Sergio Maldonado's Avatar

Sergio Maldonado

@sergiomaldo.bsky.social

Lawyer and Entrepreneur (PrivacyCloud, Sweetspot, Divisadero). Marketing + Privacy + Data + Tech. Yet another podcaster (Masters of Privacy). Pondsman in the making. NC & London.

203 Followers  |  173 Following  |  148 Posts  |  Joined: 18.11.2023
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Posts by Sergio Maldonado (@sergiomaldo.bsky.social)

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Mark Webber: So many β€œAI Committees” end up diluting responsibility and are not effective for AI governance. Someone must actually be in charge. There are thousands of use cases throughout the company - documenting it all is not so simple. (#PrivacySummit - California Lawyers Association)

19.02.2026 18:13 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Legal AI vs. AI-native law firms (You are reading a GenAI-free article, solely relying on auto-correct for some expressions and typos - and for a more readable version of my original 2x2 sketch. I published a first iteration of these...

Some wild ideas on the future of legal services, from legacy firms supercharging Microsoft Word with Legoras and Harveys to Legal Quants building #Claude Skills and deploying local models. www.linkedin.com/pulse/legal-... #law

29.01.2026 16:05 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Browser-Supported Signals as a replacement for Consent Management Platforms Can you even remember the days when the internet was clutter-free?

Dreaming of a world in which opt-out signals and user-defined terms rule over consent banners… open.substack.com/pub/masterso... #ePrivacy

21.01.2026 18:38 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Masters of Privacy LIVE NYC 2026 Privacy meets MarTech & AdTech (January 14, 2026).

In NYC on January 14? Join us for dinner and a live recording session on the impact of GPC and other opt-out signals across various jurisdictions www.mastersofprivacy.com/p/masters-of... #ePrivacy #AdTech #MarTech

03.01.2026 11:58 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Just wait Coping with the pace of agentic tools, bias, AI judges, Empowerment Tech, MyTerms, AI Ethics and the environment.

I had a lot of fun recording this one with Gam Dias for #AfterTheMagic, and hopefully some of you will enjoy listening to it. We covered a lot of ground, from the pace of #AI (and agentic building blocks) to automating litigation and Empowerment Tech.
www.afterthemagic.com/p/just-wait

12.12.2025 16:17 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Thanks for sharing it!!

08.12.2025 21:34 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

I just hope that the focus can be set on that (separate data controller - Meta, etc.) rather than the use of analytics, AB testing, or less intrusive data processors. Adding consent banners for those alone is an overkill - and just creates the illusion of privacy

22.11.2025 19:58 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0

What to do then about predatory lawsuits and extortion?

20.11.2025 20:51 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0
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The Case That A.I. Is Thinking ChatGPT does not have an inner life. Yet it seems to know what it’s talking about.

Absolutely brilliant - it is not about how much #AI can do but about how limited we always were. www.newyorker.com/magazine/202... #AI #thought #language by James Somers

16.11.2025 14:42 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Accountability and third-party vetting in the age of wild automation Cutting through the noise of third-party vendor credentials

More ideas on third party audits open.substack.com/pub/privacyc...

23.10.2025 23:01 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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How about law firms becoming software providers (instead of being replaced by them)? (Part I) An investment in external tools could hamper a firm's ability to compete

A few thoughts on the future of legal services. Buying pre-packaged #AI solutions may be the wrong way to go. Also, I would avoid #OpenAI et al open.substack.com/pub/privacyc...

28.09.2025 17:55 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Tony Fish: Navigating a constant state of transition What vehicle do we need to enable us to start working with AI?

Tony Fish, always inspiring. Fantastic conversation. On #AfterTheMagic

open.substack.com/pub/atmagic/...

28.09.2025 17:52 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Well, consent can be the most unethical of all legal bases, as it allows a company to run counter to the nature of a particular context by simply tricking people into accepting what they do not understand. Medical research owes a lot to legitimate interest and data repurposing (with guarantees).

