IPO era. That experience taught me everything about premium brands, high-pressure operations, and what it actually takes to convert customers.

I still work with some clients from my early agency days - which tells you more about the quality of the work than any case study could.

Now I co-found companies and build AI-assisted systems that help small businesses compete without the corporate overhead. I’m also a lung cancer survivor, over a year in remission. That experience sharpened my focus: impact over noise, mentorship over metrics, and work that actually matters.

Ryan Cunningham
Ryan Cunningham
Co-founder, Ready, Plan, Grow! & Logoclothz
Where to find me

My work & platforms

Stay curious, my AI friend. It's the secret sauce - think like you are seven. - Ryan

My skills

My Expertise

AI & Automation (HIL)

Human in the loop, always. I design AI-assisted workflows using custom GPT systems, RAG architecture, function-calling, and multi-agent orchestration. Every system I build keeps a human review point where it matters.

SEO & Digital Strategy

15+ years of real results. Technical SEO, semantic and entity SEO, topical authority mapping, schema markup, GEO (Generative Engine Optimization), GA4, GSC, and Screaming Frog. I’ve been doing this since before it was called a strategy.

Web & Agency Work

Web design, SEO, and digital strategy for small and mid-size businesses. I still have clients from those early days - the work speaks for itself.

E-Commerce Operations

From Casoli Moto to Logoclothz. Conversion optimization, product architecture, B2B ordering systems, and multi-channel scaling on Shopify, WIX, and BigCommerce. I co-founded Casoli Moto USA and scaled it to nearly $1M in its first year.

Business Strategy & Mentorship

Practical, not theoretical. Founder mentorship, SOP development, pricing strategy, sales process design, and operational efficiency. I work with founders who are tired of corporate overhead and want systems that actually run.

LLM Integration & Prompt Design

Connect the right tools. OpenAI, Claude, Gemini - I integrate and orchestrate LLMs across business workflows. Structured outputs, tool use, and cost controls. LLM-ready content optimization for both search and AI indexing.

Contact me

Got a project? Let’s talk.

ryan@readyplangrow.com

Active in the AI Community

I have been learning, testing, and building in the AI space for several years. These are certifications earned through active participation in leading AI education communities, not passive watching.

See the full story on my Gratitude page →