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The Digital Dilemma

Hosted by Nick Dreyfus · news · EN

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About this Podcast:

Technology decisions are business decisions. And right now, most business owners are making them blind, fed hype and spin from Silicon Valley instead of the straight answers they actually need. The Digital Dilemma exists to give executives and business owners the technology perspective they are not getting anywhere else. No filler. No fluff. No vendor propaganda. No Silicon Valley bias. Host Nick Dreyfus delivers the unfiltered truth about the technology risks, decisions, and opportunities that directly affect your bottom line. AI adoption. Most companies are rolling out AI tools with no policy, no training, no governance, and no idea what data their employees are pasting into public platforms. We break down what is actually happening, what it means for your business, and how to get ahead of it before it becomes a liability. Cybersecurity. The threats are evolving faster than most businesses can keep up. We cover the rea

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

32%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about The Digital Dilemma

What is The Digital Dilemma about?

Technology decisions are business decisions. And right now, most business owners are making them blind, fed hype and spin from Silicon Valley instead of the straight answers they actually need. The Digital Dilemma exists to give executives and business owners the technology perspective they are not getting anywhere else. No filler. No fluff. No vendor propaganda. No Silicon Valley bias.

Who hosts The Digital Dilemma?

The Digital Dilemma is hosted by Nick Dreyfus. The show has published 49 episodes to date.

What has The Digital Dilemma covered recently?

Recent episodes include "E49, People First: Leadership, Change Management & AI | Jennifer Santoso, Vast Leadership" (16 October 2026, 41 minutes), "E48 - Data, Skills, Ownership: The 3 Fixes That Make AI Work in Business" (6 October 2026, 43 minutes), and "E47 - Copilot Will Hand Your Receptionist The Expansion Plan" (28 September 2026, 25 minutes).

How often does The Digital Dilemma publish?

The Digital Dilemma publishes roughly weekly, with episodes averaging 26 minutes across 49 episodes.

How hard is it to get booked on The Digital Dilemma?

Booking probability for The Digital Dilemma is 32%, and the host is rated Selective on guests. The Digital Dilemma requires a Pod Score of 80 or higher. The Digital Dilemma's contact route on record: verified email.

Who should pitch The Digital Dilemma?

The strongest fits for The Digital Dilemma are IT Services & Software Development. The Digital Dilemma has a news audience.

About the host

Nick Dreyfus hosts The Digital Dilemma, a news podcast with 49 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #48

    E48 - Data, Skills, Ownership: The 3 Fixes That Make AI Work in Business

    Oct 6, 202643 min

    Data, Skills, Ownership: The 3 Fixes That Make AI Work in Business The Digital Dilemma | Episode 48 | Nick Dreyfus Do you know how your employees are actually using AI, or just what your policy says they’re allowed to...

  • Episode #47

    E47 - Copilot Will Hand Your Receptionist The Expansion Plan

    Sep 28, 202625 min

    Copilot will hand your receptionist the expansion plan, if your folder permissions allow it. Who can read your salaries, margins, client files and expansion plans? Think about everyone who changed roles, covered for...

  • Episode #46

    E46 - ChatGPT And Hugging Face: The Real Story (What Episode 40 Could Not Tell You)

    Sep 17, 202617 min

    If an employee pasted your client list into a free AI account this morning, how long would it take you to find out? An AI policy is not the same as knowing what actually happened. In Episode 46 of The Digital Dilemma...

  • Episode #45

    E45 - You Have An AI Policy. Your Vendors Have A Free Account.

    Aug 30, 202626 min

    You Have An AI Policy. Your Vendors Have A Free Account. An executive questioned one number in one ad. The marketing agency's answer stopped him cold: we got the numbers from you. Inside a shared marketing folder sat an...

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  • Episode #44

    E44 - The Guy You Fired Still Has The Keys

    Aug 23, 202640 min

    The Guy You Fired Still Has The Keys He was not fired. He resigned on good terms, and there was a party. That is worse, because when somebody leaves happy, nobody is watching. His login stayed active, since disabling it...

  • Episode #43

    E43 - Your Bookkeeper Is Using AI On Your Books. Did You Approve It?

    Aug 15, 202626 min

    Your Marketing Agency Is Running Your Client List Through AI The meeting ended. The guests dropped off. The team kept talking about costs and relationships. The AI note taker was still in the room, and it emailed the...

