Kathryn May

Lawyer & policy wonk working in digital health. JD via @UofTLaw, LLM (privacy/cyber) via @OsgoodeNews. CIPP/C. ISTJ. News junkie. Word nerd.

[Kathryn May @KathrynAMay]

“[M]istakes made by overconfident people are a major source of real-world problems.”

Solid all-around life advice in @adamshostack’s chapter on cryptography.

[Lawyer Issues @LawyerIssues]

TV lawyers solve cases in 42 minutes.

Real-life lawyers spend 42 minutes fixing MS Word formatting mess

[John Michael McGrath @jm_mcgrath]

constitutional crisis averted

[Kathryn May @KathrynAMay]

Just noticed this unfortunate notification from last night. Looks like someone got a bit overexcited… 😬

[Kris Pangilinan @KrisReports]

The Blue Jays made the World Series before the Eglinton LRT opened 😂

[Keeks 🦋 @DietCoke_Esq]

“It depends”

[Matt Margolis @ItsMattsLaw]

in the era of AI, how is he not back

[Kathryn May @KathrynAMay]

I started crossing my 7s when I began Extended French in Grade 5 (because I wanted to do things “the French way”😅). Haven’t looked back since, lol.

[Sahil Bloom @SahilBloom]

Underrated relationship advice: Stop assuming people know how you feel about them. Tell your friends you’re proud of them. Text your parents you love them. Compliment your coworkers. Say the kind thing while you still have the chance.

[Kathryn May @KathrynAMay]

It me. 😭

[Ricky Shah @RickyShahatty]

@ItsMattsLaw Wait until I get an LLM in LLMs and data privacy.

[Kathryn May @KathrynAMay]

Pour one out for those of us who did their LLM in privacy/cyber/AI, and have to navigate this confusion every. freaking. day. 🫠

[Matt Margolis @ItsMattsLaw]

Too many fucking acronyms. Someone told me they had an LLM and I asked if it was Claude or something.

Puzzled, they said “No, Tax from UF.”

[Kathryn May @KathrynAMay]

Mission complete! This past Friday, I convocated with my Master of Laws in Privacy and Cybersecurity Law from @OsgoodeNews @OsgoodePD @YorkUniversity.

Thanks to everyone who supported me along the way; I know I was a lot to put up with. 😉

#YorkUConvo

[Kathryn May @KathrynAMay]

Such a powerful address by Angela Swan at @OsgoodeNews #yorkuconvo

Her wisest advice? “Don’t be a scumbag”.

[Lisa Philipps @YorkUPresident]

This afternoon, we closed #YorkUConvo by celebrating the graduates of Osgoode Hall Law School (@OsgoodeNews) and presenting Angela Swan with an honorary degree for her towering contributions to the Canadian legal community as a scholar, lawyer, educator, and mentor.

[Kathryn May @KathrynAMay]

Wonder what 2006 Kathryn would make of the fact that 2025 Kathryn is currently jamming out to instrumental covers of The Killers at her office desk.

2025 Kathryn has no regrets.

[Kathryn May @KathrynAMay]

Not all heroes wear capes (seriously). Thank you, @edwardrow. 🙏

[Now Toronto @nowtoronto]

A #Toronto man is receiving praise online after posting a viral TikTok video of himself shovelling snow at a busy intersection, while also criticizing the city’s snow removal efforts. #TorontoSnow

https://t.co/vepKfYiFT2

[Matt Margolis @ItsMattsLaw]

I don’t like how this picture makes me feel

[sonjia mceachin @SMceachin17351]

@SylviaNowak It is like that in Burlington. Seniors and disabled cannot go out at all. All the posts with buttons to push to cross the street cannot be reached the snow banks in front of them are 6 feet high.

[Sylvia Nowak @SylviaNowak]

This city hates the disabled and poor. Just look at the sidewalks compared to the roads.

[Kathryn May @KathrynAMay]

@cathmulroney 😅

[Kathryn May @KathrynAMay]

Behold my latest installment in "Tell me you work in the public service without telling me you work in the public service"...

[Kathryn May @KathrynAMay]

Tell me you work in the public service without telling me you work in the public service.

[Kathryn May @KathrynAMay]

Latest installment in "Tell me you work in the public service without telling me you work in the public service":

I just typed "VFM" (value for money) when I meant to type "WFH"... 🙃

[Kathryn May @KathrynAMay]

Latest installment in "Tell me you work in the public service without telling me you work in the public service"...

[the human anachronism™️ @FullAsMuchHeart]

Just saw someone saying using the em-dash is a sign of something being written by AI, because real people rarely use it. This is terrible news for everyone like me who has an unhealthy emotional attachment to the em-dash.