Delivered · September 17, 2026 · Half-day session
Bacardi: Advanced Leadership Program
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Every Leader is a Data Leader: Becoming an Informed Skeptic
Case, then workshop. Small groups work a data-driven decision in a business they do not know, using only the data and an AI assistant, then present the recommendation to the people who do know it. The point is the debrief: what a pure data read gets right, what it misses, and why a data-driven decision culture is not a purely data-driven decision process.
Delivered · August 24 to 26, 2026 · Live online, three of the program’s four days
U.S. Army: Leadership through Analytics, Negotiation, and Decision-Making (LAND)
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Leveraging Analytics: What Analytics Actually Covers
Six capabilities that get called analytics, from automating a task to predicting an outcome. They solve different problems, cost different amounts, and fail in different ways.
Every Leader is a Data Leader
Three tensions a data-driven organization manages rather than solves: trust the number or ask what it misses; let the data lead or let judgment lead; let the analysis speak or own the call.
Deciding in the Dark: Data-Driven Judgment Under Uncertainty (simulation)
The facts arrive in pieces, some of them wrong, and the team has to decide before it knows which ones hold up. The debrief compares how the teams decided with how doctrine says they should.
Leading with Analytics: Making Data-Informed Decisions Under Pressure (simulation)
Teams run a business from a dashboard, an income statement, and pricing data across several rounds, and learn to find the one fact that decides the call.
Becoming an Informed Skeptic: Generating Decisions with AI (workshop)
Teams generate a recommendation from a dataset with an AI assistant, then defend it in front of the room. Prepare the AI, sort the data, ask the right questions, validate against error and flattery, and own the decision.
From Insight to Impact: Strategic Storytelling with Data (capstone, co-taught with two guest faculty)
Turning an analysis into a recommendation that a decision-maker can act on: what the data says, why it matters, and what to do now, told differently to three different audiences.
Delivered · May 12 to 13 and July 21 to 22, 2026 (two cohorts) · Live online, three sessions in each four-day program
U.S. Army: Innovation: Leading with Intent
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Disruptive Innovation and Agile Leadership (workshop)
The Google case and the sustaining-versus-disruptive frame, applied to the organization’s own technology bets, then a single-round agile sprint on a realistic scenario: design an AI agent for recruiting and onboarding.
Becoming a Data-Based Organization
The Digital Density frame and the Microsoft case: how a large organization rebuilt itself around data, and what that asks of leaders who do not own the data function.
Problem Solving with AI and AI Agents (workshop)
Roles as systems of tasks and the automate, augment, authenticity frame; hands-on exercises with current AI tools; then assistant versus agent, the anatomy of an agent, and each participant designing one for their own work.
Delivered · June 22, 2026; next session September 28, 2026 · Live online, three hours
University of Miami Business School: AI Agent Development: Build Your First AI Agent (open enrollment)
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AI Agent Development: Build Your First AI Agent
Leaders with no technical background design one AI agent for their own work on an eight-field design canvas, pitch it, and leave with a blueprint their IT team can build from. Details on the workshop page.
Delivered · May to June 2026 · Six weekly live online sessions, 90 minutes each
Pro Athletes Community (PAC): AI Pathways
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Week 1: AI Foundations and Defining Your Project
Generative AI as pattern recognition at scale, the Cognitive Ladder, the three modes (automate, augment, authenticity), and each participant’s own project for the six weeks.
Week 2: Designing an AI-Enabled Venture
Where a venture sits in the AI stack, and an AI-native business model on the Business Model Canvas.
Week 3: Decision-Making with Intuition, Data, and AI
The three-step decision play: gut read, data and AI read, blended call, run on a real decision.
Week 4: Critical Thinking and AI Verification
Four failure modes (hallucination, sycophancy, bias, stale knowledge) and a four-technique verification toolkit, written into personal rules.
Week 5: AI Agents and Workflow Design
Generative versus agentic AI, the five-component agent canvas, and a first working agent.
Week 6: Build Your Agent Fleet
A personal AI chief of staff with a first specialist subagent, and a 30-day plan to keep using it.
