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Home›Coaches›Bryan D.
Bryan D.COACH
PrincipalCoachExecutive◉ Charlotte, NC

Bryan D.✓

"Most leadership teams do not need a better prompt. They need a clearer answer to what they are actually building."

2 yrs with Claude11 engagementsResponds within 1 business dayEnglishMember since 2026
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Former CTO and CIO of MDLIVE, which grew to a $500M+ acquisition. Fractional CTO with more than 40 engagements helping companies scale their technology.
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YesVirtual 1:1
coaching
11Engagements
2Years with Claude
0Workshop hubs
·CCCA credentialed

A coach who respects your time.

As CTO and CIO of MDLIVE I grew the technology team from 7 to more than 80, ran a production environment at 99.99% uptime, and helped drive the growth that led to the company's $500M+ acquisition.

Since then I have worked as a fractional CTO and CIO on more than 40 engagements, including leading a client-server to cloud SaaS migration at ProMed Clinical Systems and directing technology across apps, web and infrastructure at iPic Entertainment. I hold a BS in Information Technology from Rochester Institute of Technology.

I coach founders and executive teams on what to actually build with Claude, how to staff and govern an AI-native engineering org, and how to avoid spending six months on AI features that do not move the business.

Best fit

Team10-500 people
StageSeries A through enterprise
IndustriesHealthtech, fintech, regulated SaaS, marketplaces
RolesFounders, CEOs, CTOs, boards
Not forPre-product, hobbyist projects

Three principles on every engagement.

i.

Decide what to build

Before any AI roadmap, we get crisp on the business outcome. Most AI roadmaps fail at this step.

ii.

Staff the org around it

Headcount, reporting lines and accountability for AI and agent work, designed on purpose rather than bolted on.

iii.

Hold the team accountable

We define what shipped means and we measure against it. No vanity demos.

Specialties

Executive AI strategyAI-native engineering orgsFractional CTOCloud and SaaS migrationScale leadershipBoard prep

Engagements, in their own words.

MDLIVECTO / CIO

Telehealth at scale

Grew the technology team from 7 to 80+ and ran a 99.99% uptime production environment.

HealthtechScale
Impact
$500M+ acquisition

Tools Bryan reaches for.

Primary model
Claude Opus 5.5
Used for strategy work, planning and executive prep.
Format
Executive working sessions
Mostly virtual 1:1 sessions with founders and leadership teams.

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