"DEAR CAPTAIN,"
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NEWSLETTER ARCHIVES

6/10/2016 - 7/26/2019

NOTE TO NEW READERS: I’ve left these emails exactly as they were when sent to subscribers over the years — no edits or updates — so any typos, broken links, or harsh opinions remain in place for your entertainment, my embarrassment, and our mutual frustration. You can go through these volumes first to last, top to bottom, or click around at random.

To receive the latest newsletters, sign up for a subscription at: DearCaptain.com

P.S. These are not replacements for actual therapy; despite how therapeutic you may find reading them to be.

VOLUME 142

A Midsummer Milestone.

VOLUME 141

Tender feelings. Tenderloin exploring.

VOLUME 140

When to talk and where to drink.

VOLUME 139

Life lessons and Bostonian connections.

VOLUME 138

Some things are never over.

VOLUME 137

She's concerned, and there's something Creole in hiding.

VOLUME 136

A journalist and a wolf walk into a bar . . .

VOLUME 135

Nose jobs. New jobs. What the hell is John's job?

VOLUME 134

Take an eye for an eye, but not during happy hour.

VOLUME 133

Strangers, stepdads, and San Francisco stories.

VOLUME 132

Houston, we have a challenge.

VOLUME 131

Literary therapy and fishing territory.

VOLUME 130

Updates. Both general and psychological.

VOLUME 129

Recaps and reactions regarding reconnecting.

VOLUME 128

Discussions, D'Mongo's, and Disappointment in Alaska.

VOLUME 127

Say it like it is.

VOLUME 126

Speak out. Or put it in the vault?

VOLUME 125

Breadcrumb . . . Breadcrumb . . .  Breadcrumb . . .

VOLUME 124

Navigating red flags and nudity-filled reservations.

VOLUME 123

FOMO, five questions, and a place for conversation.

VOLUME 122

Sanity, space, and St. Augustine.

VOLUME 121

Chapters in life. Burgers in Venice.

VOLUME 120

Should you quit? Where's your home planet?

VOLUME 119

Round 5, Red Truck, and book stuff.

VOLUME 118

You can change in the basement.

VOLUME 117

This newsletter is better than the rest.

VOLUME 116

Sixty-eight questions and a second-best selection.

VOLUME 115

Clock talk and a crow spot.

VOLUME 114

Set your goals and deck the halls; the clock is ticking.

VOLUME 113

Stages of life and hot dogs in Seattle.

VOLUME 112

Taking risks and cheers to piratey shit.

VOLUME 111

Share more. Then, check out the third floor.

VOLUME 110

Money isn't everything.

VOLUME 109

Strong women and Southern smugglin'.

VOLUME 108

Now, it's my turn.

VOLUME 107

Giving damns, throwing fucks, and ringing bells.

VOLUME 106

Philosophical thinking and Frolic-time drinking.

VOLUME 105

Looking back on 11,680 days.

VOLUME 104

Is not settling down a superpower?

VOLUME 103

Death, birth, and the in-between state of being.

VOLUME 102

Shark-infested questions, shit-filled situations, and sky burial preparations.

VOLUME 101

You plan; I pay. We both get on a plane.

VOLUME 100

So many newsletters.

VOLUME 99

Adjusting to change in a not-so-cordial world.

VOLUME 98

Marriage, management, and magic acts.

VOLUME 97

Not a fan of Peter Pan.

VOLUME 96

Forgive and four-get.

VOLUME 95

Moving forward. Thinking back.

VOLUME 94

Twelve questions to clear up some confusion.

VOLUME 93

Clothing, connections, and Commonwealth.

VOLUME 92

Feminism, fucking dickheads, and farmhouse meatballs.

VOLUME 91

Darwinism, dreams, and almost everything in between.

VOLUME 90

Intoxicants, inspiration, and indiscriminate inquiries.

VOLUME 89

Too many topics for a subject line.

VOLUME 88

No new friends. In search of new topics.

VOLUME 87

Cure your Monday blues and flirt with some dudes.

VOLUME 86

Let go, write on, and drink up.

VOLUME 85

A marriage mix-up. A texting mishap? A cocktail shake-up.

VOLUME 84

Leading by example. Hanging up every once in a while.

VOLUME 83

Headstone and a vine.

VOLUME 82

Beauty in all things. A bar worth mentioning.

VOLUME 81

Curiosity, age, and a Nashville stay.

VOLUME 80

Dogs, dates, and Dear Irving.

VOLUME 79

Liars, lizards, and libations.

VOLUME 78

What the fuck is self-care?

VOLUME 77

Life goals and New Year's resolutions.