Delivered · February 25 and April 3, 2026 (Robert’s two in-person modules) · In person at the firm, with two virtual modules between
Greenberg Traurig: AI Adoption pilot program for attorneys (four modules, co-taught with University of Miami law faculty)
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Module I: Re-Architecting Workflows, AI-Augmented Legal Practice
Thinking in affordances: matching AI tools to the jobs to be done in a practice, and redesigning the workflow around them rather than bolting a tool onto the old one.
Module IV: AI Tool Selection Simulation and Scenario Exercises
A nine-case simulation in which attorneys choose the right approved AI tool for each job, then scenario exercises on the professional-judgment calls that arise when they use it, with variants for five practice areas.
Delivered · January 2026 to April 2026, and 2025 · Conference and virtual sessions for athletes, founders, and investors
Pro Athletes Community (PAC): Speaker sessions, 2025 to 2026
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Man vs. Machine: Staying Human in the Age of AI (PAC Accelerate, Phoenix, April 2026)
Two 45-minute sessions. A solo round on instinct, an AI round on the phone, then a comparison of the two: where the machine helped, where it flattened the judgment.
Adapt or Die: Embracing Artificial Intelligence (PAC Virtual Series, January 2026)
An introduction to working with AI as a teammate, and the opening of the six-week AI Pathways course.
Growth Mindset: Leveraging AI for Digital Innovation (spring 2025)
A 45-minute session on treating AI as a set of reps rather than a shortcut.
Delivered · February 18 to 19, 2026, with a follow-up session on March 19 · Two days, in person, Miami
Liberty Mutual: Leadership in the Age of AI (custom program for senior and emerging leaders)
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Introduction to Artificial Intelligence for Business Leaders
What AI is, what it is not, and the vocabulary leaders need to run the conversation.
AI Economics and Strategy: Navigating Disruption in the Insurance Industry
A case written for the program on the innovator’s dilemma in personal auto insurance, and the economics of AI-driven disruption.
AI Market Stack: A Strategic Framework for Business Leaders
The layers of the AI market, who captures value at each, and what that means for a buyer.
Strategizing with Generative AI at the Table (workshop)
Teams run a strategy exercise with generative AI as a participant and debrief where it helped and where it misled.
Re-Architecting Professional Roles (workshop)
Roles as systems of tasks: what to automate, what to augment, and what stays authentically human.
AI Agent Innovation Workshop
From problem to pitch in four steps: define the problem, create the agent use case, assess the impact, present it for feedback.
Delivered · January 28 to 29, 2026 · Two days, in person, Cyprus, with a cohort of senior executives and former public officials
Cyprus executive cohort: AI Leadership and Strategic Transformation
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AI Market and Strategy
What AI is and how it changes industries: the six pillars of AI and analytics, the AI market stack, and Google as a case of a disruptive force meeting its own disruption.
AI Agent Innovation Workshop
A four-step process from problem to pitch: define the problem, create the agent use case, assess the business impact, and present it for faculty feedback.
Human-AI Collaboration
Substitute or complement, professional roles as systems of tasks, re-architecting your own role, and a strategizing workshop with generative AI at the table.
Algorithmic Management
From Uber to Bridgewater: what it means to manage, and be managed, by algorithms, argued out in a full-class debate.
Develop an AI Mindset
Closing session on the habits that carry the two days into the organization.
Delivered · February 2025 to February 2026, eight cohorts · Live online welcome webinar per cohort; six live modules in the series
Global Alumni and University of Miami Business School: Mastering AI: Shaping the Future of Business and Leadership (online program, faculty lead) and the AI Live Series
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Welcome webinar, each cohort
Faculty lead for the program: the opening live session for each cohort of the eight-week online program.
AI Live Series, six modules
AI Market Dynamics and an Incumbent’s Response (Google); AI Strategy and Economics; AI Creativity and Learning; The Impact of Generative AI on Work; Algorithmic Management; Becoming a Data- and AI-Centric Organization.
Delivered · October 14 to 16, 2025 · Three days, in person, Miami
University of Miami Business School and IESE Business School: Leadership in the Age of AI (open enrollment, joint certificate)
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AI Value Propositions Workshop (two blocks)
An introduction to AI for business, then a use-case workshop in which participants map where AI creates value in their own organization.
