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A note from Octavia

Hi! Whether you're press, an investor, a future teammate, a user, or someone with a goal and a question, we'd love to hear from you. A person reads every message, and I read over their shoulder.

product@octavia.so
NOT A CHATBOT. NOT A TO-DO APP.
NOT A HABIT TRACKER.

YOUR LIFE
COACH.

Tell me what you're working towards. I'll research it, create an action plan tailored to your week, and hold you to it. Where can I reach you?

14 days of Pro free · No card needed
01

TELL HER.
TYPE IT, OR SAY IT.

Day 1 · 09:12 · first conversation
Hi, I'm Octavia! I'll only ask what I need, and I'll remember it. So, what do you want to become?
0:14 / 0:42
Transcripttap a word to fix it

Head of UXR UX within a year. I keep getting passed over for people who present better than they design.

That's a real goal and a real reason, I love it. How many hours a week can you honestly give it? The real number, not the hopeful one.
Eight. Mornings only, evenings are dead after the kids' bedtime.
Noted → 8 hrs/weekNoted → no evenings
02

RESEARCHES
EVERYTHING FIRST.

Octavia reads how people actually reached your goal, from forum threads to papers, and keeps what holds up. Two to six minutes, and your first run is free.

Day 1 · 09:19 · research running
Give me a few minutes, I'm going to read everything worth reading about this. Keep me company while I do: what have you tried before, and what got in the way?
Deep research · live02:41
  • Reading 43 threads on r/cscareerquestions…
  • Found 6 people who made this exact transition.
  • Discarding outdated advice from 2019.
  • Scoring sources for credibility and recency…
Two courses I never finished. A Notion template I stopped opening in week three. Information was never the problem.
Noticed → structure beats information for you
Research Brief
How designers actually become Heads of UX
COMMON PATHS
Internal promotion with leadership proof
Portfolio-led move
REALISTIC TIMELINE
12–24 months for people with your hours. A year is ambitious, not fantasy.
THE USUAL WALL
Presenting to people who don't design. Exactly why you're here.
SOURCES community · 6 first-hand expert · 4 hiring managers academic · 2 papers
03

YOU CHOOSE.
SHE BUILDS.

Day 1 · 09:31 · direction, then plan studio
I found two genuinely different ways to do this. With your eight hours and those dead evenings, I'd pick the slower, morning-shaped one. But it's your call.
Recommended
The morning-shaped path

Prove leadership where you are. 8 hrs/wk. How most people in your spot made it. Slower, but it sticks.

Alternative
The portfolio sprint

Three public case studies, then a new company. ~14 hrs/wk, and you told me eight.

Morning-shaped. Obviously.
Program · v3
Head of UX in 12 months
hours budget 8 / wk
intensity chill aggressive
MILESTONEPortfolio v1 shipped · month 3 · KPI: two case studies reviewed by a director
WEEK 1Draft case study #1 · Tue + Thu 07:30, 90 min
HABIT15-min presenting practice after coffee · M W F · cue · routine · reward
BUFFER20% of the week left empty on purpose.
Make Saturdays sacred. And I hate flashcards, swap that method.
Done, both! Saturdays are all yours now, and the recall drills are short recorded talk-throughs instead, closer to the skill you're actually building. You can drag the dates around yourself too.
04

SHE KNOWS YOU.

Everything above now lives in her Mind. Every plan is built on it, and you can edit or delete anything in it. A chatbot starts from zero every morning. Octavia doesn't.

Day 1 · 09:45 · the Mind
What I know
Things you've told me.
GOALHead of UX by 2027 · stated, Sep 12
TIME8 hrs a week, honestly · stated, Sep 12
NEVEREvenings after the kids' bedtime · stated, Sep 12
SACREDSaturdays · plan studio, Sep 12
WHY"Passed over for people who present better." · voice note, Sep 12
What I've noticed
Things I've picked up. You decide if they stay.
0.82Sharpest before 9am · 9/10 mornings done, 2/8 evenings
0.74Overcommits, then trims · three edits, same direction
0.66Structure beats information · from our first conversation
0.61Prefers video over reading · what you open vs. skip
I've noticed you're at your sharpest before 9am. Want me to remember that?
05

YOU COMMIT.
IT GOES ON YOUR CALENDAR.

Plans that live in a chat die there. Octavia puts your week on your real calendar, Google or Apple, and you approve it with one tap. When a meeting lands on a block, she asks where to move it.

