Fractional Chief AI Officer • 3x CHRO • Enterprise AI Enablement

Fractional Chief AI Officer & Enterprise AI Transformation

I serve as a Fractional Chief AI Officer for mid-market CEOs, CFOs and Boards, and I build the custom AI products that make the strategy real. Not vendor implementations. Not strategy decks. Standing advisory plus working software, deployed and integrated into your workflows.

01

Fractional Chief AI Officer (Retainer)

Ongoing AI advisory for mid-market CEOs, CFOs and Boards who need a standing AI decision-maker, not another one-off audit. $8K–$15K per month. I set the roadmap, prioritize what to build versus buy, evaluate vendors and stay hands-on through execution.

  • Monthly AI roadmap and build/buy/skip prioritization
  • Vendor and tool evaluation, so spend goes to what ships
  • Direct execution oversight on every AI build in flight
  • Board and investor-ready reporting on AI progress and risk

Ideal for: mid-market CEOs and CFOs who need a defensible AI answer for the Board, and CHROs with an AI mandate who need a technical partner to execute it.

Start a Fractional CAIO Engagement
$8-15K

Per Month

Standing AI advisory for mid-market CEOs, CFOs and Boards.

02

Enterprise AI Transformation for PE Portfolio Companies

Custom AI application development: $5K–$50K per build. Not vendor implementations, not SaaS configurations. Bespoke AI products built from scratch, designed for your specific workflows, deployed into your infrastructure. End-to-end: design, architect, build, deploy and integrate.

Most enterprise AI initiatives fail because teams can USE AI tools but cannot BUILD with them. That is the AI Build Gap. Five failure modes kill enterprise AI: the License Trap (paying for seats nobody uses), the Strategy Shelf (plans that never ship), the Demo Graveyard (proofs of concept that die after the demo), the Workshop Certificate (training that produces certificates instead of products) and vendor lock-in disguised as transformation.

11 Custom AI Builds Shipped, including:

  • AI HR Pilot — AI-powered HR ticket classification, routing and compliance
  • DueDrill — AI due diligence automation for PE deal teams
  • ChaiRaise — AI fundraising CRM and donor cultivation engine. Now live as a hosted multi-tenant SaaS at chairaise.com
  • Commander-in-Chief AI — Personal branding and career strategy chatbot
  • Career Beast Mode — AI-powered executive career acceleration platform
  • BookToCourse.AI — Transform books into AI-powered online academies

Ideal for: PE firms, their portfolio companies and enterprise teams that need custom AI products, not more SaaS subscriptions.

Start Your AI Build Read the AI Build Gap Research
6

AI Products Shipped

$5K–$50K per build. Bespoke. Not vendor configs.

03

Fractional CHRO / HR Leadership

3x CHRO / CLO bringing world-class HR leadership to organizations that need depth without a permanent hire. $15K/month retainer. Same intensity and strategic rigor as a full-time C-suite executive, with the flexibility to scale engagement up or down.

  • Talent architecture and organizational design
  • M&A integration and cultural alignment
  • HRIS/ATS implementation and optimization
  • Compliance, employment law and policy development
  • Digital transformation of HR operations

Healthflex Home Health (Inc. 5000): $144K engagement. Complete HR department build-out, employee handbook, talent management systems.

TM Forum: $140K engagement. 14-month company-wide L&D transformation, Universal Learning Program across entire organization.

Credentials: SHRM-SCP certified. Fortune 500, PE-backed firms and high-growth startups.

Discuss Your HR Needs
3x

CHRO / CLO

$15K/month retainer. Fortune 500 to high-growth startups.

04

AI Teaching & Training

AI model trainer for OpenAI, Meta and Microsoft. Course developer for Microsoft/Coursera (Copilot training modules). I teach executives and teams how to build with AI, not just use it. From hands-on cohorts to self-paced assessments, every program is designed to produce measurable capability gains.

  • AI Model Trainer: OpenAI, Meta, Microsoft (RLHF, red-teaming, evaluation)
  • Microsoft/Coursera: Copilot training module development for enterprise sales teams
  • Portfolio Executive Cohort (ForwardShare): 12 weeks, max 8 students, $2,500 inaugural / $4,500 subsequent
  • The Leverage Brief: Weekly intelligence newsletter for AI-forward executives
  • Beast Score: Free AI readiness assessment for executives and teams
Bring AI Training to Your Team Take the Beast Score (Free)
3 Labs

OpenAI, Meta, Microsoft

AI model trainer and course developer at the frontier.

05

Executive Coaching

2,300+ leaders coached to clarity, impact and measurable results. My coaching combines neuroscience-informed frameworks, legal rigor (JD, Cardozo '09) and real-world operator experience as a 3x CHRO. This is not therapy disguised as coaching: it is intensive, structured and designed to produce outcomes.

  • C-suite and VP-level leadership development
  • Career transition and strategic positioning
  • Personal branding and thought leadership
  • High-potential acceleration programs
  • Master Coach tier on The Muse platform
Book a Coaching Session
2,300+

Leaders Coached

Neuroscience + legal rigor + operator experience.

06

PE / VC Fund Website Design & Rebuild

Institutional-grade websites for private equity, growth fund and capital advisory firms. I audit the current site, score it against an institutional-design standard and deliver a rebuilt, deployable site in 3 to 5 business days: single file, no CMS, no framework dependencies to maintain.

  • Free homepage mockup for a warm fund or PE contact before you commit
  • 3-5 business day delivery, versus the 6-12 weeks most agencies quote
  • Compliance-ready containers: disclaimer modal, footer disclosure block
  • One round of revisions and deploy included in the fixed price

Ideal for: PE firms, growth funds and capital advisory shops whose website reads as an afterthought next to their track record.

Request a Free Mockup
$5K

Per Site

3-5 business days. Single file. Deployed and done.

07

BookToCourse.AI

Transform your published book into an AI-powered online academy. 100% author ownership, built on your content, designed to generate revenue and scale your expertise beyond the printed page. Partnership with Devlion Ltd for development and delivery.

  • AI-powered curriculum extraction from your book
  • Custom-branded learning platform
  • You keep 100% of the revenue
  • $2K deposit to start
Talk to Yuri About Your Book
100%

Author Ownership

Your content. Your platform. Your revenue.

Let's Build

Your Enterprise AI Transformation Starts Here

Whether you need custom AI applications for your PE portfolio companies, a fractional CHRO, executive coaching or AI training for your team: I bring the same builder intensity to every engagement.