25 hard moments. One library. The right words, when you can’t find them.

100 ways to say the things that matterin 30 seconds.

Pick the moment from 25. Tell us five things — who it’s for, how heavy it lands, the hard question at the center of it, what happened, and the tone you want. We write you three real options, shaped to your specific situation, in your voice, for the person on the other end.

★★★★★
First 3 messages free on every moment · no card · $9.99 unlocks all 25.
One price. No subscription. Ever.
Person looking at their phone, drafting a hard message
YOU
“25 different things I don’t know how to word.”
US ↓
“You were right to be upset. I’m sorry — the real kind.”
25 live moments
30s
to a real message
3
options every time
$9.99
once. yours forever.
0
subscriptions, ever
All editions · 1 platform

Every hard message, written defensibly.

Personal life or industry context — pick the edition that matches your moment. Each one is 25 conversations deep, calibrated to its world, with the same humanity engine underneath.

P
Personal · The Original

Personal Edition

25 of life's hardest personal conversations — apologies, condolences, breakups, coming out, eulogies, thank-yous, forgive, goodbye.

$9.99lifetime · 25 moments
Open Personal →
HR
Work · For HR teams

HR Edition

PIPs, terminations, layoffs, comp denials, complaint outcomes — the 25 messages that get companies sued, written defensibly.

$39.99lifetime · 25 moments
Open HR →
HC
Clinical · For providers

Healthcare Edition

Diagnosis delivery, end-of-life, sentinel events, AMA — 25 clinical conversations on SPIKES, NURSE, CANDOR.

$39.99lifetime · 25 moments
Open Healthcare →
CS
Commercial · For sales/CS

Sales/CS Edition

Lost deals, churn-save, price increases, escalations — the 25 commercial conversations that pass the QBR test.

$39.99lifetime · 25 moments
Open Sales/CS →
§
Legal · For attorneys

Legal Edition

Engagement letters, declination, withdrawal, conflict waivers — 25 non-pleading legal messages in senior-partner voice.

$39.99lifetime · 25 moments
Open Legal →
E
Schools · For educators

Education Edition

IEP updates, behavior incidents, Title IX, academic integrity — 25 school conversations FERPA + IDEA aware.

$39.99lifetime · 25 moments
Open Education →
N
Mission · For nonprofits

Nonprofit Edition

Major-gift asks, grant declines, donor acknowledgments, board recruitment — 25 nonprofit moments.

$39.99lifetime · 25 moments
Open Nonprofit →
$
Wealth · For advisors

Finance Edition

New-client onboarding, fee changes, complaint comms — 25 financial-advisor moments, fiduciary-grade.

$39.99lifetime · 25 moments
Open Finance →
RE
Property · For agents

Real Estate Edition

Offers, counteroffers, inspections, disclosures, leases — 25 RE moments Fair Housing + RESPA aware.

$39.99lifetime · 25 moments
Open Real Estate →
H
Service · For hospitality

Hospitality Edition

Guest complaints, service recovery, allergen incidents, review responses — 25 service-recovery moments.

$39.99lifetime · 25 moments
Open Hospitality →
G
Public · For agencies

Government Edition

Constituent comms, permit decisions, benefits, code enforcement, FOIA — 25 public-record-grade moments.

$39.99lifetime · 25 moments
Open Government →

Every edition is 25 moments deep. Every edition gets the same humanity engine. First 3 messages free on every moment — no card to try.

Person staring at a phone screen, trying to write a hard message
Real you, 11:42pm. Six drafts in. Nothing’s right.
The Problem

You meant it to land. But you’ve been deleting and retyping for an hour.

Hard conversations are unevenly distributed in skill — and the cost of getting them wrong is enormous. Here’s why nothing you’ve tried so far is working.

  • Greeting cards say one thing, one way. And they cost more than this product.
  • ChatGPT happily produces the empirically-failing phrases — “I’m sorry you feel that way,” “sending love and light,” “thanks so much!” — because it can’t see the question underneath.
  • Asking a friend takes two days and exposes the situation to someone else.
  • Winging it is how every bad message in the history of bad messages got sent.
  • Your own draft doesn’t know that each moment has a specific question to honor — and so it doesn’t honor any.
How it works

Pick a moment. Six taps. Three real options back.

We don’t hand you a chat box. We ask the six questions a wise friend would ask — in the order they’d ask them — and write back something you’d actually send.

Two people sitting together at a kitchen table
Step 01

Who is this for?

Partner, parent, boss, friend, ex. Up to 13 options because the relationship changes every word.

