Master Business-Ready AI Skills in Just 4 Weeks
Busy professionals from nonprofits, consulting, and fast-growing startups are using Upskailed to turn "I really should learn AI" into concrete wins. No technical background required, no wasted time chasing hype.
78%
of Fortune 500 companies are using AI to improve their operations in 2025.
8+
hours can be saved per person per week by implementing AI workflows.
4
weeks is all it takes to transform you from overwhelmed to confident with AI.
You're Already Paying for Not Knowing AI:
In Time, Stress, and Missed Opportunities
- You've experimented with ChatGPT, but suspect there's vastly more capability you're not accessing.
- You struggle to separate genuine AI capabilities from marketing hype.
- You're uncertain which tasks in your workflow could actually be transformed by AI.
- You're seeing competitors implement AI solutions you didn't even know existed.
- You know AI adoption is crucial, but don't have a systematic way to explore its potential.
For most organiztions, the AI implementation gap isn't technical. It's not knowing what's possible.
Things won't slow down,
but you can speed up.
The difference between most users and power users isn't technical knowledge. It's developing an "AI acumen" through focused, efficient experimentation.
Selecting the Right AI Tools
Learn to identify which AI solutions address your specific business challenges.
Writing Effective Prompts
Master prompt engineering to get quality results from AI assistants consistently and efficiently.
Leveraging AI for Research
Accelerate data-driven decision making with AI-powered research and analysis techniques.
Integrating AI into Your Work
Save 5-10 hours every week by automating repetitive tasks and streamlining processes.
Built for Busy Leaders Who Can't Afford to Fall Behind
This course is designed for business professionals who need practical AI skills without the technical jargon.
Founders & Business Owners
Level the playing field against larger competitors by implementing AI solutions that scale your efforts without expanding headcount.
Consultants & Coaches
Automate repetitive tasks, streamline workflows, and reduce costs using AI tools that integrate with your existing processes.
Nonprofit Leaders
Develop a framework for evaluating AI initiatives and create an organization-wide AI implementation roadmap.
Your 4-Week AI Learning Path
Each session builds practically upon the last, freeing you from feeling overwhelmed and guiding you step-by-step towards immediate, tangible results.
Mastering Practical AI Fundamentals
- - Quickly demystify and compare current AI capabilities to support your workflows, beyond hype or confusion.
- - Adopt my quick and efficient prompt engineering framework to build highly effective prompts in minutes—not hours.
- - Learn context engineering, the key to turning generic AI responses into tailored answers for your unique needs.
- - Build your own personalized AI toolbox tailored precisely to your business or nonprofit needs.
Optimizing Your AI Co-working Environment
- - Design custom AI assistants that streamline repetitive tasks like proposal writing, reporting and content creation.
- - Seamlessly integrate your organization's resources into reusable AI-driven workflows.
- - Break complex tasks into practical steps to improve results and reduce frustration.
- - Confidently collaborate across multiple AI platforms, leveraging each one's strengths for impressive results.
Accelerating Research and Strategic Decisions
- - Transform extensive research projects into actionable insights within minutes, not days.
- - Craft precise research instructions so your AI can deliver trustworthy, high-quality reports.
- - Leverage cross-platform reports effortlessly, synthesizing powerful insights into concise, clear recommendations.
- - Make confident decisions grounded in comprehensive AI-powered analysis rather than intuition alone.
Implementing Sustainable AI Workflows
- - Create your clear, actionable implementation roadmap to embed AI deeply and sustainably into your workflows.
- - Quickly identify high-value "quick wins" to boost productivity and immediate results within a month or less.
- - Establish practical strategies to maintain your AI systems long-term without added complexity.
- - Keep your skills sharp by efficiently evaluating and adopting new advancements in AI capabilities.
Plus:
- Weekly recaps and practical homework assignments.
- Private community for ongoing support.
- Curated database of pre-tested tools and workflows.
- Readings and resources to keep you ahead of the curve.
Why Trust Me to Guide Your AI Journey?
I bring a unique blend of relentless experimentation, unconventional information gathering, technical expertise, teaching experience and learner empathy.
I was a Teacher
I've specialized in making complex concepts accessible to beginners and non-technical audiences.
I'm a Tech Founder
I taught myself to code over 8 years ago so I could build bespoke software to help teachers like me.
I've become an AI Consultant
I'm bringing AI literacy to schools, non-profits, businesses and startup ecosystems.
I'm Happy to Connect
About anything education, tech or community-related.
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If you don't recoup the cost of this course through time savings or business impact within one month of completion, I'll refund it, entirely.
I'm a teacher, so I check homework. Simply show me you've actively participated and implemented what you've learned. If you haven't seen equivalent value returned, your investment will be fully refunded.
Transformations, Not Just Testimonials
Real results from professionals who've applied these AI frameworks in their businesses.
Before this course, I was stumbling my way through AI tools, picking models at random and hoping for the best. Now, I actually understand what each model does and when to use it. I'm getting way better results, and I know exactly why. It’s a total confidence boost.
I’m using AI more strategically now, behind the scenes, as a powerful support tool and not a crutch. This course helped me go from dabbling to deliberate.
