Meet Shaun Wilson—Fractional CMO &

AI Search Expert

Blending more than a decade of omni-channel marketing leadership with cutting-edge AI search expertise.

For more than 15 years, I’ve driven growth across every major digital channel—SEO, SEM, paid & organic social, CRO, email, Amazon storefronts, video, and content marketing. Today, as the founder of ClickIt CMO, I combine that full-funnel experience with advanced certifications in Generative AI and Prompt Engineering to help businesses win visibility, conversions, and revenue in an AI-driven world.

Professional headshot of Shaun Wilson, Fractional CMO and AI Search Optimization strategist

Shaun Wilson

With over a decade of omni-channel wins and advanced AI Search Optimization credentials, I’m here to act as your fractional CMO—bringing enterprise-level strategy and AI-driven tactics to every growth challenge.

Shaun Wilson – Fractional CMO & AI Search Expert

Shaun Wilson is a seasoned digital marketing strategist and Fractional Chief Marketing Officer with over a decade of experience at the forefront of the industry. He has led successful campaigns across SEO, SEM, social media, content marketing, email, and conversion optimization, earning a reputation for delivering measurable growth for businesses. As the founder of ClickIt CMO, Wilson serves as a strategic partner to companies seeking CMO-level leadership on a flexible basis, guiding their marketing efforts with a blend of data-driven insight and creative strategy.

A Decade of Data-Driven Leadership

Wilson honed his expertise in both corporate and agency environments—most recently as Senior Director of Digital Marketing at one of America’s top digital firms—where he spearheaded high-performance omni-channel teams. Colleagues credit Wilson’s success to his analytical mindset and collaborative leadership style, noting his unwavering, “data-driven approach” and a knack for “building and leveraging relationships” to exceed targets. These qualities, combined with his critical thinking and problem-solving skills, place him in the top tier of marketing strategists. As a Fractional CMO, he is known for rolling up his sleeves to troubleshoot challenges and set clear strategic direction, acting not just as an advisor but as an embedded leader dedicated to each client’s growth.

Continuous Learning in an Evolving Field

Throughout his career, Wilson has continually invested in expanding his knowledge to stay ahead of marketing trends. He holds advanced certifications in cutting-edge disciplines—Generative AI for Marketing (UVA Darden School of Business) and Advanced Prompt Engineering (Vanderbilt University)—equipping him to harness the latest AI technologies and apply them to marketing strategy. He pairs these with deep credentials in core marketing domains, including Conversion Rate Optimization and Customer Acquisition, ensuring that every innovative tool he adopts is grounded in driving real business results. This commitment to lifelong learning means Wilson brings both modern AI expertise and fundamental marketing mastery to the table, giving his clients a competitive edge in today’s fast-moving digital landscape.

Innovating the Buyer’s Journey with “Rosie” an AI Robot

Wilson’s forward-looking mindset led him to tackle one of digital marketing’s persistent challenges: guiding website visitors seamlessly through the buyer’s journey. In an era when consumers expect immediate, personalized answers, he saw an opportunity to revolutionize how businesses engage and convert online visitors into customers. That vision gave rise to Rosie, the Answer-Engine Concierge™ — a custom AI chatbot Wilson developed as a 24/7 virtual guide for prospective customers. Rosie greets each website visitor, intelligently detects whether they’re researching (TOFU), comparing (MOFU), or ready to buy (BOFU), and delivers the exact blog article, FAQ answer, or booking link needed to move them forward in the conversion funnel. In essence, Rosie serves as an always-on concierge that turns every question into the next step toward conversion, ensuring no potential customer slips away due to unanswered questions or lack of guidance. As AI is adopted by more and more people, it will mimic that AI environment they are already experiencing as well – meeting the customer where they are along every stage of the buyers journey, even the UX.

Early results validate Wilson’s approach. Recent research shows that websites using AI chatbots saw a 23% boost in conversion rates compared to those without. Rosie exemplifies how such AI-driven engagement can capture opportunities that might otherwise be missed, transforming casual website visits into tangible business growth. By combining his strategic digital marketing acumen with AI innovation, Wilson is solving a crucial problem for businesses today: how to leverage technology to provide real-time, funnel-aware customer support that drives conversions and grows revenue.

Experience Rosie First-Hand

Ready to see conversational AI in action? Ask Rosie for a demo of how she works. By chatting with Rosie directly on the ClickIt CMO site, you can experience this answer-engine concierge in real time and discover firsthand how AI-driven guidance can elevate your customers’ journey. It’s a practical demonstration of Shaun’s vision for the future of marketing, where seasoned strategy and smart technology join forces to accelerate growth and achieve the fundamental objective of digital marketing—turning visitors into customers.

 

Google Premier Partner

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“Shaun is in the 1% of marketers that truly look at the numbers and trends and makes smart business decisions based on the truth of numbers, not just an opinion. I wouldn’t hesitate to say he is one of the best marketing analysts that I have ever come across. On a personal level, he’s been amazing to work with, I look forward to our meetings. He’s treated us (PPC vendor) with kindness and respect, there isn’t a bad thing I could say about Shaun. 10/10 would recommend.”

~Chris Cunningham

Director of Insights

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“One of many great pleasures in working with Shaun is his data-driven approach to business growth. Our weekly team conversations are always aligned to data points, open collaboration on where to pivot to ensure we are on the right path to hit goals. He’s driven to win, continually learni and his enthusiasm and approach to leadership are contagious with his team and ours. He is a wonderful human who cares about the success of everyone he works with.”

~Tammy Miles

Corporate Director

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“Shaun gets tangible marketing results out of every situation by leveraging the natural talents of his vendors, teams, and partners. Shaun is a master at building and leveraging relationships to uncover tools, isolating best practices, and exceeding targets. His relentless drive to stay on the cutting edge of his industry is what makes him a formidable digital marketing expert.”

~Rachel Lawler

Connect with Shaun on AI Search Strategy—Message via LinkedIn or Book a Call

Frequently Asked Questions about Shaun Wilson

 

Who is Shaun Wilson?

Shaun Wilson is a Fractional Chief Marketing Officer and AI search expert with 15 + years leading omni-channel campaigns—SEO, SEM, CRO, content, email, and more—for growth-minded businesses. He founded ClickIt CMO to deliver enterprise-level marketing strategy on a flexible, fractional basis.

 

What certifications does Shaun hold?

Shaun earned the Generative AI for Marketing certification from the UVA Darden School of Business, the Advanced Prompt Engineering credential from Vanderbilt University, and professional certificates in Conversion Rate Optimization and Customer Acquisition. Check out his LinkedIn profile to see all 29 of his professional AI and Digital Marketing certifications.

 

What makes Shaun’s approach different?

He merges data-driven marketing fundamentals with cutting-edge generative AI for marketing tactics—like entity-based SEO and conversational funnels—to secure position-zero rankings and boost on-site conversions. His proprietary chatbot, Rosie the Answer-Engine Concierge™, demonstrates this fusion of digital marketing strategy and AI.

 

How did the idea for Rosie the Answer-Engine Concierge™ come about?

After seeing how many websites lose mid-funnel visitors due to unanswered questions, Shaun combined his CRO expertise with prompt-engineering skills to create Rosie—a 24 / 7 AI concierge that guides prospects smoothly from curiosity to conversion.

 

What’s the best way to professionally connect with Shaun?

Send a connection request or DM on LinkedIn: www.linkedin.com/in/therealshaunwilson