AVAILABLE FOR SELECT ENGAGEMENTS
Fractional CTO · Strategic Technologist · Growth Architect · Creative Technologist
Fractional CTO & Strategic Technologist for Complex Digital Products
I help founders, operators, civic teams, and technical organizations turn ambiguous ideas into secure, useful, working systems — across AI, cybersecurity, cloud, identity, infrastructure, and product strategy.
Most useful before the expensive mistake.
Free · 30-minute call
30+ years · SOC 2 Type II MSSP · health-IT, identity & enterprise systems · Portland, OR
Or follow the thinking — Work. Rewired., biweekly →
Nate DiNiro · Portland, OR
30+ yrs
enterprise IT, health IT, identity & security
SOC 2 Type II
MSSP retention & field ops (2016–present)
~60
North American field-service bench, built & run
50% YoY
growth contribution
95% CSAT
30% churn reduction
01
Positioning
Most useful across boundaries
I work in the seam between deep systems and business reality. Over three decades that’s meant enterprise IT, a billion-dollar hospital health-IT deployment, HIPAA-compliant DevOps, co-founding a self-sovereign-identity platform, and today running retention and field operations for a SOC 2 Type II managed-security provider. My range is the point: complex projects rarely fail inside one discipline — they fail in the gaps between strategy, architecture, security, adoption, and execution. That’s where I work.
I operate channel-first and hands-on — translating emerging technology into deployable business models, and keeping complex projects coherent with ADR discipline and structured multi-AI design review. Through Full Granklestein Ventures (FullGV) and BDITS I take on fractional leadership, architecture, and growth work; at Fortify24x7 I run retention, business development, and field operations for an award-winning MSSP. I’ve been the CTO/CIO, the co-founder, the VP of business development, and the marketer — often on the same problem.
02
What I Do
Capabilities
AI
AI Systems & Agentic Architecture
Practical AI workflows, agents, evaluation loops, governance, and implementation paths that survive contact with real users, real data, and real budgets.
SEC
Cybersecurity, Identity & Cloud Modernization
Identity, endpoints, M365, Entra ID, Intune, SharePoint, security ops, and compliance — without losing business continuity. Grounded in daily SOC 2 Type II MSSP work, Azure lift-and-shift, and incident response.
EXEC
Fractional CTO / CEO / CMO Support
Embed with founders to shape product, architecture, GTM, messaging, stakeholder strategy, and execution. I’ve been the CTO/CIO, the co-founder, the VP of BizDev, and the marketer — often on the same problem.
HEALTH
Healthcare IT & Regulated Workflows
HIPAA-aware, value-based-care-literate judgment for EMR, health-data, and clinical-adjacent technology — from a billion-dollar hospital deployment to CMS/ACO program work to OpenEMR.
INFRA
Infrastructure & Technical Due Diligence
Evaluate GPU/AI systems, data-center assumptions, vendor claims, security posture, operational risk, and feasibility — the same skeptical read brought to enterprise IT and MSSP ops for 25 years.
GROWTH
Web, SEO & Growth Systems
Practical web, content, analytics, and conversion systems that explain value, capture demand, and convert attention into opportunities.
CREATIVE
Creative Technology & Computational Imaging
Creative direction and storytelling fused with advanced capture — volumetric/4D, Gaussian splatting, photogrammetry, drone and multi-camera rigs — plus spatial and immersive delivery (AR, digital twins) and the pipeline-and-automation layer that turns emerging capture-and-render tech into deployable workflows.
03
Selected Work
Work That Crosses Boundaries
Tier 1 — Proven & Verifiable
Named
Self-Sovereign Identity Platform — YouBase (co-founder)
Co-founded an open platform for cryptographic, federated self-sovereign data stores; led brand, messaging, and healthcare GTM; engaged Fortune 100 companies and research institutions; later advised on supply-chain provenance and a digital-twin marketplace.
Digital Identity
Web3
Healthcare GTM
Product
Fundraising
Named
SOC 2 Type II MSSP — Retention, Field Ops & Platform (Fortify24x7)
Run retention and business development for an award-winning MSSP; built a ~60-resource North American field-service bench for global-bank and insurer tech-refresh programs; conceived a managed-hosting product line; integrated CRM/case management. Stated outcomes: 50% YoY growth contribution · 30% churn reduction · 95% CSAT.
Cybersecurity
MSSP
Field Operations
Azure
CRM
Named
Billion-Dollar Hospital Health-IT Deployment (Perot Systems / Stanford)
Built web apps and a change-control management system for a multi-year, billion-dollar enterprise health-IT deployment; multi-vendor infrastructure, Active Directory, thin clients, and Citrix.
