Mon · 1 Jan7 days in a row· 09:14

You’re 10 days into the job search outreach push. Right now you’re on send 30 outreach messages — a facilitation mode — structure and social accountability activates my brain move, pressing on accountability follow-through — say i'll do things and don't always. It pushes land first tech job — signed offer at $150k+ with flexibility forward, serves center accessibility and inclusion in the art of building software, and pulls at debt — ~$50k+ at 28% apr, financially strangling. freedom climbing. money steady. relationships drifting.

3 moving well. 2 need attention. One is stuck. 11 threads in flight · cap is 2.

Current vs Idealby Dec 2027
Voice as the primary interface for computers. Accessible software for everyone. First tech job unlocks financial independence and everything downstream.
71
Health
+1 this month
62
Money
· holding steady
54
Freedom
+3 this month
48
Creative
+2 this month
77
Relationships
-1 this month
66
Rhythms
+1 this month
Mood·steady
Energy·6 / 10
Focus·sharp

Problems

The systemic issues above Mission. These are why the Mission exists.

Debt — ~$50k+ at 28% APR, financially strangling

Needs aggressive action the moment income starts. First-paycheck priority — this blocks everything downstream.

addresses 2 missions
No income yet — first tech job is the unlock for everything else

Job search is active. Debt elimination, independence, housing, family — all gated on a signed offer.

addresses 1 mission
Housing — roommate Tom violated community agreements, can't be legally removed yet

Seven people in the house. He is no longer welcome but legal removal is not available yet. Draining and unresolved.

addresses 2 missions
Divorce — needs to be finalized

Unresolved. Occupies mental bandwidth even when not actively top of mind.

addresses 1 mission

Mission & Goals

The chosen purpose and the outcomes in its service.

Mission · 10y

Center accessibility and inclusion in the art of building software

answers 3 problems · 10 goals serve this
Land first tech job — signed offer at $150k+ with flexibility
6h587h30+2.1
healthrhythms
Job applications sent
Row 365 days for 365 days — currently ahead
18.4km25km+1.4
health
Rowing streak
Ship Feedtack — empower nontechnical devs to build great tools
0 / 1kJun+12
creativemoney
Feedtack weekly downloads
Eliminate debt — ~$50k+ at 28% APR
$18.2k$40k+2.8
moneyfreedom
High-interest debt balance
Publish blog posts on trilliumsmith.com
19 / 50Dec+4
creative
Blog posts published
Build Voice User Mouse Keyboard (VUMK)
2h414h00+0.3
creativerhythms
VUMK dev sessions
Do more tech talks — get CFPs accepted, travel for events
3 / 12Dec0
relationshipscreative
Tech talk CFPs submitted
Find a love partnership — someone who shares my values
1.4/wk2/wk-0.1
relationships
Dating connections
Ship barterboo.com — working bartering platform
54%80%+6
creativerhythms
barterboo completion
Achieve financial independence — stable income, support loved ones
7.8mo12mo+0.4
moneyfreedom
Monthly savings rate

Metrics

First-class measurements. Each links up to a Goal, down to the Work producing it.

Job applications sent
6h58 0.12
feeds G0
Rowing streak
18.4km 1.4
feeds G1
Feedtack weekly downloads
124 22
feeds G2
High-interest debt balance
$18.2k 2.8
feeds G3
Blog posts published
19/50 4
feeds G4
VUMK dev sessions
2h41 0.08
feeds G6
Tech talk CFPs submitted
3/12· 0
feeds G7
Dating connections
1.4/wk 0.1
feeds G8
barterboo completion
54% 6
feeds G2, G9
Monthly savings rate
7.8mo 0.4
feeds G10

Challenges & Strategies

Personal blockers on the left; the plays answering them on the right. Hover to trace.

Challengeswhat’s in the way
Getting out of my own way — self-sabotage, overthinking, stalling
The gap between knowing what to do and actually doing it. Why is it so damn hard?
Forgetfulness — can't keep things in my head
Everything needs to be externalized. Solved for keys (AirTags). Tasks and commitments still slip.
Eating healthy — french toast and pastries are the weakness
No candy, but sweet baked things hit the spot. Sweets are the actual challenge.
Posture — back hurts when sitting wrong, and I sit wrong often
Long sessions make it worse. Awareness doesn't automatically fix the habit.
Credit cards maxed out — friction on every purchase
Have to manually pay down the card from the bank account just to buy a beer at a tech event. Hate the feeling.
Accountability follow-through — say I'll do things and don't always
Need external structure to stay honest. Solo willpower is unreliable — design around it, not against it.
Strategieshow we’re answering
Ship ugly, publish ugly
doing this
polish comes later, shipping comes first
Ship AI-generated content for the blog
clean it up later
Externalize everything
get all tasks out of my head into a system
Regular check-ins throughout the day
accountability nudges are vital
Facilitation mode
structure and social accountability activates my brain
Have a pal in my corner
consistent present support, not just a tool

Projects and Work

What’s moving right now. Each work item traces back to the strategy it serves.

