TIME

Citibank

Texas Instruments

Caliente Leadership

Humony Leadership

Steven Howard

Global Leadership and Sales Coach | Mentor | Global Top 100 Voices on Leadership

Managers: Overcoming the Fears of Delegation

Citi Bank

Effective delegation requires a structured process and model. I will give you both.

How to be confident and effective when delegating.

Decision Rights can make or break a delegated task. You will learn how to determine and

Why Decision Rights Are Critical

Following these 7 Golden Rules will make you an effective and efficient delegator of tasks, assignments, and projects.

The 7 Golden Rules of Delegation

Transform your management by driving stronger performance through direct and actionable feedback.

Author, Developer of Managers & Leaders

eBay

Yelp

Allstate Insurance Company

Munchkin

Reddit

Katie O'Brien Ceccarini

Author, Certified Coach, led CS training Yelp, Head of L&D, trained 1000s

May 2026

September 2026

No one teaches us how to deliver feedback that drives change and preserves relationship dynamics.Until now.Fearless Feedback Mastery will make your feedback conversations less daunting and more effective.If you're tired of dreading difficult conversations, and you're responsible for driving results through others, you're going to want to join us. WHAT TO EXPECT:No-nonsense, highly practical tactics you can implement immediately.Everything taught comes from real teams, real conversations, and real results. This is not theory.In just 3 sessions, you will adopt the Fearless Feedback Framework, enabling you to say what needs to be said without damaging the relationship.You can also expect:- A 27-page learning guide loaded with sample language, exercises, and reference materials to leverage well beyond the course- Videos modeling the Headline, Observation, Ask model- Video modeling how to navigate reactions to feedback- Video illustrating how to effectively kick off a feedback relationship with a new team member- Drafting feedback for real time situations you're facing

You know feedback matters. Now learn how to deliver it.

How to speak directly, and with care, using the Fearless Feedback Framework

How to structure feedback using Headline, Observation, Ask

How to navigate emotional reactions to feedback

How to increase alignment on the feedback so people take action

How to be human while elevating excellence. 

You are a manager who wants to say what needs to be said without losing the relationship.

You are the leader who puts off feedback conversations out of fear for how the other person will react.

You are responsible for delivering results through others and you want to stop walking on eggshells with feedback.

Delegation is a Powerful (But Underutilized) Tool

Leadership Mentor | Coach | Author 

August Cohort

Delegation is one of the most important tools you have as a leader, manager, supervisor, or entrepreneur. Yet, many people fear delegating. The question of "what if the person I delegate to screws up, it will be on me and make me look bad?" haunts the thinking about delegation. That is a legitimate fear. I'll show you how to overcome this fear by using a structured model and process to delegate tasks and assignments. You will be able to start implementing this process and model immediately. Delegation is a complex topic, but it need not be a complicated one. It's just one you've never been formally taught. Let's change that. The model, process, tips, and techniques in this 3+ hour workshop will reduce the complexity and complicatedness of delegation, enabling you to immediately attain better results and develop the skills, capacity, and confidence of your direct reports and employees.

How to be Effective and Confident when Delegating Tasks, Assignments, or Projects

Overcoming the Fears and Concerns of Delegating

How to Effectively Delegate Tasks and Assignments

The Importance of Clear Decision Rights 

Post-Delegation Monitoring and Coaching

Effective Delegation Success Factors and Guidelines

The 7 Golden Rules of Delegation 

Leaders, managers, and supervisors with too much to do and an unwillingness to delegate tasks, assignments, or projects.

Entrepreneurs scaling fast-growing businesses yet still trying to "do it all" and make all the decisions required for continued growth.

First-time managers and supervisors who have never been taught how to effectively delegate a task, assignment, or project.

