Newsletter Archives

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Latest Articles

[Briefing] LGBTQ+ ppl in the workplace
March 20, 2026

[Briefing] LGBTQ+ ppl in the workplace

A new Briefings series, your feedback, and two new podcast recos

Save $500 for Pride Challenge: Let's Go!
March 16, 2026

Save $500 for Pride Challenge: Let's Go!

Sign up for the Save $500 for Pride Challenge today!

Gallup's latest LGBTQ+ poll
February 16, 2026

Gallup's latest LGBTQ+ poll

And a post-V day interview on love, money, and habits

ID, SF, LA, yas
February 11, 2026

ID, SF, LA, yas

A quick dispatch from book launch.

Book launch field notes
January 11, 2026

Book launch field notes

MONEY PROUD available now! What I've learned two weeks into launch

'Turning oop into opulence'
January 2, 2026

'Turning oop into opulence'

Book press! An Out mag profile! Rihanna! Boise, Idaho! Mail bag kindness! Condiments journalism!

Out now: MONEY PROUD!
December 30, 2025

Out now: MONEY PROUD!

Money Proud in The New York Times!
December 28, 2025

Money Proud in The New York Times!

Also: FSA tips, default bias, and some reportage on gooning

Help me launch Money Proud in 7 DAYS!
December 23, 2025

Help me launch Money Proud in 7 DAYS!

Photos, graphics, and links for easy sharing inside

Night reads | Tuesday, Dec. 16
December 16, 2025

Night reads | Tuesday, Dec. 16

Three recently published, thought-provoking stories I thought you might like.

Deep work, ten years later
December 14, 2025

Deep work, ten years later

Holiday markets, book things, hot links

"Bonus points if it's newsy"
November 30, 2025

"Bonus points if it's newsy"

MQLs, SQLs, Grindr, TikTok, some book press, and a YouTube binge rec.

Buy now pay later is very DL
November 23, 2025

Buy now pay later is very DL

Also: Your replies, hot links, new book interview, and more

Writing for humans, not robots
November 16, 2025

Writing for humans, not robots

Medium's founder revealed a lot
July 12, 2025

Medium's founder revealed a lot

Also: Bring in the props.

Deja vu from 2017
July 5, 2025

Deja vu from 2017

Also: My sexiest Out column yet, book launch BTS and Substack's Achilles heel.

KPIs aren't everything
June 21, 2025

KPIs aren't everything

Also: Amazon Prime math, AI dumbing us down, and remembering a narrative nonfiction GOAT

Field notes: Los Angeles
June 14, 2025

Field notes: Los Angeles

Also: Nutgraf tips, a call for sources, and hot links

Buy now, pay later... or don't
June 7, 2025

Buy now, pay later... or don't

Also: some pics of the new pad and every queer bar in America mapped

The new economics of pride
May 24, 2025

The new economics of pride

Also: debt downgrade sass, ambient livestream recos, and a great Harvey Milk speech

Field notes: My HarperCollins visit
May 3, 2025

Field notes: My HarperCollins visit

Also: My recession tips for Gen Z, and hot links galore

Hot links and a bookish selfie
April 26, 2025

Hot links and a bookish selfie

Bot farms, Instagram drama, “Frontier Firms”

If you're building on social media, do this too
July 16, 2024

If you're building on social media, do this too

Also: The only Prime Day cheat sheet you need.

How home prices are shifting wealth goals
July 8, 2024

How home prices are shifting wealth goals

Also: Latvia inches forward.

The pink shadow ban
July 4, 2024

The pink shadow ban

Also: How the ‘Harvard of Trading’ ruined people's lives.

The financial upsides to biden's LGBTQ+ soldiers pardon
July 1, 2024

The financial upsides to biden's LGBTQ+ soldiers pardon

Also: Why this sponsor spotlights unsponsored Olympians.

How an algorithm f'd up rent prices
June 24, 2024

How an algorithm f'd up rent prices

Also: What you need to know about Project 2025.

Copywriters are babysitting the robots now
June 20, 2024

Copywriters are babysitting the robots now

Also: Thailand becomes #38.

The runaway credit card debt train 🚂
June 17, 2024

The runaway credit card debt train 🚂

Also: Lambda Legal turns up the heat.

Medium deleted 10 million spam posts last month alone
June 13, 2024

Medium deleted 10 million spam posts last month alone

Also: The best savings account for fun money.

The one LGBTQ+ think tank to know about
June 10, 2024

The one LGBTQ+ think tank to know about

Also: How Reddit re-engaged millennials on investing -- but not always in a good way.

Instagram's worst (or best?) ads yet
June 6, 2024

Instagram's worst (or best?) ads yet

Also: Interview with an author on his new book about the Boy Scouts' LGBTQ reckoning.

What we can learn from these pride month kickoff videos
June 3, 2024

What we can learn from these pride month kickoff videos

Also: Is American homeownership starting to crack?

The other perks of FI culture 💰
May 30, 2024

The other perks of FI culture 💰

Also: A big Google leak, and 75+ free games now on YouTube.

The next unicorns should be queer 🦄
May 24, 2024

The next unicorns should be queer 🦄

Also: Nvidia's ascent continues.

Medium founder's new social network
May 24, 2024

Medium founder's new social network

Also: How Google is changing.

Rocks, pebbles, sand
May 23, 2024

Rocks, pebbles, sand

Also: TL;DR on AI, LGBTQ news so far this week

Field notes: Pride 2024's equity threat
May 12, 2024

Field notes: Pride 2024's equity threat

Also: Google might buy HubSpot, and Gen Z's money dysphoria

Why I left ActiveCampaign
May 5, 2024

Why I left ActiveCampaign

Also: How to tell short stories quickly.

3 pieces of evergreen content to write
April 21, 2024

3 pieces of evergreen content to write

How AI is trashing feeds, and what we can do about it.

Medium's millionth member moment
April 14, 2024

Medium's millionth member moment

How the platform's stance on AI is attracting more humans.

Introducing: Financialicious
April 7, 2024

Introducing: Financialicious

A new weekly newsletter on business, finance and culture.

Nov. 20, 2023: A Wild Weekend of Tech News
November 20, 2023

Nov. 20, 2023: A Wild Weekend of Tech News

Keyword research tips | Some Cyber Monday finds

Oct. 30, 2023: Notion Vs. Airtable
October 30, 2023

Oct. 30, 2023: Notion Vs. Airtable

This software debate feels like West Side Story sometimes

Oct. 23, 2023 | 1,000 True Fans, 15 Years Later
October 23, 2023

Oct. 23, 2023 | 1,000 True Fans, 15 Years Later

Does Kevin Kelly's famous 2008 marketing essay still apply?

Oct. 2, 2023: Hammer vs. Wrench
October 2, 2023

Oct. 2, 2023: Hammer vs. Wrench

Oct. 1, 2023: Introducing ‘The Morning Walk’
October 1, 2023

Oct. 1, 2023: Introducing ‘The Morning Walk’

A there-and-back-again chronic pain journey

How to Edit Your Writing
November 30, 2020

How to Edit Your Writing

Also: More Substack news, and field notes from CES this week