Person looking thoughtful, holding their phone
Step 02

How heavy is it?

A scratch. A real hurt. Something broke. We calibrate the weight of the message to the size of what happened.

The moat ◆
Two people in a difficult conversation by a window
Step 03

The hard question.

The one at the center of each moment. For /sorry: “were you in the wrong?” For /no: “saying no, or avoiding?” For /thank-you: “proportional, or compensating?” The answer changes the entire output.

Person writing on a phone at a quiet desk
Step 04

One line. What happened.

Plain language. No need to perform. The specifics you give — names, places, the time on the clock — show up verbatim in your output.

Hands cradling a warm mug at a window
Step 05

What tone?

Three or four real registers per moment. Gentle. Sincere. Brief. Firm. Heartfelt. Warm. Not the same line with adjectives swapped.

A handwritten letter on a wooden table
Step 06

What length?

Text-message. Email. Letter. One block, two paragraphs, or three. Most messages should be short. Letters are for the messages someone keeps.

★ This is what real output looks like

Three real options. No filler.

A user typed: “My best friend drove three hours to take me to chemo and back last Tuesday. She didn't ask me a single hard question on the way. I want to thank her without making her feel like she has to do it again.”

names the specifics, doesn’t bind her

Tuesday. The driving and the sitting and the not-asking-too-many-questions and the way you knew when to talk and when to just be in the car with me. I noticed every piece of it.

I am not asking you to do it again. I am telling you that I will not forget that you did it once.

/thank-you · sincere · medium
names the cost

Thank you for Tuesday. Not the generic thanks — the specific one. You drove three hours each way and you let me be quiet when I needed to and you talked when I needed that.

I see what it cost you. I am not making this a thing you have to keep doing. I am marking that you showed up the way I needed you to.

/thank-you · sincere · medium
names what she gave that I couldn’t ask for

I want to say thank you for Tuesday without making it weird and without making you feel obligated to do it again. You showed up the way I would have wanted to ask you to but didn’t know how.

That counts more than I can put in a text. I love you.

/thank-you · sincere · medium
Real people. Real sends.

Words that actually landed.

Submitted by users with permission, names changed. Receipts in the dashboard.

★★★★★
“I’d been drafting the text to my mom for three weeks. Three weeks. Wrote four, deleted four. This thing gave me one I sent in five minutes — and she called me crying. In a good way.”
Casey M.
Casey M. Used /sorry for: an adult-child / parent message
★★★★★
“Picked ‘not really’ on the hard question and braced for the AI to ignore me. It didn’t. It wrote me a repair message that wasn’t a confession. That’s the moment I paid.”
Daniel R.
Daniel R. Used /sorry for: a misread at a party
★★★★★
“I snapped at a coworker in standup. The brief version was three sentences and honestly cleaner than anything I’d have written. Sent it before lunch, we’re fine.”
Priya N.
Priya N. Used /sorry for: a workplace apology
Why this beats the alternatives

You already tried the other options.

A greeting card
$6.99 + drive to CVS
  • ✕ Says one thing, one way
  • ✕ Generic, prewritten, by a stranger
  • ✕ Takes a day to actually arrive
  • ✕ Says nothing about your situation
  • ✕ Costs more than this
ChatGPT
Free, blank box
  • ✕ Won’t ask if you were in the wrong
  • ✕ Defaults to “I’m sorry you feel that way”
  • ✕ Three rounds of prompting to get something usable
  • ✕ Tone shifts are cosmetic, not structural
  • ✕ No memory of what makes each moment land
★ This product
100 Ways to Say ___
$9.99 once · everything included
  • ✓ Asks the hard question at the center of each moment
  • ✓ Three real options, not three rephrasings
  • ✓ Tones produce structurally different writing
  • ✓ Built-in traps: 8-13 banned phrases per moment baked into the system prompt
  • ✓ Refund inside 7 days if it didn’t land
Pricing

Two tiers. Free to try. Lifetime when you upgrade.

Personal life or work. Both lifetime, both refundable for 7 days. Try every moment free — upgrade only when you're ready.

Personal
For life's hardest messages

Apologies, condolences, breakups, eulogies, thank-yous, the message you cannot screw up.

Free
$0 no card needed
  • 3 free messages on every moment
  • ✓ Try all 25 personal moments
  • ✓ Sample any tone, any length
  • ✓ Upgrade anytime
Start free →
Business
For work's hardest messages

HR, Healthcare, Sales, Legal, Education, Nonprofit, Finance, Real Estate, Hospitality, Government. Every edition is 25 moments deep.