Healthcare IT
Enterprise Infrastructure
Change Control
Active Directory
Named
ACO / Value-Based-Care Program (MRSB / CMS)
Stood up an Accountable Care Organization program; recruited a physician network and authored the CMS Medicare Shared Savings and Advanced Payment applications under the ACA’s value-based-care shift; helped found a supporting 501c3.
Healthcare
CMS
Program Management
Compliance
Named
Disinformation Defense — CTI-League / DISARM
Helped found the CTI-League disinformation subgroup during COVID-19 to protect healthcare infrastructure; contributed to the DISARM (formerly AM!TT) disinformation-defense framework.
Threat Intel
Civic Tech
Frameworks
Public Health
Named
Agent Supply-Chain Red-Team — Work. Rewired.
Forked and statically reviewed two public AI-agent projects under an open-source governance harness; published a de-identified comparison and a reusable 10-point pre-install vetting checklist for handing an MCP or AI agent your data.
AI Agents
MCP
Open-Source Governance
Red-Team
Checklist
Named
Documentary Impact Infrastructure — Interloper Films (“All The Walls Came Down”)
Stood up the operational and digital layer for Interloper Films’ impact campaign around the documentary “All The Walls Came Down” — web and content operations, screening and event pathways, and audience-action infrastructure that routed public attention into coordinated civic response around the Eaton Fire’s displacement and recovery. My contribution was the connective tissue, not the filmmaking.
Documentary Impact
Web/Content Ops
Screening & Events
Audience-Action
Campaign Infrastructure
Named
Documentary Web Strategy & Live-Stream Premieres — Interloper Films (“We Live in Public”)
Ran web presence, social, and digital distribution for the 2009 Sundance Grand Jury Prize documentary “We Live in Public” (Interloper Films / Ondi Timoner); built a private online press-screening system that preserved Oscar eligibility, and produced multi-city live-streamed premieres.
Documentary
Digital Distribution
Live-Stream Events
Press Strategy
Tier 2 — Current & Frontier · anonymized
Anonymized
Digital-Services Revenue Engine — MSSP / Managed-Hosting Provider
Reframed managed-WordPress / digital services around a Visibility / Acquisition / Conversion model and a three-tier Service Ladder (Launch / Growth / Performance); built an internal SEO operations platform and a white-label SEO fulfillment partner model, using ADR discipline for tooling decisions.
Productized Services
SEO Ops
Channel Strategy
ADRs
Revenue Architecture
Anonymized
AI-Native SaaS — Security Gap Assessment & SOC 2 Readiness
Produced a multi-source security gap assessment for a fast-scaling AI-native SaaS platform; delivered in dual human- and machine-readable formats for sprint-integrated remediation; mapped findings to NIST, OWASP, and AICPA Trust Services Criteria; converted them into a practical roadmap, not shelfware.
SOC 2 Readiness
Application Access Controls
Workflow-Automation Security
Remediation
Anonymized
Linux Identity & Network-Access Modernization — Multi-Site Deep-Tech Company
Assessed a ~100-device Linux-first environment across US/EU offices with inconsistent identity/access; designed a centralized LDAP / RADIUS / NAC / UID-GID migration path; produced a merged SOW leading with core identity work and positioning compliance advisory as optional context.
Linux Identity
LDAP
RADIUS
NAC
SOW
Named
Volumetric & Spatial Capture — BDITS / GeoSwarm.ai
Building capture-to-render pipelines through BDITS in partnership with GeoSwarm.ai — 4D capture, Gaussian splatting, photogrammetry, and drone/multi-camera rigs feeding AR and digital-twin workflows.
Volumetric/4D Capture
Gaussian Splatting
Photogrammetry
Drone & Multi-Cam
AR / Digital Twins
Pipelines
Recognize your situation in any of this?
The best time to bring me in is before the expensive mistake. A 30-minute call is the fastest way to find out if I’m the right fit.
Email directly →
04
Writing
Work. Rewired.
Practical, evidence-first writing on how organizations actually adopt AI — and what it means for work. Biweekly.
Live
Before you give an AI agent the keys
A field guide to vetting any MCP or AI agent before you hand it your data — a de-identified red-team of two public agent projects plus a 10-point pre-install checklist.
Read →
Live
Welcome to Work. Rewired.
What I’m watching, why it matters, and what to expect here.
Read →
Coming soon
Hype vs. deployment reality
The distance between a slick AI demo and a tool that survives real users, real data, and real budgets — and how to tell them apart before you buy.
Get it in your inbox →
Coming soon
Augment, or automate?
Most workflows don’t need full automation. A practical test for where AI should augment people, where it should take over a task, and where to leave it alone.
Get it in your inbox →
Coming soon
Pay for outcomes, not inputs
Why billing AI work by tokens or seats misprices it — and what changes when you scope and pay for the outcome instead of the activity.
