The AI Newsletter That Makes You Smarter, Not Busier

We track all AI updates daily, test the tools, and deliver only the gold—twice a week.


Subscribe now and instantly get our “AI-in-Business Cheat Sheet 2025” (PDF):
WRITTEN BY
Daan van Rossum - Featured in: Forbes, Bloomberg, Harvard Business Review
Daan van Rossum
Founder, Lead with AI 

Featured in Forbes, Bloomberg, Harvard Business Review
Evelyn Le
Writer, Editor
Wendy Nguyen
Writer, Editor
TRUSTED BY 25,000+ SUBSCRIBERS FROM
FlexOS - Lead with AI | Logo

The Entry-Level Crisis: How to Lead Through AI Disruption

June 5, 2025
5
min read
The Entry-Level Crisis: How to Lead Through AI Disruption

Welcome to Lead with AI, the only executive AI brief for busy leaders. Every Thursday​,​ I deliver the latest AI updates through real-world insights and discussions from our ​​community​​ of 170+ forward-thinking executives.

For today:

  1. Entry-Level Jobs Are Vanishing: AI is erasing early-career roles—here’s what smart companies and future employees must do next.
  2. "AI for Dictation" Essentials: Wispr Flow and Granola AI
  3. 3 Must-Read AI Stories: ChatGPT Gains Enterprise Traction, AI Becomes Job Requirement, Fine-Tuning Turns AI into Your Edge
  4. Prompt of the Week: Make Tough Decisions with AI

Before we dive in, just a quick heads-up: Enrollment for my ​Lead with AI​ June cohort closes tonight at midnight. If you’ve been meaning to join but haven’t grabbed your spot yet, this is your last chance. Grab one of the few remaining seats with my special $199 OFF offer using this ​link​!

LAST CHANCE: Sign up for June cohort

Let's dive in:

( subscribe for more )
Real-world AI success stories

Real-world AI success stories

How leaders are actually using AI to solve problems, save time, and scale impact.

From building AI copilots to automating repetitive work, explore how modern teams are putting AI to work — across operations, marketing, HR, and more. No hype. Just practical wins from teams like yours.

Step-by-Step AI Tutorials

Step-by-Step AI Tutorials

From “I’ve heard of ChatGPT” to “I just built an AI agent” — we’ll show you how.

Learn how to go from idea to implementation. Our tutorials are built for business professionals, not coders — with clear walkthroughs, real use cases, and instant copy-paste templates.

Latest AI News & Updates

Latest AI News & Updates

Cut through the noise. Know what matters in AI, and why.

We track the tools, trends, and breakthroughs that impact your work — from new OpenAI releases to the best no-code AI tools you can use today. Curated for busy leaders and operators.

Catch Up on the Latest

We don’t just report AI news—we break down why it matters and how to apply it in your daily work as a business executive.
Why Trust Is the Real Secret Ingredient for AI Adoption (+How)

Why Trust Is the Real Secret Ingredient for AI Adoption (+How)

Trust is the overlooked foundation of effective AI adoption. Discover why culture, transparency, and psychological safety are the real game-changers for AI success inside your organization.
Why Trust Is the Real Secret Ingredient for AI Adoption (+How)

Why Trust Is the Real Secret Ingredient for AI Adoption (+How)

Trust is the overlooked foundation of effective AI adoption. Discover why culture, transparency, and psychological safety are the real game-changers for AI success inside your organization.
Google's creating podcasts out of your search queries

Google's creating podcasts out of your search queries

Google turns search results into AI-generated podcasts so you can listen instead of read.
Google's creating podcasts out of your search queries

Google's creating podcasts out of your search queries

Google turns search results into AI-generated podcasts so you can listen instead of read.
The AI Implementation Sandwich: Three Layers of Successful AI Transformation

The AI Implementation Sandwich: Three Layers of Successful AI Transformation

Most AI efforts stall between executive vision and frontline pilots. Learn how the AI Implementation Sandwich—strategic clarity, team experimentation, and connective infrastructure—enables true transformation at scale.
The AI Implementation Sandwich: Three Layers of Successful AI Transformation