15.09.2025 22:10 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 2
Angel Maldonado: How Agentic AI reshapes Ecommerce
YouTube video by After The Magic Angel Maldonado: How Agentic AI reshapes Ecommerce

How will #AI Agents affect #Ecommerce? Have LLMs reshaped keyword-based product search? How can leading retailers ensure proper governance of their AI stack while maintaining their competitive advantage? We have asked my brother Angel: www.youtube.com/watch?v=2BJ0... #afterthemagic (limited series)

06.08.2025 10:34 β€” πŸ‘ 0    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
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Masters of Privacy Hoping to better understand a human-centric, demand-led future, we have spent a few months interviewing entrepreneurs and pioneers at the intersection of Marketing, Data, Privacy, and Technology. This...

[EN] Can we move beyond β€œdark patterns” to define Manipulative Design or Interface Interference? How could we expand website and mobile app monitoring to a company’s ad stack? We asked Christine Desrosiers (Boltive) in the 5th installment of our #PrivacyTech series.
www.youtube.com/@MastersofPr...

28.07.2025 11:46 β€” πŸ‘ 0    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
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WeTransfer ToS adding 'machine learning' caused freakout Analysis: WeTransfer added the magic words 'machine learning' to its ToS and users reacted predictably

[EN] Here goes another ToS change to make room for #AI training (user content/files), followed by the predictable backlash. This time it is #WeTransfer ’s turn - Solicitor Neil Brown argues in favor of an β€œimplied copyright license” in the UK. In TheRegister www.theregister.com/2025/07/18/l...

21.07.2025 10:00 β€” πŸ‘ 1    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0
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OpenAI to take cut of ChatGPT shopping sales in hunt for revenues Artificial intelligence start-up has shown brands a prototype of its new checkout feature

This gets really interesting. A particular kind of query would incorporate β€œintent” and beat the opposite flow (a conversation/search that starts on Shopify), and whoever owns the query can commoditize everyone else. β€œOpenAI to take cut of ChatGPT shopping sales in hunt for revenues” - on FT #retail

16.07.2025 15:18 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Julian Wilson: Self-Sovereign Data meets Open Banking - Masters Of Privacy Julian Wilson began his career at Apple in the late 80s. Here he worked on projects such as the world’s first set top box, hybrid CD / internet games console and as part of the...

In 2021 I interviewed the great Julian Wilson, who sadly has just passed away. We covered the interplay between Self-Sovereign Data and Open Banking. His ideas remain as relevant as ever mastersofprivacy.com/julian-wilso... May he rest in peace.

09.07.2025 11:28 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Well, hard to avoid the boxes if you live in the US, but I also wonder why they still exist.

05.07.2025 10:28 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

BuenΓ­simo:) que sea leve

21.06.2025 13:04 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

I’ve had it with useless chatbots. The FTC should ban them under unfair/deceptive practices. Ok, one exception, against all odds: the NC DMV’s, maybe because their website was hopeless to begin with

20.06.2025 13:08 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Bold move. I hear some EU companies are even switching to Alibaba’s cloud, which sounds wild - but I am surely missing a lot

09.06.2025 00:19 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Y todavΓ­a no sabΓ­a la que se nos venΓ­a soportando a Pedro SΓ‘nchez y su sΓ©quito, solo insultando categΓ³ricamente a quien se atreve a cuestionar sus motivos o principios. No ha habido mayor servilismo.

07.06.2025 23:12 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 3    πŸ“Œ 0

I really enjoyed this one.

03.06.2025 18:45 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Great point, really well articulated.

02.06.2025 22:59 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Yet again. Expecting a probabilistic system to produce an accurate output #AI

28.05.2025 19:22 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Depth of reasoning can now be determined on the fly, rather than responding to an on-off switch. #AIAgents

28.05.2025 18:54 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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Two Paths for A.I. The technology is complicated, but our choices are simple: we can remain passive, or assert control.

Researchers have wildly variable views about what the future of A.I. will bring. β€œWhich is it: business as usual or the end of the world?” Joshua Rothman writes.

27.05.2025 22:01 β€” πŸ‘ 42    πŸ” 11    πŸ’¬ 8    πŸ“Œ 1