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Package Description:
Work 1:1 with an expert AI strategist for a comprehensive engagement covering the full spectrum of AI strategy and transformation, from building personal AI fluency through driving organizational change. Possible uses of coaching sessions, but not limited to: - Building AI fluency and executive AI leadership skills - Developing organizational AI strategy and roadmap - AI readiness assessment and implementation planning - Team upskilling and change management - AI governance, policy, and responsible AI frameworks - Fractional AI consulting and business development - AI-driven growth: marketing, sales, and product innovation - Relevant live trainings and workshops tailored to your team's needs
What you'll get from this package
A comprehensive AI strategy and transformation plan tailored to your organization
Hands-on skills in AI fluency, leadership, and change management
A governance and responsible AI framework built for your context
Practical tools for using AI to drive growth across marketing, sales, and product
Live trainings and workshops tailored to your team's specific needs
Additional details
Coaching delivered via live sessions and .
Services included:
AI Automation
AI Readiness Assessment
AI Strategy
AI Roadmap Development
AI Tools & Integration
Team AI Upskilling
AI Policy & Governance Design
AI-Driven Marketing
AI-Driven Sales
AI Product Innovation
Fractional AI Strategist
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Jonathan
Custom hourly · $175/hr
Get help with AI Readiness Assessment, AI Strategy, and .
Jonathan also coaches for AI for Sales & Marketing and AI Automation & Agents. View all.
Offered by Jonathan M.
Joined March 2026
5.0
AI Strategy Expert | Transform with Proven Enterprise Solutions
Here to be an asset! I'm the Founding Solutions Engineer for Plinko Solutions, an AI automation agency that helps lean service businesses eliminate manual data entry and sales bloat. I'm also one of the few Leland OpenClaw vendors, secure and reliably here for you! I actively live the dual life of a service agency founder and a GTM strategist bringing Ai into the market meaningfully. I know firsthand how to balance client delivery, technical sales, and product development without burning out or bloating your headcount. My unique background blends deep technical expertise (TypeScript, Docker, cloud deployment) with professional real estate experience as a licensed Ontario realtor. This means I understand both how to build complex systems and how to sell them to traditional, non-tech industries. If you are looking to launch an automation agency, build a B2B SaaS product, or figure out how to sell technical solutions to service businesses, I can guide you through the exact playbooks I am using today.
Starting at $1,575
10h+ of coaching