The AI Implementation Sandwich: Three Layers of Successful AI Transformation

Most AI efforts stall between executive vision and frontline pilots. Learn how the AI Implementation Sandwich—strategic clarity, team experimentation, and connective infrastructure—enables true transformation at scale.
The Entry-Level Crisis: How to Lead Through AI Disruption

The Entry-Level Crisis: How to Lead Through AI Disruption

Anthropic’s CEO says AI will erase 50% of entry-level jobs. The data agrees. Here's how workers can stay relevant—and how companies must rethink hiring and training to stay competitive.
The Entry-Level Crisis: How to Lead Through AI Disruption

The Entry-Level Crisis: How to Lead Through AI Disruption

Anthropic’s CEO says AI will erase 50% of entry-level jobs. The data agrees. Here's how workers can stay relevant—and how companies must rethink hiring and training to stay competitive.
The Rise and Risk of Agentic AI

The Rise and Risk of Agentic AI

AI agents now act on your behalf, but can you trust them? Explore risks, shifting loyalties, and what safeguards we need before handing over control. Plus, more AI insights from the community.
The Rise and Risk of Agentic AI

The Rise and Risk of Agentic AI

AI agents now act on your behalf, but can you trust them? Explore risks, shifting loyalties, and what safeguards we need before handing over control. Plus, more AI insights from the community.
Why the Best AI Strategy Starts with a Thousand Experiments (+How)

Why the Best AI Strategy Starts with a Thousand Experiments (+How)

Moderna built 3,000 GPTs. J&J tested 900 use cases. Only a fraction delivered impact, and that’s the point. Here’s how pioneers let AI chaos bloom before scaling success.
Why the Best AI Strategy Starts with a Thousand Experiments (+How)

Why the Best AI Strategy Starts with a Thousand Experiments (+How)

Moderna built 3,000 GPTs. J&J tested 900 use cases. Only a fraction delivered impact, and that’s the point. Here’s how pioneers let AI chaos bloom before scaling success.
5 Habits of Effective AI Leaders You Should Adopt Now

5 Habits of Effective AI Leaders You Should Adopt Now

The best AI leaders aren’t tech-savvy; they think and act differently when it comes to working with AI. These are five ways that help "manager nerds" stay ahead in the AI era.
5 Habits of Effective AI Leaders You Should Adopt Now

5 Habits of Effective AI Leaders You Should Adopt Now

The best AI leaders aren’t tech-savvy; they think and act differently when it comes to working with AI. These are five ways that help "manager nerds" stay ahead in the AI era.
From Trendy Job to Core Skill: The Real Future of Prompt Engineering

From Trendy Job to Core Skill: The Real Future of Prompt Engineering

The title of “prompt engineer” may be fading, but the skill is more essential than ever. Learn why prompting is now a core part of every AI-enabled role—and how to get better at it.
From Trendy Job to Core Skill: The Real Future of Prompt Engineering

From Trendy Job to Core Skill: The Real Future of Prompt Engineering

The title of “prompt engineer” may be fading, but the skill is more essential than ever. Learn why prompting is now a core part of every AI-enabled role—and how to get better at it.

Get AI Insights on the ‘What’, ‘So What’ and ‘What Now'

Trusted by 30,000+ readers who want more than just headlines.
Anyone can report AI news. We go further—breaking down why it matters, how it helps you, and providing step-by-step tutorials to apply it to your work effectively. And it’s all free—no paywalls, no barriers.
The People Behind Lead with AI

Three Experts Read Every AI Update
—So You Don’t Have To

We work full-time to scan, analyze, and distill hundreds of AI updates daily—so you get only the most relevant insights. We’re deeply embedded in the business world, that's why we don’t just report the news—we break down how AI impacts your work and how you can apply it, even if you’re not a tech expert.
Lead with AI - Evelyn Le

Evelyn Le

Lead with AI - Daan van Rossum

Daan van Rossum

Lead with AI - Wendy Nguyen

Wendy Nguyen

Lead with AI - Newsletter

Supercharge Your Team with AI Insights

Lead with AI is your weekly guide to implementing AI effectively in your workplace. Each edition provides:

• Step-by-step tutorials on integrating AI tools into your workflow
• Case studies of successful AI implementations in various industries
• Expert advice on navigating ethical considerations of AI in the workplace
• Actionable tips to boost team productivity using the latest AI technologies