VOLUME 76

Cross-country romance and travel memories.

VOLUME 75

Past baggage and dog bragging.

VOLUME 74

Drunk cheating and not-so-drunk flying.

VOLUME 73

Let's talk about work situations.

VOLUME 72

Two dudes. Two very different situations.

VOLUME 71

Scottish dreams and Stranger Danger Round 3.

VOLUME 70

The squeaky wheel and my day as a woman.

VOLUME 69

The gun conversation. Ten quick questions.

VOLUME 68

Are you stupid? Is your job worth it?

VOLUME 67

Moving back home and making a move.

VOLUME 66

Wants, needs, and St. Augustine.

VOLUME 65

Ashley's big day and giving advice the right way.

VOLUME 64

Single life. Private life. Sex life.

VOLUME 63

Space travel and, well, just traveling in general.

VOLUME 62

One letter. 12 questions. 9,434 characters.

VOLUME 61

Advice, doubt, and planning it all out.

VOLUME 60

Counterfeit companions and uncomfortable conditions.

VOLUME 59

Let's talk about sex.

VOLUME 58

Crab cakes, cocktails, and conquistadors.

VOLUME 57

Don't pack yet, I'm not ready.

VOLUME 56

Deployment, employment, and uncertainty.

VOLUME 55

Guardians. And growing up "Captain."

VOLUME 54

Books and bullies.

VOLUME 53

Here's your damned newsletter.

VOLUME 52

Individual questions and independent situations.

VOLUME 51

Butt stuff, stranger danger, and getting better with age.

VOLUME 50

New trip. New career. New friends. 

VOLUME 49

It's a week chock-full of curiosity.

VOLUME 48

Life. Love. Logic.

VOLUME 47

Surprise parties and lifelong stories

VOLUME 46

Traveling solo and monogamous “no-no’s.”

VOLUME 45

Age difference and external influence.

VOLUME 44

Virgins, organs, and probing.

VOLUME 43

Compatibility, distance, and a game of "Five Questions."

VOLUME 42

Poetry, hangovers, and lifestyle takeovers.

VOLUME 41

An ex who becomes a stalker. Baggage that becomes a bother.

VOLUME 40

Cutting ties and seeing things.

VOLUME 39

A wedding speech and people who should remain out of reach.

VOLUME 38

Sexual frustrations, mundane situations, and random life questions.

VOLUME 37

The Deep South is calling.

VOLUME 36

Tough decision. Tough women. Tough skin.

VOLUME 35

Kicked in the junk. Books that don't suck.

VOLUME 34

Chumming for sharks and pushing buttons.

VOLUME 33

A historical trip AND a historical lesson.

VOLUME 32

He wants to hit it. She wants to quit it.

VOLUME 31

"The Captain (NOT) for President" and other personal questions.

VOLUME 30

Traveling back in time. Partying with too much wine.

VOLUME 29

I'll probably regret sending this...

VOLUME 28

Toe rings and baby-making things.

VOLUME 27

Gettin' preggers and movin' on.

VOLUME 26

Pressure tests and body part examinations.

VOLUME 25

Planning a wedding, and pulling your shit together.

VOLUME 24

Taking control of your future. Revisiting Dear Captain's past.

VOLUME 23

Dating, grieving, and missed opportunities.

VOLUME 22

Learning from your past; deciding on your future.

VOLUME 21

Work, work, work, work, work...

VOLUME 20

This week: Sexual soulmates and elusive “8’s.”

VOLUME 19

Life, revenge, and lady parts.

VOLUME 18

Walking and rolling. Drinking and dating.

VOLUME 17

She's marrying a monster. The other, is dating a dud.

VOLUME 16

Project boyfriends. Philosophical fans. Unexpected life plans.

VOLUME 15

From the bathroom, to the barn.

VOLUME 14

Modern romance, obsession, and a cougar confession.

VOLUME 13

Very superstitious...

VOLUME 12

Compulsive liars and Jedi Masters.

VOLUME 11

Friends with benefits and must-have characteristics.

VOLUME 10

Being you, and gettin' some too.

VOLUME 9

Sock puppets and army sergeants.

VOLUME 8

Red flags and boring life plans.

VOLUME 7

Homie hopping, acting lessons, and finding "The One."

VOLUME 6

Raising kids, emailing strangers, and dealing with your family.

VOLUME 5

Bye, Ben.

VOLUME 4

Casual s-e-x, cereal, and choosing a fish.

VOLUME 3

Dating, drinking, and getting the digits.

VOLUME 2

Guys with no job, and dudes with big dongs.

VOLUME 1

Daddy issues and dudes with girlfriends.