73 days left in 2026.
What the f*** are you doing?
Bossy is the AI agent that bullies you into your goals. It organizes your whole life into a color-coded calendar, pings you every single day, and handles the boring admin you keep avoiding.
7 days free · then $12/mo · cancel anytime
Too loud? You pick the tone, from gentle coach to drill sergeant.
You vs Bossy
You, alone
- Writes goals in January, forgets them by February
- “I'll start Monday” (every Monday)
- Calendar is a graveyard of good intentions
- Nobody notices when you skip
You + Bossy
- Turns every goal into a 90-day plan with real time blocks
- Pings you every morning and evening (phone notifications or Telegram)
- Reschedules the moment you bail (and undoes it if you change your mind)
- Notices. Always. And says something.
How it works
- 01
Dump your goals
Up to 5 goals, why they matter, and a deadline. Plus when you wake up and how many hours you actually have.
- 02
Get a color-coded calendar
Bossy builds a 90-day plan: milestones, weekly time blocks per goal, and this week's kick-off tasks. Every goal gets its own color.
- 03
Get texted. Twice a day.
Every morning: today's tasks. Every evening: status report, please. As a notification on your phone or laptop, or on Telegram. Your plan also shows up in Google, Apple or Outlook calendar via a subscribe link.
- 04
Reply. It reschedules.
“done 2”, “move gym to Friday”, “add: call mom tomorrow 6pm”. Bossy edits your plan and remembers what matters to you.
It texts you. Every day.
Morning plan, evening check-in, and a midday nag if you go quiet. Reply like you'd text a friend. Bossy gets it.
Bossy
bot · always watching
- Bossy: Morning. 3 things today: 1. 🟪 Ship landing page draft (9–11) 2. 🟩 Gym — legs (12:30) 3. 🟨 Spanish, 20 min (19:00) No excuses. Go.7:02
- You: skipping gym, too busy 😩12:41
- Bossy: “Too busy” is a calendar problem, not a you problem. Moved gym to 18:00 and Spanish to 21:00. Don't make me ask twice.12:41
- You: done 1, 2, 321:24
- Bossy: Look at you. 3/3. 🔥 Tomorrow's top 3 are locked in. Sleep.21:24
Your week, color-coded.
Every goal gets a color and real time on your calendar. Skip a one-off task and it moves to tomorrow. Away for three days? One message and Bossy reshuffles the week.
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Pick your pain level
A tone slider from gentle to drill sergeant, plus an optional “spicy” mode if you want it to swear. Change it whenever: some weeks you need a hug, some weeks you need a kick.
“Hey! Just a nudge — your Spanish block starts at 7. You've got this 💛”
“Spanish at 7. Future-you will thank present-you.”
“Spanish at 7. You skipped Tuesday. Not today.”
“7pm. Spanish. Phone down, app open. I'm counting.”
“SPANISH. 7PM. YOU SAID THIS MATTERED. PROVE IT, SOLDIER.”
Cheaper than another year of “next year”
One plan. Everything.
$12 / month
after your 7-day free trial
- AI 90-day plan for up to 5 goals
- Color-coded calendar, works with Google, Apple & Outlook (subscribe link)
- Morning & evening check-ins: notifications or Telegram
- Chat that reschedules for you
- Tone slider, gentle → drill sergeant
- Cancel anytime
Questions?
I'm burned out, not lazy. Is this for me?
Yes. Set the tone to 1 (gentle) and Bossy becomes a soft, patient coach: it asks how you feel, lightens your day when you're running on empty, and celebrates small steps. The drill sergeant only shows up if you ask for it.
Is it actually mean?
Only as mean as you ask it to be. The tone slider goes from 1 (gentle cheerleader) to 5 (drill sergeant), and swearing stays off unless you flip on “spicy” mode. It roasts your excuses, never you.
What about my privacy?
Bossy stores your goals, tasks, chat messages and the memories you let it keep, so it can actually help you. Chat replies are generated by OpenAI and Google Gemini models through Vercel AI Gateway, restricted to providers that don't train on your data. We don't sell anything, there are no ads, payments go through Stripe (we never see your card), and you can download or delete everything yourself in Settings.
Which apps does it work with?
Daily check-ins arrive as push notifications (on iPhone, add Bossy to your Home Screen first) or on Telegram, your pick. Everything else lives in the web app: chat, a color-coded calendar and your goals. Your plan works with Google, Apple and Outlook calendars through a private subscribe link.
Can I turn it off?
Yes. Turn the tone down to gentle, switch off weekend or midday messages, turn off notifications or Telegram, or cancel your subscription anytime. No guilt trip.
What happens after the free trial?
After 7 days it's $12/month. If you don't subscribe, Bossy stops bossing you around and your account just sits there, judging you silently.