John P. Dentico, Ed.D., AIMP

Workforce Strategist, Author, podcast host. Creator of the Three-Frame Diagnostic and TSWG Method

Why Your Strategy Keeps Failing: The Step Nobody Taught You

Workforce Strategist, Author, and Podcast Host. Creator of the TSWG Method

Learn why the most capable teams keep solving the wrong problems and what that is actually costing the organization.

The Costly Step Most Organizations Skip

Learn how strategic thinking produces real foresight. The kind that drives decisions, not decorates a wall.

How Foresight Is Built Not Imagined

Walk away knowing exactly how a structured repeatable process turns foresight development into a leadership discipline.

What the TSWG Method Actually Does

Learn why AI is only as sharp as the thinking that points it and why TSWG is the pointer.

See How AI Sharpens What Strategic Thinking Surfaces

Beat the 'not strategic enough' label. Our masterclass shows you how!

StrategicLeadersH2_2026

SLM10

Strategic Communications. Enterprise AI

Ash Seddeek

Fortune 500 Strategic Leadership Coach, Bestselling Author, Big 5 Consulting

Cohort 7

From Senior Manager to Strategic LeaderAt some point in every leader’s journey, the feedback shows up: “You need to be more strategic.” But no one ever explains what that really means—or how to do it. This masterclass closes that gap.You’ll learn how to step out of the day-to-day grind and think big picture—seeing patterns, trade-offs, and opportunities that others miss. Set a compelling direction: crafting a vision that energizes their teams and translating bold goals into clear, executable priorities.Communication is at the heart of leadership, especially when the stakes are high. Strengthen your ability to communicate with clarity and confidence, navigate tough conversations, and influence without authority—using the same principles I coach leaders on at Uber, Cisco, and HPE.As organizations evolve, leaders are expected to drive change and foster innovation, not resist it. Learn practical strategies to lead transformation, build momentum, and create a culture where new ideas can thrive.Finally, we demystify delegation. You’ll learn how to let go without losing control—delegating the right work, in the right way, while empowering your team to operate at a higher level.

Overcome Strategic Leadership Challenges

Frame the strategic view

Managers who want to learn strategic leadership and how it is different from managing the day-to-day business

Senior Managers who want to understand how to get ready for their next career move and how to lead strategically now!

High potential individual contributors who want to learn strategic leadership skills

Learn the new system for taking the future into your own hands: create a vision and develop the strategy to make that vision inevitable

Author and Advisor to F500 C-suite execs

Microsoft

Amazon

Accenture

NASA

The Wharton School

Brian Evergreen

Leading Author, Advisor, Keynote Speaker, and Podcast Host

APR 2026 COHORT

JUN 2026 COHORT

When I was Microsoft's U.S. AI Strategy Lead, it was my job to help F500 C-suite leaders create a strategy for how they would use AI. I quickly learned that there were four major gaps in most academic and on-the-job training:1. No resources for creating a vision2. The process for strategy was too convoluted3. Systems thinking was missing or too impractical4. Storytelling was seen as a nice-to-haveBeing a former internationally competitive and multi-state champion chess player, I dug into the literature on vision, strategy, systems thinking, and storytelling. I interviewed over 50 C-suite executives, thought leaders, including luminaries such as Seth Godin, Roger Martin, etc.I combined everything that could be practically applied and developed new frameworks to address key gaps to create a new system: Future Solving™Future Solving™ has since been adopted by dozens of Fortune 500 companies and thousands of leaders. Over $20B has been architected on the Future Solving™ frameworks, and this work has been featured in Forbes, Bloomberg, etc.Now I'm sharing the blueprint with you.“Future Solving will be the foundation of the next reinvention of our company.” - CLO, Fortune 10 company

Become a visionary leader

Develop the Skill of Vision

Create a Visible Strategy

Become a World-Class Systems Thinker

Master Storytelling

Build a Future Solving Capability within your organization

Apply Everything in a Real-World Capstone

The only prerequisite

Leaders ready to become visionary leaders. See what Future Solving™ can do to advance you, your team, and your organization in the era of AI

Senior managers and managers who want to level up.Learn the exact playbook used by thousands of C-suite execs and VPs at F500 companies

Entrepreneurs looking to outplay their competitors.Make sure your vision and strategy are as good as your product or service

The Audience in Your Head Is Quietly Writing Your Strategy

Decision Researcher, Speaker, Founder

University of Bath

Dr Shah

Decision Strategist | Speaker | Founder-Educator

Cohort 1

Smart leaders rarely think they are performing. They think they are adapting. Reading the room. Being diplomatic. Choosing the version of themselves the situation calls for. Each adjustment feels professional. Each one is also a quiet decision about who you will be when watched.That is exactly the problem.The recommendation you softened in the board deck because you were not sure how it would land. The disagreement you swallowed in the meeting because the senior person seemed invested. The opinion you kept to yourself because the room was already aligned. The version of you that shows up when the right people are watching is not the version that built your reputation in the first place. The performance is starting to cost you the authority you were trying to protect.This workshop is for founders, executives, and senior professionals who have noticed they are managing how they are seen more than what they are deciding. You will learn to recognise when fear of judgement has shaped a decision, see what you are quietly performing for and what it is costing you, and walk away with the protocols to decide without the room in your head writing the strategy for you.

