Inside CTOx

Jon Benedict is a fractional CISO, CIO, and CTO who has helped more than two dozen healthcare organizations navigate cybersecurity, digital transformation, and AI strategy. From community hospitals to specialty physician groups, Jon brings over 25 years of executive technology leadership to organizations that require enterprise level expertise without enterprise level overhead.

Glenn Antoine is a Fractional CTO, CISO, and trusted M&A technology advisor who has guided more than 200 founders and investors through high stakes diligence, acquisitions, and growth inflection points. With a background spanning naval and general aviation alongside executive cybersecurity and software leadership, Glenn applies cockpit level precision to technical risk, scalability, and enterprise value creation.

Paul Benson built his reputation on results. He saved a company $12K a year by rethinking a simple procurement decision, then led a $750K EMR overhaul that finished early, under budget, and paid for itself. After years in traditional W-2 healthcare IT leadership, an unexpected exit forced a decision. Chase another role or build something independent. He chose autonomy and began consulting.

Tony Winter spent more than two decades leading global technology transformations across SaaS, manufacturing, and supply chain. From earning a U.S. patent for service-oriented architecture to guiding international teams through complex modernization initiatives, his career has been defined by disciplined execution and business alignment.

Michael Virnoche’s career is a masterclass in solving complex problems at scale. From serving as chief architect for one of the world’s largest MSSP platforms, processing billions of security events daily, to earning over 100 awards and multiple patents during his time at IBM, Michael has built systems that operate under extreme pressure.

From founding Mattang, a boutique Master Data Management shop he grew to 25 developers and $6M in revenue in under three years, to architecting the State of Indiana’s COVID contact tracing app while fiercely protecting privacy, John Fitzpatrick has built a career on engineering clarity in chaos.

From teenage founder to corporate CTO and back to entrepreneurship, Sanjay Akut has built a life where business, freedom, and family don’t have to compete. In this episode of Inside CTOx, he shares how a single call with Lior and Marisa at CTOx “cemented it” and gave him the conviction to leave his CTO role and launch TukaTek.

In this episode of our conversation with Yoemy Waller, we dive deeper into AI leadership, humility, and courage. Yoemy shares how she leads through uncertainty, manages client expectations, and balances innovation with responsibility in healthcare. She reflects on the importance of lifelong learning, staying adaptable, and helping organizations embrace ethical AI without losing their human focus.

In Part 1 of our conversation with Yoemy Waller, a healthcare data scientist turned fractional CTO, we explore her journey from corporate roles to independent leadership in AI and healthcare innovation. Yoemy discusses overcoming the fear of self-promotion, stepping outside her comfort zone, and learning to scale a business while protecting time for travel and family.