Get it in your inbox →
The series · biweekly
Human-in-the-loop is a job, not a disclaimer
Provenance, or it didn’t happen
The small-organization adoption gap
The bridge problem
Evidence for a polarized room
Work. Rewired.
Bridging the gap between the promise and the reality.
Field notes on how organizations actually adopt AI — in your inbox, every other week.
READ ON SUBSTACK ↗
05
How I Work
Strategy is cheap unless it survives implementation.
01
Diagnose the real system, not just the stated problem.
02
Map business outcomes to technical architecture.
03
Surface security, data, cost, adoption, and operational constraints early.
04
Challenge weak assumptions before they get expensive.
05
Build thin vertical slices before overbuilding.
06
Translate between executives, engineers, vendors, customers, and stakeholders.
07
Use ADRs and structured / multi-AI design review while keeping human accountability.
08
Document decisions clearly, and leave clients with systems they can operate.
06
Engagement Models
Ways to work together
Paid · fixed-scope first step
Strategy Sprint
For teams that need clarity fast: goals, constraints, architecture options, risks, roadmap, and next actions.
Ongoing retainer
Fractional CTO / Strategic Technologist
Ongoing senior technical and product leadership without hiring a full-time executive.
Discrete project
Architecture Review
Independent review of AI, cloud, cybersecurity, identity, infrastructure, or product architecture before expensive commitments.
More ways to work together
07
Why Nate
Why bring me in
Most consultants either strategize or implement; I do both. Most engineers stay inside one domain; I connect them. Most AI consultants sell demos; I focus on architecture, governance, cost, and durable systems. Most technical advisors don’t get sales, politics, and adoption — I’ve run all of them, often on the same project.
My value isn’t knowing every tool. Across three decades — network management to a billion-dollar hospital system to a SOC 2 MSSP to self-sovereign identity — I can rapidly model the system, find the leverage points, challenge weak assumptions, and help teams make better decisions.
“I’m most useful before the expensive mistake: when the architecture is fuzzy, the vendor story sounds too clean, the AI demo is outrunning governance, or the business model hasn’t caught up to the technical ambition.”
Free · 30 minutes
08
Experience
Three decades, one through-line
Timeline
2024–present
Principal
BDITS LLC
Independent technology strategy & consulting: AI-governance work for an early-stage civic-AI decision-support platform (NIST AI RMF mapping, human-in-the-loop, provenance), and creative-technology / volumetric capture pipelines in partnership with GeoSwarm.ai.
2021–present
Co-Founder & CEO
Full Granklestein Ventures (FullGV)
Advisory and venture work across cybersecurity, supply chain, AI, and emerging technology.
2016–present
VP, Business Development / Principal Consultant
Fortify24x7
Retention, business development, and field ops for a SOC 2 Type II MSSP and managed-hosting practice; Azure / Entra / Intune modernization.
2015–2023
Co-Founder; VP Marketing; Advisor
YouBase, Inc.
Co-founded a self-sovereign personal-data platform (federated cryptographic data wallets) with a healthcare go-to-market.
2013–2015
Principal
VivaPhi
Healthcare and health-IT consulting — health-system transformation, health-IT strategy, and patient engagement.
+ Show full 30-year timeline (7 more)
Skills by domain
AI / LLMs / Agents
Agentic workflows, multi-AI design review, ADR discipline, RAG/knowledge systems, evaluation loops, machine-readable deliverables.
Cloud / Identity
M365, Azure, Entra ID, Intune, Autopilot, SharePoint, AD decommissioning, RBAC, LDAP, UID/GID, RADIUS, NAC.
Cybersecurity
SOC 2 Type II ops, security gap assessments, NIST / OWASP / AICPA TSC, change control, governance, incident response.
Healthcare IT
HIPAA operations, EMR / OpenEMR, CMS / ACO / value-based care, patient engagement.
Infrastructure
GPU/AI infra & data-center evaluation, Linux, networking, Docker, Supabase architecture, Proxmox / pfSense / Omada-class small infra.
Boards & community
Board Member, OEMR (OpenEMR) Foundation
Director, National Association of Physician ACOs
Chair, Hyperledger Healthcare Working Group
Organizer, HealthCamp Oregon
Training & certifications
Epic Systems — Inpatient Fundamentals
AWS Training & Certification
Cisco — router / voice
Macromedia — Certified Breeze Trainer
09
Contact
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Have a complex technical project?
Need an AI, security, cloud, identity, healthcare-IT, product, or growth operator who can get hands-on?
Best fit: complex projects with real stakes, unclear architecture, messy constraints, cross-functional execution risk, or a need to connect technology with commercial outcomes.
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