You'll learn to make consequential calls with confidence, understanding your own strength, using a practical methodology

4xCEO, ex-global COO; CXO Coach

HEC Paris

RSM US LLP

Judit Petho

4xCEO, ex-global COO, Strategic Advisor (SMEs, startups, PE-backed)

This is the founding cohort for this course on Maven

Summer Cohort 

Fall Cohort 

You've been in the room when a decision stalled for weeks — because no one wanted to own it.You've also seen the opposite: a leader moves fast with total confidence, and gets it badly wrong in ways that took years to unwind.Both are decision failures, and both are far more common than anyone admits.AI is only making it harder, with more ability to analyse, which doesn't guarantee better judgment.What separates the leaders who consistently make sound calls — under pressure, with incomplete information, in high-stakes conditions — isn't intelligence or experience alone. It's a set of specific mental habits and structural practices that most leaders have never been taught explicitly.This is not a theoretical framework, nor a confidence-building seminar or a mindfulness approach to difficult decisions.It is a practical, rigorous programme built from decades of real executive experience — tested across multiple CEO roles, a Global COO position spanning international markets, and refined through advisory work with senior leaders and boards navigating the decisions that actually keep them up at night.Guest speakers: an AI scientist/founder, and a MedTech CEO

Make consequential calls with confidence - in the age of AI

Clarity on your own default failure mode

Dealing with trade-offs 

Apply my decision framework 

When to trust your instinct 

How to keep getting better at making tough decisions

How the best teams make decisions

CEOs, COOs, CFOs, MDs and board-level leaders who make high-stakes decisions regularly — and want to make them better.

Leaders who report directly to the C-suite and contribute to high-stakes decisions regularly — and want to understand them better.

Learn to handle the conversations that shape team performance, trust, and your success as a manager.

Leadership & Communication Coach

Google

U of Digital

Amazon

Yahoo

Stripe

Brian McCaffrey

Ex-Google leader helping new managers become great managers.

October Crew

Most of us were promoted into management because we excelled as individual contributors, not because we were taught how to lead people.Almost overnight, we're expected to set expectations, give feedback, manage performance, and represent our team to senior leadership. Most of us never had the chance to practise these conversations before we were expected to have them for real.Over time, you realise something important: your team won't judge you by what you know about management. They'll judge you by the conversations you have.Great management comes to life in conversations. The expectations you set. The feedback you give. The questions you ask. These are the moments that build trust, create clarity, and define your effectiveness as a manager.This programme takes a different approach. Rather than learning management through theory alone, you'll analyse realistic workplace scenarios, prepare for difficult conversations, and receive practical coaching as you practise the conversations you'll soon be having in your own role.By the end of the programme, you won't just understand these conversations. You'll have prepared for them, practised them, and be ready when they matter most.

Master the conversations that define your success as a first-time manager.

Set clear expectations that build accountability and trust.

Deliver feedback that drives performance

Create team rituals that strengthen trust and engagement.

Support high performers and tackle underperformance early.

Deliver performance conversations that motivate

Communicate upwards with clarity, confidence, and influence.

You've just become a manager and want confidence in the conversations that matter most.

You're leading a team but have never received practical management training or coaching.

You're applying for your first management role and want to be ready before day one.

Agentic AI

Coding with AI

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OpenClaw

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AI Evals

AI Transformation

RAG & Search

AI for PMs

AI for Engineers

AI for Designers

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Product Sense

Product Discovery

User Research

Prototyping

Growth

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Strategy

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Leadership

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Machine Learning

LLM Ops

Context Eng

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System Design

Figma

Design Systems

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Design Strategy

Automation

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Demand Gen

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Brand

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SEO & AEO

AI for Leaders

AI Governance

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Management

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Exec Presence

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Personal Brand

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Everyone

Operators

Data Scientists

Business Analysts

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Customer Success

Project Managers

HR Professionals

Sales People

Lawyers

Finance

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Real Estate

Educators

Creators

Introduction and Speaker Background

Session Overview and Book Introduction

Common Fears and Concerns About Delegation

Defining Delegation and Its Core Purposes

Key Principles of the Delegation Process

Identifying Which Tasks to Delegate

Using the Effort-Value Matrix for Delegation

Prioritization and Assessing Task Impact

Understanding Decision Rights: You, We, and Me Decisions

The Seven Golden Rules of Effective Delegation

Upcoming Workshop and Additional Resources

Summary of Key Delegation Concepts

Q&A: Time Savings, Decision Rights, and Pushback

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

Project managers who organize and oversee execution of initiatives, timelines, and cross-functional delivery.

Developing leadership skills — inspiring teams, building culture, navigating organizational complexity, and driving results through others.

Day-to-day people management — 1:1s, feedback, performance management, hiring, and team operations.

Managers: Overcoming the Fears of Delegation

What you'll learn

Why this topic matters

You'll learn from

Steven Howard