Students learn to spot when fear of judgement shapes decisions, intercept the performance, and decide without the room in their head

You will spot when fear of judgement is shaping a decision you are making

You will map the audience your decisions have been performing for 

You will see the six stages where performance hijacks a decision

You will master the protocols that intercept performance before it decides

You will make one decision without the room in your head in fourteen days

You will carry a system that catches the performance in future decisions

The Founder Performing for the Room

The Senior Executive Managing How They Are Seen

The Senior Professional Holding Back What They Think

You'll think like a senior strategist, run a structured brand strategy, see the real ROI of brand love, build AI tools to enhance your work


Strategy Director at Chill Create 

Uber

GetYourGuide

VICE

Zalando

Dentsu

Selicia Richards-Turney

Strategy Director & Agency Partner at Chill Create & Co-Founder at Power Circles

Once you have it, you will stop defending your work on taste &amp; start backing it with evidence.Too many brand, marketing &amp; creative professionals are expected to:<ul><li>Design the identity</li><li>Write the copy</li><li>Build the campaign</li><li>Plan the media </li></ul>....without real insights.You do what you can to get the work done - Reddit threads, insights from articles, social media &amp; McKinsey reports. You rush through the foundations because the deadline is already live &amp; you have to get moving.You present your strategy and it gets pulled apart, not because you're not good at what you do but because you're running in execution mode only.The chaos is not a you problem. That's a strategy problem.When there's no strategic foundation, every decision becomes subjective. Anyone in the room can push back.Street Wise Logic - the 3-step brand strategy framework gives you the process to change that.<ul><li>A discovery phase that indicates what product, comms, culture challenges you need to solve</li><li>A custom built AI-powered brand research tool that finds that core tension that you need to really build a brand</li><li>A repeatable system for turning insight into strategic decisions.</li></ul>That's when you become the most strategic person in the room.

Strategy without the guesswork: the thinking, framework & the tools 

Diagnose brand problems with precision

Run a structured brand strategy process

Conduct discovery that actually informs strategy

Build brand positioning from evidence

Build and use your own Brand Strategy GPT

Make brand the centre of every business decision

If you've been in the industry less than 2 years, this course will be more useful after you've had more context to apply it to.


At least 3–4 years of experience in brand, marketing, or a creative role

Some light familiarity with the tools are needed in order to pick up the custom tool builds with out an explanation on how LLMs work

You need access to the most popular  LLM models: Claude, Chat GPT, Gemini

Real or invented. The more genuine it is, the more useful your Brand Strategy GPT will be at the end. W

Prepare a project or brief you want to work on for day 1 homework

An in-house Brand or Marketing Manager ready to move from execution into strategy

A freelance brand strategist or consultant who wants to formalise their process, charge accordingly and deliver work that changes the game

An agency creative or planner who's been doing brand work but has never had a proper strategy framework to hang it on

Agentic AI

Coding with AI

AI Workflows

Claude Code

OpenClaw

Vibe Coding

AI Evals

AI Transformation

RAG & Search

AI for PMs

AI for Engineers

AI for Designers

AI for Marketers

AI for Founders

Product Sense

Product Discovery

User Research

Prototyping

Growth

Analytics

Tech Foundations

Strategy

Influence

Leadership

Career Growth

Machine Learning

LLM Ops

Context Eng

Security

System Design

Figma

Design Systems

Visual Design

Design Strategy

Automation

Content Marketing

Demand Gen

Go-to-Market

Product Marketing

Positioning

Social Media

Brand

B2B Marketing

SEO & AEO

AI for Leaders

AI Governance

Communication

Management

People Operations

Exec Presence

Storytelling

Goal-setting

Personal Brand

Fundraising

Everyone

Operators

Data Scientists

Business Analysts

User Researchers

Customer Success

Project Managers

HR Professionals

Sales People

Lawyers

Finance

Investors

Real Estate

Educators

Creators

Introduction to Strategic Thinking

Strategic Thinking vs. Strategic Planning

Case Studies: The Cost of Asking the Wrong Questions

Introducing the T-SWG Framework for Strategic Thinking

The Danger of Misdiagnosis in Business Strategy

Efficiency vs. Effectiveness: Management vs. Leadership

The Role of AI and Foresight in Modern Strategy

Upcoming Strategic Thinking Workshops and Courses

How the TSWG Process Powers Strategic Mechanics

Preview of Future Leadership and Career Workshops

Q&A: How to Ask the Right Strategic Questions

Q&A: Relating Threats to Opportunities

Q&A: The Difference Between Mission and Vision

Q&A: How Often Should a Mission Statement Change?

Conclusion and Final Remarks

Executives and senior leaders who set strategy, lead teams, and drive organizational outcomes.

Broad professional audience — content relevant across many roles and functions.

Applying AI tools and techniques to professional workflows — assign alongside more specific AI topics.

Setting strategic direction, making high-stakes decisions, and translating vision into execution.

Why Your Strategy Keeps Failing: The Step Nobody Taught You

What you'll learn

Why this topic matters

You'll learn from

John P. Dentico, Ed.D., AIMP