Generative AI: Human-AI Collaboration Simulation (two blocks)
Teams work a business problem with generative AI as a participant and debrief where delegation helped, where it misled, and what that means for how leaders design the collaboration.
Delivered · September to October 2025 · Multi-cohort custom program, Miami
Santander: Accelerated Fintech and Portfolio Strategy Program (five cohorts, co-taught with University of Miami faculty)
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AI Masterclass
AI strategies and trends for bankers and advisors: the foundations, the terminology, and where the capabilities are heading.
Agile Workshop
A hands-on sprint on agile principles, built around working together daily across business and technology.
Business-Developer Collaboration Workshop
How bankers and developers work as one team on an AI-enabled product.
Delivered · February 24 to 27 and September 15 to 19, 2025 · In person, Miami, one workshop in each week
Global Alumni and University of Miami Business School: CXO Immersion Week
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Delivered · July 31, 2025 · In person, University of Miami campus
Lennar: AI session for the HR leadership offsite
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Algorithmic People Management
How AI is changing leadership, performance management, and people development, argued through the Bridgewater Associates case.
Delivered · April 16 and May 20, 2025 · In person
Telemundo: Leading with AI: Future-Focused Leadership Program, and a leadership-program session
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Leadership at the Crossroads between Humans and AI (Women in Leadership, April 16)
AI as a driver of growth and innovation in media, and what it asks of leaders who must keep the human connection while adopting it.
Introduction to Artificial Intelligence for Business, AI Transformation and Leadership (May 20)
A foundation session: what AI is, how it transforms a business, and the leadership it calls for.
Delivered · May 5 to 8, 2025 · Four mornings, in person, Miami
Amazon Web Services (AWS) Brazil: Digital Leaders: Generative AI
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Generative AI Market and Strategy (co-taught)
The generative AI market, the economics of the model layer, and where value is captured in the stack.
Generative AI Innovation and Use Cases (co-taught)
From capability to use case: how organizations find, rank, and pilot generative AI applications.
Generative AI’s Organizational Impact
The transformative impact of generative AI on work, and the Bridgewater case on algorithmic management.
Becoming Generative AI Ready (co-taught)
Scaling AI and building a data-driven organization: what has to be true in data, people, and governance before AI scales.
Delivered · March 19 to May 5, 2025 · Eight workshops, in person and online, Miami
The Apollo Group: Sustainable Strategy and Practices program, Phase I (eight workshops, co-taught)
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Digital-Sustainability Transformation at The Apollo Group
The Digital Density frame applied to a hospitality and logistics business: where data and technology carry the sustainability agenda.
Leading Transformation in an AI Era: AI Strategy and Economics
The economics of generative AI and what they mean for a mid-sized company’s strategy.
Delivered · 2025, five cohorts (April, June, July, August, September) · In person and live online
U.S. Army: Innovation: Leading with Intent, and LAND
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Innovation track: Disruptive Innovation and Agile Leadership; Becoming a Data-Based Organization; Problem Solving with AI
The three sessions described above in their 2025 form, delivered to the April and July cohorts.
LAND track: Every Leader is a Data Leader; Data-Driven Judgment and Leading People in the Age of Data and AI; Leading with Analytics; From Insight to Impact
Four sessions across the June, August, and September cohorts, the base the 2026 program was rebuilt from.
Delivered · September 12 and November 2024 · In person
Telemundo: Leadership program session and HR event keynote
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Digital Mindset: Becoming a Data-Driven Organization (September 12, 2024)
What it takes to run a media business on data: the Digital Density frame, and the mindset shift that has to come before the tools.
Thriving in the Human-AI Collaboration Era (keynote, HR event, November 2024)
How AI changes the work of leading people, and what a human-AI collaboration culture asks of HR.
Delivered · May 28 to 31, 2024 · Four half-day mornings, in person, Miami
Amazon Web Services (AWS) Brazil and Opinno: Generative AI Executive Education Program (faculty director)
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The Disruptive Economics of Generative AI
Where the value in generative AI sits, who captures it, and what the economics mean for a buyer.