Day 2 · 18:05 · commitment, then the week
You
  • 8 hours a week
  • Three habits
  • 30-second evening check-in
  • 5-minute Sunday review
Octavia
  • Fresh research when things change
  • Honest check-ins
  • Replanning when life happens
  • Forgetting what you ask me to
Committed · first session Tuesday 07:30
This plan is yours now, not mine. I've proposed the week on your calendar. Approve it with one tap, and I'll look after it when meetings land on top.
all day
WEEK 1 OF 52 · HEAD OF UXapprove the week · one tap
MON
TUE
WED
THU
FRI
SAT
SUN
06
07
08
09
10
11
12
13
14
15
16
17
18
19
20
21
Case study #1 — outline
07:30 · 90 min
Standup
Writing block
Offsite landed here
Writing block → moved
18:00 · approved
practice · after coffee
Lunch w/ Sam
Screenshots + metrics
07:30 · 90 min
1:1
practice · after coffee
Buffer
~20% empty, on purpose
Sacred
Saturdays, as asked.
Weekly review
19:00 · ~5 min

Heads up, the offsite stomped on your Tuesday block. Move it to 6pm, or push it to Wednesday 7:30?

WEEK 1 OF 52 · HEAD OF UX approve the week · one tap
MON
Case study #1 — outline
07:30 · 90 min
Standup
10:30
TUE
Writing block
Offsite landed here
Writing block → moved
18:00 · approved

Heads up, the offsite stomped on your Tuesday block. Move it to 6pm, or push it to Wednesday 7:30?

WED
practice · after coffee
Lunch w/ Sam
12:30
THU
Screenshots + metrics
07:30 · 90 min
1:1
15:00
FRI
practice · after coffee
Buffer ~20% empty, on purpose
SAT
Sacred Saturdays, as asked.
SUN
Weekly review
19:00 · ~5 min
Evenings after 19:00 stay empty, Mon–Fri · as asked
06

SHE HOLDS
YOU TO IT.

A chatbot answers when asked. Octavia checks in: a morning briefing, a 30-second check-in at night, a nudge when you drift, and a real conversation when you go quiet. A real Accountabilibuddy.

Day 3 · 07:30 · morning briefing
Push · 07:30
Morning! One focus today: the outline for case study #1. Your 7:30 block is clear. Practice is after coffee, just fifteen minutes and you're done.
Week 3 · Thu 21:40 · drift
Hey, I noticed you skipped the last three morning sessions. Everything okay? Talk to me.
0:02 / 0:11
Transcript

Work is insane this month. I honestly can't.

That's okay, let's not pretend otherwise. I'll shrink the plan to five hours for two weeks and front-load some quick wins. The milestone slips eleven days, and nothing else changes. Say the word and it's on your calendar.
Do it.
Week 7 · Sun 19:00 · weekly review
Nice week, you shipped 6 of 8! The two you missed were both Thursday evenings. A pattern, maybe? I've got one idea.
Proposed change
WHATMove both writing blocks to mornings. WHY9 of 10 morning sessions done. 2 of 8 evening ones. EXPECTED+2 completions a week.
07

YOUR PROGRESS,
AT A GLANCE.

The Today tab shows your habit streaks, your milestone progress, and how your effort adds up week by week. No points, no badges, no leagues.

Week 7 of 52 · the Today tab
Habits · today
  • Presenting practice · streak 19 · best 19
  • One case study at lunch · streak 6
  • Evening check-in · due 21:00
Planned rest days don't break a streak, and the odd missed day can be repaired.
Sessions · weeks 1–12
MTWTFSS
less more
Weeks 3–4 are the planned drop to five hours. Thursday evenings stay free, as you asked.
Sessions done · by week
wk 1wk 2wk 3wk 4wk 5wk 6wk 7
All planned sessions
Morning sessions
Evening sessions
Week 3 is the dip you planned for. Week 7 is after writing moved to mornings.
08

YOU ARRIVE.

Week 9 · the first win
Presented the case study to the directors today. Two of them asked for the deck afterwards.
I'm so proud of you. Nine weeks ago you told me presenting was the reason you were here. That's milestone one, landed three weeks early, and the practice habit you nearly dropped in week 3 is what got you there. I've marked it in Projects. Want me to pull case study #2 forward while the directors are still talking about #1?
Yes. Pull it forward.
Week 52 · graduation
Graduation Story
YOU DID IT.

Fifty-two weeks. Three habits that stuck. The week-3 wobble, the week-9 win in front of the directors, and the case study that came next. Private by default, yours to share.

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