3 moving 2 need a look 1 stuck
Project
Strategy
Feeds
Work in flight
Feedtack — npm package v1.0.1, 13 versions shipped
moving
S0
creativemoney
Ship next version (v1.0.2+)
2dT
Improve README and documentation
4dT
Set up usage analytics / download stats
7dT
Job Search Pipeline — land first tech job at $150k+
moving
S0
creativerhythms
Send 30 outreach messages
todayT
Schedule 10 coffee chats by 2026-05-08
May 8T
trilliumsmith.com — personal site and blog
needs a look
S5
creative
Write and publish first blog post
SatT
PAI — Personal AI Infrastructure, Life OS
needs a look
S7
moneyfreedom
Set up mini3 as secondary worker agent
5dT
Configure on-prem LLM via Ollama
9dT
Voice User Mouse Keyboard (VUMK) — v0 exists, needs to become real
moving
S6
health
Define v1 scope and ship it
ongoingT
barterboo.com — bartering platform, private repo
stuck
S11
relationshipscreative
Define core bartering flow and data model
14dT
Ship MVP with basic listing and match
21dT

Team

Humans and agents doing the Work.

T
Trillium human
Principal · massage therapist → software developer

Sets mission, makes the calls.

ownsFeedtack — npm package v1.0.1, 13 versions shippedJob Search Pipeline — land first tech job at $150k+trilliumsmith.com — personal site and blogVoice User Mouse Keyboard (VUMK) — v0 exists, needs to become realbarterboo.com — bartering platform, private repo
P
PAI agent
Primary DA · strategy, implementation, memory

Design, research, coding, scaffolding.

ownsFeedtack — npm package v1.0.1, 13 versions shippedPAI — Personal AI Infrastructure, Life OS
3
mini3 agent
Secondary agent · mini3

Second Mac Mini — fleet member, underutilized.

ownsVoice User Mouse Keyboard (VUMK) — v0 exists, needs to become realbarterboo.com — bartering platform, private repo
2
mini2 agent
Primary host · mini2

Main Mac Mini — runs Pulse, PAI, daily operations.

owns
M
MacBook Pro agent
Laptop · offline via Tailscale

Laptop — offline or unreachable; job search resume tooling lives here.

owns

Budget

What’s being spent, and on what. Money, time, attention.

money
Monthly burn$6.4k/$8.0k
Operating costs — massage therapy income covers basics while job search runs.funds 2 items
Runway reserve$51k/$96k
No runway yet — first job offer changes this entire row.funds 1 item
Giving$420/$1.0k
Giving is aspirational — unlocked once debt is eliminated.funds 1 item
time
Deep-work hours/wk18h/28h
Focus time split between job search prep, Feedtack, and PAI maintenance.funds 3 items
Meeting load/wk4h/6h
Coffee chats and tech talk prep — relationship and career investment.funds 1 item
attention
Active threads11/2
Too many open fronts — job search, Feedtack, VUMK, barterboo, blog, PAI.funds 5 items
Inbox pressure63/20
Inbox pressure is real — tasks leak in from too many channels.funds 1 item
Phone screen-time1h52/1h00
Phone screen time eating into focus blocks.

Recommendations

The next two or three moves, with the trace that makes the case.

01
Get the first outreach batch out — 30 messages was the commitment.
because Job search (G0) is the unlock for debt (G3), independence, and everything downstream. No other action has higher leverage right now.
tracesB5S0C0G2G6G9M1
effort 1h planning · ongoing discipline
impact high
02
Put every open task into one external system today.
because Forgetfulness (C1) and accountability drift (C5) are blocking follow-through. The brain is not the place to hold commitments.
tracesMT5S8G6G9M1
effort 5 min calendar
impact high
03
Ship the next Feedtack version before opening new project scope.
because Feedtack (G2) has real users and real momentum. Shipping ugly (S0) beats polishing forever.
tracesP2S5MT4MT8G4G9M2
effort 3h writing
impact med

The corners of life

Each area reports back to one of the six.

Business feeds Money, currently sitting at 62 out of 95 —  climbing about 2.8% a month. At this pace it lands on ideal in about 12 months.

No income yet — job offer is the single lever that changes this picture.

where it is
62/95
the gap
33
per month
+2.8
ideal by
12mo
last twelve months
Preference contextThe signals that aren’t primitives but color every decision.
PAI · Personal AI·graph synced three minutes ago·11 primitives · 10 goals · 10 metrics · 5 on team
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