Generative AI Innovation Workshop (co-taught)
Use-case generation: participants work a jobs-to-be-done canvas from need to pitch and share the results.
The Impact of Generative AI on Work; Generative AI Strategizing; Algorithmic Management
A morning in three parts: what the research says about generative AI and work, strategizing with the model at the table, and the Bridgewater case on managing by algorithm.
Scaling AI and AI Transformation
What has to be true in data, people, and governance for an organization to become generative-AI ready.
Delivered · April 15 to 18, 2024 (two cohorts) · In person, Miami, four half-day blocks
U.S. Army: Innovation: Leading with Intent
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Becoming a Data-based Organization
The Digital Density frame and the Microsoft case: how a large organization rebuilt itself around data.
Building a Digital Mindset: Innovation Workshop
A short lecture on the digital mindset, then a five-step jobs-to-be-done workshop applied to the participants’ own commands.
Delivered · Authored 2022 to 2023; live from November 2023 · Eight online modules, live webinars and immersion weeks each intake
Global Alumni and University of Miami Business School: Chief Technology Officer certificate, Technology Strategy track (online blended program)
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Technology Strategy, eight modules
Vision for technology; managing cybersecurity risk; technology business cases; leading technology and organizational change; data strategy; managing artificial intelligence; platform strategy; disruptive innovation. Video lectures, readings, and live sessions per cohort.
Delivered · October 2023 · Five days, in person, Miami, delivered in Spanish
Prosegur Cash: Global Strategic Leadership Program (faculty director)
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Innovation and Transformation
A morning in two parts, innovation in the context of digitalization and leading digital transformation, built around the DBS Bank case, for the company’s Latin American country directors.
Delivered · October 2023 · Two days, in person, New York
IESE Business School: Executive program, New York
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AI foundations, then the Bridgewater case
Day one on what AI is and how it creates value; day two on algorithmic management, taught through Bridgewater Associates.
Delivered · September 19 to 27, 2023 (four cohorts over two weeks) · In person, Miami, eight half-day blocks
U.S. Army: Innovation: Leading with Intent
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Becoming a Data-Driven Organization
The Digital Density lecture, then the Microsoft case in breakouts and a four-movement classroom discussion, applied to the Army.
Building a Digital Mindset
A short lecture, then a five-step jobs-to-be-done workshop in teams.
Delivered · May 22 to 24, 2023 · In person, Miami, delivered in Spanish
Chubb Insurance: Enhancing Your Effectiveness as a Senior Agent
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Data-Driven Digital Transformation
How data sharing and digital density change an insurance business, built on the MIT Sloan Management Review piece on strategic data sharing.
Delivered · April 2023 · Keynote
Citibank Latin America: Executive event keynote
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The New Frontiers of Digital Innovation in the Age of Data, AI, and Blockchain
Strategic data sharing, AI, and blockchain as three frontiers, and what each asks of a bank’s leaders.
Delivered · February 2023 · Live online, one session
Barrick Gold: Management Development Program
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Digital Disruption
What disruptive innovation is and why it happens, then eight questions put to the room about Barrick itself: sensors and connected devices in the mining process, the risks of disruptive technology, the architecture and the strategic vision.
Delivered · May 16 to 18, 2022 · Three days, in person, Miami, delivered in Spanish
Chubb Insurance: Enhancing Your Effectiveness as a Senior Agent
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Data Sharing and Governance; From Digital Density to Digital Value (Modules II and III)
Two mornings on running an insurance business on data, with a learning journal between sessions.
Value Proposition Workshop (co-taught)
Teams build and pitch a value proposition for their surety clients.
Delivered · 2022 cohort (January to March) and 2024 cohort · In person, sessions inside a multi-week leadership program
Bacardi: Advanced Leadership Program, Miami
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Digital Inspiration Session (January 20, 2022)
An opening provocation on what digital change means for a spirits business, built on the company’s own strategy material.
Digital Mindset (2022 cohort)
The mindset that has to come before the tools: what a digital organization sees, measures, and decides differently.
Case-based session (2024 cohort)
Designed with the program team around the cohort’s own project workstreams: cases and discussion feeding recommendations back into the projects.