Strategic Advisory for AI, Hospitality & Operator-Led Growth
I advise founders, technology companies, and operators building at the intersection of AI, hospitality, and real estate. The perspective comes from doing the work — building and deploying AI systems, operating a multi-state portfolio, and advising the vendors and platforms I use every day. Every recommendation is grounded in what actually ships, scales, and holds up inside real operations.
Who this is for
For vendors & technology companies
- Product strategy and roadmap advisory from an active operator’s perspective
- Integration testing, API evaluation, and go-to-market feedback
- AI and automation strategy for hospitality platforms
- Operator-side validation before launches, pivots, or partnerships
For operators, owners & investors
- AI adoption and agentic ecosystem design
- Revenue, distribution, and direct-booking strategy
- Tech-stack evaluation and vendor selection
- Portfolio scaling, operational design, and leadership development
- One-off technical support requests
- Low-budget DIY implementation
- Clients looking for unlimited on-demand access
- Teams unwilling to execute between sessions
Focus areas
AI & Automation Strategy
Agent architecture, automation design, AI-assisted product development, rapid prototyping, vendor evaluation, workflow optimization.
Product & Platform Advisory
Platform architecture, MVP strategy, API integration, tech-stack optimization, reporting and intelligence dashboards, technical problem-solving.
Revenue, Distribution & Growth
Multi-channel distribution, direct-booking strategy, search visibility, dynamic pricing, booking velocity, and performance analytics.
Operator-Led Strategic Advisory
Portfolio scaling, multi-entity management, leadership development, real estate investment strategy, operational design.
How I work
Advisor 5
Targeted guidance on specific decisions
- Cadence
- 2 calls/month
- Working style
- Strategic depth
- Focused advisory on key decisions
from $2,500/mo
Advisor 10
Ongoing strategic direction with accountability
- Cadence
- Weekly
- Working style
- Email + Slack
- Strategic depth
- Monthly roadmap and accountability
from $5,000/mo
Strategic 15
Deep involvement in product, growth, or operations
- Cadence
- Weekly + async
- Working style
- Email, Slack, scheduled calls
- Strategic depth
- Roadmap, vendor evaluation, implementation guidance
from $7,000/mo
Fractional 20
Embedded advisory across leadership priorities
- Cadence
- Weekly + async
- Working style
- Executive access, working sessions, priority response
- Strategic depth
- Custom strategic planning and cross-functional advisory
from $9,000/mo or custom
3-month minimum commitment on all packages. 12-month engagements include quarterly strategic deep dives at no additional cost.
Not ready for a retainer? Start with a Strategy Sprint.
$1,500–$2,500 depending on complexity
- Pre-call intake review
- 90-minute strategy session
- Prioritized recommendations
- Written follow-up summary
It’s a real, standalone deliverable — not a discounted sales call. Most people use it to feel the depth of the work before committing to a retainer.
Book a 30-minute fit call
Not sure which package? Start with a conversation.