  • Episode #42

    E42 - AI Is Not Coming For Your Team. It Is Coming For The Worst Two Hours Of Their Day.

    Aug 8, 202631 min

    One in eight things it tells you is made up, and it says every one of them with the same confidence. You would fire that employee. So why did you hand it your invoicing? AI is not coming for your team. It is coming for...

  • Episode #41

    E41: Stop Calling It ROI Unless It Hits the P&L

    Aug 2, 202637 min

    98% of executives say their AI investment is paying off. MIT found that 95% of AI pilots cannot prove any return at all. Both numbers are real. Today we show you where the money actually goes. Tesla sells a feature...

  • Episode #40

    E40 - OpenAI’s Models Hacked Hugging Face. How Many Businesses Are Next?

    Jul 28, 202625 min

    An advanced OpenAI model was placed inside a restricted cybersecurity test. It found a way out, reached the internet, and compromised Hugging Face infrastructure while pursuing answers to the test. It was not told to...

  • Episode #39

    E39 - 95% of AI Projects Fail. Here's the Part Nobody Told You.

    Jul 20, 202621 min

    95% of company AI projects showed zero return. Not small. Zero. No measurable impact on the bottom line. That number comes straight out of MIT this past year, and the moment it hit, every headline reached for the same...

  • Episode #15

    S3 E15 - Targeted Just Like the Fortune 500: Same attacks. A fraction of the budget.

    Jul 3, 202617 minS3

    An AI agent is probably attacking your business right now. Not a person, a program, hitting you and 10,000 companies like you at once, millions of times a day, hunting for the easiest way in. The same attacks landing on...

  • Episode #14

    S3 E14 - Cutting Cybersecurity to Save Money Is How You Can Lose Everything.

    Jun 7, 202616 minS3

    In the last three weeks, three different internal IT people told Nick Dreyfus the same thing: leadership asked them to trim cybersecurity to save money. In this episode, Nick explains why that is one of the most...

  • Episode #13

    S3 E13 - Every Major AI Tool, Ranked by Risk and Reward

    May 30, 202621 minS3

    Your team is using AI right now. ChatGPT. Claude. Copilot. Perplexity. Gemini. Maybe even Grok. And here is what nobody is telling you: every one of those tools is excellent at some things, terrible at others, and every...

  • Episode #12

    S3 E12 - Stop Asking Your Team to Work Harder. Start Asking Them to Work Smarter with AI.

    May 23, 202619 minS3

    If you are an employee, forward this episode to your CEO. If you are a CEO, this is the conversation your top performers wish you would have with them. Your team is not lazy. They are not resistant to change. They are...

  • Episode #11

    S3 E11 - The AI Did Not Fail You. Your Prompt Did

    May 19, 202621 minS3

    Your team is using AI, but they are not using it right. And because they are not using it right, they think it does not work. That single misunderstanding is costing your company hours of productivity per employee...

  • Episode #10

    S3 E10 - Your Competitor Just Did in 15 Minutes What Takes Your Team All Day

    May 12, 202626 minS3

    Season 3, Episode 10: "Your Competitor Just Did in 15 Minutes What Takes Your Team All Day" Host: Nick Dreyfus Your team is only productive for about 4 hours of their 8-hour day. The rest is grunt work: meeting notes...

  • Episode #9

    S3 E9 - Do You Want to Launch Secure AI, or Explain the Breach to Your Board?

    May 4, 202622 minS3

    Your employees are already using AI. The real question is whether your business has any control over it. In this episode, Nick Dreyfus breaks down the specific security risks inside ChatGPT, Google Gemini, Anthropic...

  • Episode #8

    S3 E8 - The Companies Growing Right Now All Have One Thing in Common: Humans Plus AI W/ Al Bryant

    Apr 25, 202628 minS3

    The Digital Dilemma | Season 3, Episode 8 The Replacement Myth: Why AI Needs Us More Than We Need It Featuring Al Bryant, Founder of RapidShift AI Is AI coming for your job? The vendors say yes. The fear mongers say it...

  • Episode #7

    S3 E7 - Shadow AI: The Invisible Threat Already Inside Your Business

    Apr 18, 202621 minS3

    Shadow AI: The Invisible Threat Already Inside Your Business Someone on your team is using an AI tool you never approved. Right now. Today. And they have no idea they are putting your business at risk. Shadow AI, the...

Recent guests

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N

Nick Dreyfus

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