Built to be advocates

Our Commitment

As CIOs across the U.S. face economic uncertainty and the added stress of market cycles, we reiterate our commitment that we are on your side. From the beginning, we have advocated for you, and dark days do not diminish our investment in you. We get where you are at. To that end, no matter your level of engagement with us, you can count on us to be alongside you with the resources and the rich insights you need. You are accomplishing more with less, and we have made the decision to do the same for you. With your wins in sight, we are customizing our services for you with reduced rates and plans that fit your budget and accelerate your success. Check-in with us today and let's find what you have been looking for.

Check-in with us today and let's find what you have been looking for.

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Lead Geek With Executive Tendencies

Scott Smeester

Founding Member / Chief Executive Officer

Scott Smeester has over 25-years of experience in web-based application development, earned a degree in civil engineering, and has invested two decades in building companies. He has the creativity of a developer, the engineer’s love for infrastructure and the pragmatic “CEO’s focus” on strategy and ROI. His unique combination makes him an ideal partner (CIO/CTO) to translate between the executive suite and the IT group, to find technology solutions and to navigate digital transformation.

CIO Mastermind began in 2018 when Scott became driven to end the isolation technology leaders often experience, and to provide a more robust community than the vendor-sponsored options of which he had attended.

Working with his coach, Joe Woodruff, they both designed CIO Mastermind as a learning community in which members would be able to bring real-time needs to the table, receive unbiased input on their situations, and develop customized solutions for the sake of their teams and stakeholders.

Today, CIO Mastermind provides peer groups, coaching, team development, and IT transformation leadership to CIOs and their companies.

Joe Woodruff

Co-Founder / Lead Facilitator / Executive Coach

Joe Woodruff is a leadership coach, speaker and writer. In the years since co-founding CIO Mastermind, he has spoken and worked with hundreds of technology executives. Joe drives the content development for CIO Mastermind, and members call on him for coaching to sharpen their leadership skill-sets. His background brings a unique perspective to human motivation and organizational development. He is driven to equip technology leaders to elevate and extend their influence so that they are able to enjoy the profession of their dreams.

Joe leads CIO Mastermind's work with companies to improve employee development, increase engagement and inspire retention. He is an acting CIO and change-strategy consultant.

Kyle Matthews

Sales Leader / Growth Coach / Advocate

For over 22 years, Kyle has prospered in sales and leadership development in B2B and B2C companies. An entrepreneur himself, Kyle knows how to drive progress across teams of all sizes, embracing a people-first approach that transcends industry silos.

Kyle comes with a unique ability to help CIOs and CTOs illuminate top priorities, identify key stumbling blocks, and create the most effective path to solution. Kyle’s capacity to open and hold space for others to dive deeper into their issues sets him apart from typical consultation experiences.

Kyle equips leaders to live out a better story professionally and personally.