Dario De Santis – Medium

Dario De Santis

Dario De Santis

What if Leaders and Managers Weren’t Overwhelmed?

How increasingly powerful AI can relieve leaders from too many hybrid work responsibilities.

8 min readJan 28, 2024

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What if Leaders and Managers Weren’t Overwhelmed?

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Dario De Santis

Microsoft Teams Gets a Serendipitous Upgrade with Tweelin!

The Tweelin App for Microsoft Teams is now available in the Microsoft AppSource, allowing enterprise users to turn 1:1 scheduled meetings…

6 min readOct 30, 2023

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Microsoft Teams Gets a Serendipitous Upgrade with Tweelin!

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Dario De Santis

Digital Serendipity Is Now Available On Your Windows Computer

Tweelin Launches the Windows Telemetry Agent, boosting accuracy and allowing users to include their PC in the Digital Serendipity…

4 min readSep 27, 2023

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Digital Serendipity Is Now Available On Your Windows Computer

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Dario De Santis

The Four-Phase Journey to Eradicating Calendars: Embracing Digital Serendipity

Current productivity tools and tactics don’t result in the work-life balance you need. AI is changing the rules of the game in 4 phases.

4 min readAug 18, 2023

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The Four-Phase Journey to Eradicating Calendars: Embracing Digital Serendipity

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Dario De Santis

How Do We Make ChatGPT Act Like A Program Manager In The Flesh?

The future of Program Management will lie in a combination of Generative AI and Digital Serendipity, needed to automate execution.

11 min readJun 20, 2023

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How Do We Make ChatGPT Act Like A Program Manager In The Flesh?

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Dario De Santis

iPhone Users Can Now Avoid Avoidable Meetings

After months of anticipation, Tweelin is finally available on the App Store to all iPhone users, and it’s free!

4 min readJun 7, 2023

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iPhone Users Can Now Avoid Avoidable Meetings

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Dario De Santis

Tweelin’s New Android Update: The Future of Enterprise Architecture Starts Here

The latest version 1.2.8 of the Tweelin Android app, currently available for free on Google Play Store, although still formally a public…

6 min readApr 7, 2023

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Tweelin’s New Android Update: The Future of Enterprise Architecture Starts Here

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Dario De Santis

4 Crucial Technologies You Badly Need To Make Hybrid Work Sustainable

And why Artificial Intelligence is the ultimate enabler

14 min readJan 24, 2023

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4 Crucial Technologies You Badly Need To Make Hybrid Work Sustainable

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Dario De Santis

Why Your Office Became a Deserted Campfire And How To Repopulate It

Hurry! You must fill up your office as quickly as possible, before the fire goes out.

10 min readNov 30, 2022

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Why Your Office Became a Deserted Campfire And How To Repopulate It

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Dario De Santis

Attention, Facility Manager! This is How You Lure Employees Back to the Office

AI tools for communications, integrated with Workplace Management solutions, create the right incentives to return to the office.

10 min readOct 11, 2022

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Attention, Facility Manager! This is How You Lure Employees Back to the Office

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Dario De Santis

Dario De Santis

Long-termist visionary technology Entrepreneur and Product Leader, with a strong passion for improving people's productivity through innovative solutions.

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