Kathryn Ashby
Executive Director, Marketing and Communications, Scouts Canada
Working with Jonathon has been nothing short of transformative.
His insights into community engagement and messaging strategy have been invaluable in shaping how I approach both the K-12 education space and the technology/AI ecosystem.
Jonathon’s thought leadership is not only visionary but deeply practical. He has a rare ability to distill complex ideas into actionable strategies that drive real results.
For anyone considering working with him, I can confidently say that his guidance will challenge and elevate your thinking in ways that create lasting impact.
Kay Boamah
Co-Founder, Swiirl
Jonathon is someone who brings excellence to every new pursuit. He is a licensed teacher. He is a skilled coder. He is an AI aficionado. To be frank: he is impressive.
Working with Jonathon is a delight because he has as much emotional intelligence as he has intellectual.
Not only will he show you how to maximize AI tools, but he will also do so in a way that is encouraging and motivational, which is the best way to pass on expertise.
If you hire Jonathon, expect to gain practical and impactful knowledge and tools that will help you to master whatever market in which you operate.
Angela Scarlett
Principal Lawyer, MultiNationals Inc.
Jonathon has supported new teachers in coding education for years, always delivering the highlight of our Faculty course. His experiential approach reduces teacher anxiety effectively.
With outstanding resources catering to diverse skill levels, he builds confidence in all participants.
His innovative solutions have enhanced my work with Faculty students and experienced teachers alike.
Working with Jonathon taught me to leverage AI to improve my practice and better support learners.
Karen Devonish-Mazzotta
Course Director, York University
Jonathon stays at the bleeding edge of AI innovation and is my go-to person when I'm thinking about implementing a new AI or technology solution in my business.
He works from first principles and is always happy to talk through his reasoning, and will make sure he understands your real business needs before drawing conclusions about solutions.
CEO
Legal Tech Company
Jonathon is my trusted source for bleeding-edge GenAI tools. He keeps me informed, helping me achieve an outsized impact in my work with less time, money, and effort.
Tanika McLeod
Co-Founder & Prompt Engineer, OneCliq
Your Investment
for an implementation-focused program that pays for itself within weeks. Guaranteed.
$849.00
Discounted for teams of 3 or more.
What You'll Receive:
- 4 live, interactive sessions (90 minutes each)
- Weekly drop in office hours for personalized support
- Personalized AI implementation plan review (after Week 4)
- Access to a private Circle community with additional resources
- Digital certificate of completion
- Satisfaction guarantee (see above)
Want to expense this course as professional development? Here's a template you can use to ask for approval: Expense Request Template
Common Questions
"I've tried ChatGPT a few times. Will this actually teach me something new?"
Using ChatGPT is like using 5% of Excel's features, and this course goes far beyond just using ChatGPT. You'll discover AI capabilities you didn't know existed like streamlining your entire board meeting prep, or researching clients in 10 minutes instead of 2 hours.
"How much time will this require?"
The core commitment is 90 minutes per week for the live sessions. For maximum results, I recommend 2-3 additional hours weekly for practice and implementation. All sessions are recorded if you need to miss one.
"I'm not technical. Will I be able to keep up?"
This course is specifically designed for business professionals without technical backgrounds. I focus on practical applications using no-code AI tools, not programming or complex algorithms.
"How quickly will I see results?"
Most participants implement their first AI workflow improvement within 7 days of starting the program, often saving 3-5 hours per week immediately. By the end of the program, you'll have a complete implementation plan with both quick wins and long-term strategies.
"Will this be relevant to my specific industry?"
The course includes industry-specific examples and application exercises. During Week 4, you'll develop a personalized AI action plan for your exact business context.
"What makes this different from free online resources?"
While free resources can provide information, they rarely offer personalized guidance, structured implementation frameworks, or ongoing support. This program provides a systematic approach tailored to your specific business challenges, with direct access to me (Jonathon) for troubleshooting and strategy refinement.
"Do I need to use paid AI tools?"
While we explore various AI platforms, you can complete the entire course with one key subscription of your choice, costing roughly $25/month. Many participants start with free tools and upgrade only after seeing specific value. You'll learn exactly when paid versions are worth the investment for your use cases.
Don't Fall Behind the AI Curve
Every week you wait is another 8 hours lost to inefficiency.
Most professionals are still working with an outdated understanding of AI capabilities, missing 80% of its potential impact. Without a systematic approach to exploration and experimentation, you'll remain unaware of what you're missing.
In just 4 weeks, I'll help you develop the AI acumen needed to:
- Discover capabilities your competitors don't even know exist
- Build experimentation habits that keep you ahead of rapid changes
- Implement AI solutions that transform your effectiveness
The next cohort starts July 8th.
Go Deeper with Custom AI Consulting
For organizations looking to implement AI at scale, I offer tailored AI consulting services that build on the foundations established in the course.
These custom engagements help you:
- Deep-dive into organization-specific AI implementation strategies.
- Create custom AI workflows optimized for your unique business processes.
- Train teams on advanced AI applications for your industry.
- Build proprietary AI systems that provide competitive advantages.
Cohort participants receive priority access to consulting services and preferential rates.
Details provided upon course completion, or contact me directly to discuss enterprise needs.