Digital Transformation Readiness Assessment
Know the risks before you commit the next $10M
The Scenario
Your leadership approved a $20M platform migration. Engineering says 12 months. The board wants proof it won't become another failed transformation. You need certainty before committing capital.
What I Deliver
A diagnostic engagement that surfaces the invisible risks—technical debt, cross-functional misalignment, regulatory gaps, and adoption barriers—that don't show up until millions are spent. You get a decision-grade assessment: clear go/no-go recommendation with mitigation strategies that protect your investment and your reputation.
Ideal For:
- Fortune 500 preparing for major platform migrations or system modernization
- Enterprise organizations consolidating SaaS ecosystems
- Companies facing regulatory compliance deadlines (HIPAA, SOC 2, FedRAMP)
- Leadership teams needing board-level confidence before capital commitment
Engagement Model:4 - 8 Weeks | Remote / Hybrid delivery with weekly executive check-ins
Investment: Custom engagements for Fortune 500, financial institutions, and government agencies. Clients typically avoid $5M-$20M in failed implementations.
Need Clarity Fast? Book Your Discovery Call.
Product-Market-Technical Alignment
When engineering capability and market demand don't match—yet.
The Scenario
Your engineering team has built something technically impressive. Your sales team is promising features the market demands. The problem? Those two realities aren't aligned, and the gap is costing you revenue, credibility, and competitive advantage.
What I Deliver
This engagement closes the divide between what you can build and what the market will buy. Through deep analysis of technical capability, market requirements, and commercial viability, I create the strategic bridge that turns technical assets into revenue-generating products.
Ideal For:
- HealthTech/FinTech scale-ups preparing for enterprise sales motion
- B2B SaaS companies stuck between technical innovation and market adoption
- Product teams experiencing persistent sales-engineering friction
- Organizations launching into regulated or complex enterprise markets
Ready to accelerate GTM? Book Your 30-Minute Discovery Call
Engagement Model: 8-16 weeks | Remote / Hybrid
Investment: Custom engagements for companies at critical product-market inflection points. Clients typically achieve 30-50% improvement in win rates within 6 months.
Schedule A Confidential Discovery Session
Program Recovery & Turnaround
Your $20M initiative is stalled. I get it moving—or tell you why you should stop.
The Scenario
It's 18 months in. Budget is blown. Timelines have slipped three times. Engineering and business teams aren't speaking the same language. The board is asking hard questions. You need someone who can walk into the chaos, diagnose what's actually broken, and either rescue the program or give you the evidence to make a different decision.
What I Deliver
Fractional P3M leadership for troubled programs. I diagnose what's actually broken, rebuild stakeholder alignment, establish accountability without bureaucracy, and stay embedded until the program stabilizes—or provide leadership with evidence to make a different decision. This is surgical intervention, not consulting theater.
Ideal For:
- Stalled enterprise digital initiatives >$5M
- Federal, state, and local government digital modernization programs
- Post-merger technology integration projects
- Programs under board or investor scrutiny
- Organizations facing regulatory deadlines with at-risk delivery
Engagement Model: 6-12 months | Remote / Hybrid | Embedded with monthly executive governance reviews
INVESTMENT: Confidential recovery engagements for mission-critical programs at risk. Clients typically save 40-60% of at-risk investment and avoid career-ending failures.
Facing a stalled program? Inquire About Program Rescue Availability
Regulatory & Compliance Technology Roadmaps
Navigate HIPAA, SOC 2, PCI-DSS, or FedRAMP without derailing your product roadmap.
The Scenario
Your sales team closed a Fortune 100 healthcare deal contingent on HIPAA compliance. Six months later, architecture decisions made 18 months ago are now blockers, remediation will delay your product release, and the deal is at risk. Compliance as an afterthought is killing your velocity and your revenue.
What I Deliver
Technical roadmaps that make compliance a strategic advantage, not a late-stage blocker. You get architecture guidance, vendor evaluation frameworks, and audit preparation strategies that maintain product velocity while meeting regulatory standards. Done right, compliance accelerates enterprise deals.
Ideal For:
- HealthTech companies achieving enterprise scale (HIPAA, HITRUST)
- FinTech companies pursuing bank partnerships or federal contracts (PCI-DSS, FedRAMP)
- GovTech contractors navigating federal compliance requirements
- Enterprise SaaS expanding into regulated industries
- Companies preparing for SOC 2 Type II or ISO 27001 certification
Engagement Model: 12-20 weeks | Remote / Hybrid (NYC-Metro Only) | Strategic roadmap with ongoing advisory option
INVESTMENT: Custom compliance engagements for companies entering regulated markets. Clients typically achieve certification 3-6 months faster and avoid 70-90% of common audit findings.
Executive Advisory & Strategic Counsel
On-call strategic guidance for high-stakes technical-commercial decisions
The Scenario
You're making million-dollar technical decisions monthly—platform rewrites, vendor selections, organizational restructures, board presentations. You need a trusted advisor who's seen these scenarios play out, understands the political and commercial implications, and can pressure-test your thinking before you commit.
What I Deliver
On-call strategic counsel for high-stakes decisions. Not deliverables—judgment. Monthly strategy sessions, unlimited access for time-sensitive decisions, board presentation reviews, and facilitation when cross-functional teams are at impasse. You get pattern recognition from someone who's navigated your exact situation across industries.
Ideal For:
- First-time VPs/CTOs without a trusted technical-commercial sounding board
- PE-backed companies navigating aggressive growth targets
- Executives making high-stakes technical decisions monthly/quarterly
- Leaders defending technical strategy to non-technical boards
- Anyone making decisions where the cost of being wrong exceeds $500K-$2M
Engagement Model: Monthly retainer | Remote / Hybrid (NYC-Metro Only) | 12-month minimum commitment
INVESTMENT: Relationship-based advisory for executives navigating high-stakes decisions. Retainer clients typically avoid 2-3 costly mistakes per year valued at $500K-$2M+ each.
Engagement Process
How We Begin
All engagements include
All engagements include
- Discovery Call (30 min): Assess fit and urgency
- Diagnostic Session (90 min): Deep-dive into your specific challenge
- Proposal & Scoping: Customized engagement letter with clear deliverables
- Kickoff & Execution: Embedded work begins with defined milestones
- Outcome Validation: We don't close until ROI is measurable
All engagements include
All engagements include
All engagements include
- Executive-level communication and stakeholder management
- Confidentiality and discretion for politically sensitive situations
- Flexible delivery models (onsite, hybrid, remote)
- Transfer of frameworks and methodologies for sustained impact