Individual
$39.99 per edition · lifetime
  • ✓ Pick 1 business edition
  • ✓ 100 messages / month, forever
  • ✓ Edition-tuned system prompt + banned phrases
  • ✓ Refundable 7 days
Pick edition →
Team
$599 one-time · up to 10 seats
  • ✓ All 10 business editions + Personal
  • ✓ Up to 10 user seats
  • ✓ Shared pool · 1,500 msgs/mo · all editions
  • ✓ Centralized billing · per-seat usage view
Set up Team →
Enterprise
$1,999 / year · unlimited seats
  • ✓ Unlimited seats across the org
  • SSO (Okta/Google/Azure AD)
  • ✓ Brand-voice training on your style guide
  • ✓ Custom banned-phrase rules
  • ✓ Audit log + admin controls
  • ✓ Dedicated support · SLA
Talk to us →

Securely billed through Stripe. We never see your card. Refund any individual or All-Access plan within 7 days by replying to the receipt. Team is refundable within 14 days. Enterprise is annual with custom terms.

Add-ons · One-time · Stack on any plan

Make it yours.

Three add-ons that change how you write. Buy once, applies forever. All available from your dashboard after you sign up.

🎙
Most loved · Available on any plan

Voice Profile

$19.99 one-time · lifetime

Upload 3–10 writing samples (texts, emails, anything). Every message gets calibrated to your voice — your rhythm, your vocabulary, your tells. Works across every moment in every edition you own.

  • ✓ One-time upload, lifetime calibration
  • ✓ Applies to every moment you own
  • ✓ Updates anytime — re-train with new samples
Set up Voice Profile →
🎁
For someone who needs it

Gift a Moment

$9.99 one-time · gives them lifetime access

Buy the Personal Edition for someone going through it. A code lands in their inbox with a private note from you. They unlock all 25 personal moments instantly — no card needed on their end.

  • ✓ Goes straight to their email
  • ✓ Private note from you
  • ✓ Same $9.99 they'd pay — no markup
Send a gift →
When you need more

+50 Messages

$2.99 this month only · stacks unlimited

Already used your 100/month? Top up. Adds 50 messages to your current month only. Buy as many as you need from your dashboard. Never auto-renews.

  • ✓ Available from your dashboard
  • ✓ Applies to current month only
  • ✓ Buy as many as needed — never auto-renews
Top up from dashboard →

Add-ons are one-time purchases. Voice Profile lasts forever. Gifts go to one recipient. Overages apply only to the month you bought them. All add-ons available from your dashboard once you have any paid plan.

FAQ

The honest answers, including the awkward ones.

Is this just a wrapper around ChatGPT?

No. It uses Claude under the hood — but the value isn’t the generation. It’s the five questions we ask per moment, in the order we ask them, with a different hard question for each of the 25 moments that changes the entire output. Plus the inference layer that detects your generation, your region, your relationship-history, and produces output that sounds like you. Strip those out and the product is gone.

What if I weren’t actually in the wrong?

Pick “not really” on step 3. We’ll write you a repair message instead of an apology — words that acknowledge the impact without confessing to something you didn’t do. Most apology tools can’t do this. It’s the case we’re proudest of.

Will the words actually be good?

Yes. We bake banned phrases (“I’m sorry you feel that way,” “sorry if,” “sorry but,” and six more) directly into the system prompt, so they never appear in your output. Every option must do three jobs at once: name the harm, take responsibility, close the loop. If a draft fails any of those, the model rewrites it.

Why isn’t this a subscription?

Because most people only need this a handful of times a year. A subscription would be a worse fit for the moment — you’d feel obligated to use it. One-time payment matches one-time use. If we’re wrong and you do use it constantly, $9.99 once is already a deal.

What about privacy — do you keep what I write?

We store the metadata of generations (which moment, which tone, which relationship category) to enforce the free-tier cap and improve outputs. We do not store your context sentence or the AI’s generated apologies after the session ends. Your draft isn’t training data and never will be.

What if I hate the output?

Regenerate. Free, unlimited, no penalty. Most users get the one they send within 1–2 generations.

Can I get a refund?

Yes — within 7 days, no questions. Reply to your Stripe receipt and we’ll refund. We’d rather lose $9.99 than have you carry a grudge about it.

What’s coming next?

/no (declines & boundaries), /thank-you, /condolences, /goodbye, /space, and /money. If you bought all-access, every one of those is already unlocked for you the day it ships.

You already know what you want to say.
We’ll help you find the words.

Browse all 25 moments  →

First three on us. No card. 30 seconds.