Episode 6: Networks, Change & Legacy Code (with Chris Grant)

Christopher Grant joins Inside CTOx to share his journey from leading billion-dollar digital transformations at The Home Depot and Google Cloud to launching Nebari Consulting, where he helps mid-market companies turn technology into business wins.
Subscribe on

Show Notes

Episode 6 cover image - Inside CTOx Podcast
Inside CTOx
Episode 6: Networks, Change & Legacy Code (with Chris Grant)
Loading
/

Podcast Description

Christopher Grant joins Inside CTOx to share his journey from leading billion-dollar digital transformations at The Home Depot and Google Cloud to launching Nebari Consulting, where he helps mid-market companies turn technology into business wins.

With nearly 30 years in tech, Christopher opens up about career pivots, mindset shifts, and how CTOx helped him transition from corporate leadership to entrepreneurial independence. He reveals how commitment, community, and measurable systems have shaped his success — and why “tracking everything” became his secret weapon.

About the Guest

Christopher Grant | CTOx Accelerator Alumni

Christopher Grant is a veteran technology executive and the founder of Nebari Consulting, where he serves as a fractional CTO for growing businesses. His experience spans startups and global enterprises — from migrating The Home Depot’s $5B e-commerce platform with zero downtime to helping shape Google Cloud’s enterprise product strategy. When he’s not advising companies, you’ll find him in the woods, guitar in hand, or tending to his bonsais — balancing precision, patience, and creativity in both life and technology.

Connect with Christopher

• Websites: https://nebari.cc | https://cgrant.io
• LinkedIn: https://www.linkedin.com/in/christophergrant

Episode Breakdown

Part 1 – Commitment, Courage & The CTOx Journey
• 0:00 – Opening reflection from Christopher: Are you serious about this?
• 0:17 – Welcome to Inside CTOx with host Donna
• 1:08 – Guest introduction: Christopher Grant
• 1:36 – From startups to Fortune 50s: Christopher’s path to CTOx
• 2:10 – What inspired him to join CTOx and help smaller companies grow
• 3:24 – The hardest first step: sending that first cold email
• 4:24 – Overcoming hesitation and finding confidence through action
• 5:26 – Mindset shift: full commitment vs. half effort
• 7:04 – Advice for those balancing full-time work and the CTOx journey
• 9:08 – Building a strong client pipeline and foundation before the leap

Part 2 – Community, Systems & AI Hot Seat
• 9:43 – How the CTOx community drives accountability and growth
• 12:00 – Why being surrounded by peers on the same path matters
• 13:43 – The non-negotiable: tracking, traceability, and measurable progress
• 15:51 – Why change feels hard (and how consistency creates confidence)
• 17:40 – Trusting the process and adapting proven frameworks
• 18:06 – Looking ahead: growing networks and meaningful engagement
• 20:14 – Building authentic connections beyond sales and deliverables
• 21:36 – AI Hot Seat: Surprise Question from ChatGPT
• 22:12 – If legacy tech could talk, what secrets would it reveal?
• 23:43 – Lessons from legacy systems and respecting their origins
• 24:28 – Closing reflections and final thoughts

Recent Episodes

From Healthcare Data Scientist to Fractional CTO: How Yoeme Waller Is Using AI to Transform Patient

From Healthcare Data Scientist to Fractional CTO: How Yoeme Waller Is Using AI to Transform Patient

What does it take to go from working inside healthcare organizations for decades to becoming a fractional CTO who helps health systems worldwide harness AI for

Episode 16: Fractional Leadership for Healthcare Scale (with Jon Benedict)

Episode 16: Fractional Leadership for Healthcare Scale (with Jon Benedict)

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.

Episode 15: Flying Higher as a Fractional CTO (with Glenn Antoine)

Episode 15: Flying Higher as a Fractional CTO (with Glenn Antoine)

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.

Stay Connected

Whether you’re a Tech Leader, just starting as a Fractional CTO, or a seasoned Tech Consultant looking to optimize your engagements at scale, each episode brings you clear insights, real stories, and proven strategies to help you lead with confidence and make smarter decisions.

Stay in the loop! Subscribe now so you never miss an episode that could inspire your next big move.

New episodes

We publish a new episode regularly. Watch out.

Be our guest?

Now just let us know where to send the free report...

Name