Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Work 1:1 with an expert to develop the strategy and tools to build genuine AI capability within your team, going beyond one-off training to create lasting change in how your team works. Possible uses of coaching sessions, but not limited to (depending on team priorities within the selected timeframe): - Assessing your team's current AI literacy and identifying upskilling priorities - Designing and running effective AI training and upskilling programs - Building AI-positive culture and managing change resistance - Identifying AI champions and building internal momentum - Creating shared AI tools, workflows, and standards for your team - Measuring and demonstrating the ROI of AI adoption for your leadership
A clear team AI capability assessment and upskilling plan
Practical change management tools for driving genuine AI adoption
A framework for identifying and empowering AI champions within your team
A measurement approach to track adoption and demonstrate value to leadership
Practical AI training built for how your team actually works
Coaching delivered via live sessions and .
Services included:
AI Automation
AI Readiness Assessment
AI Strategy
AI Tools & Integration
Team AI Upskilling
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with AI Readiness Assessment, AI Strategy, and .
Jonathan also coaches for AI for Sales & Marketing and AI Automation & Agents. View all.

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.
5h+ of coaching