← Overemployed Guide

Overemployed tools

Calculators that turn the guide's numbers into real ones for your situation. All client-side — nothing is sent anywhere. Six of the eleven tools are free; the rest unlock with the guide.

Free tools

Money math, sustainability, calendar load

Two-W-2 under-withholding calculator

Each employer withholds as if you only work for them. The combined rate is higher — this tells you how much extra to put on Step 4(c) of the higher-paying W-4.

Federal gap
$27,988
State gap (est.)
$3,800
Total annual gap
$31,788
Owed at tax time unless you over-withhold
Step 4(c) extra per paycheck
$1,223
Add this to the higher-paying job's W-4, Step 4(c) 'Extra withholding'

Illustrative math using 2026 federal brackets. State numbers use rough effective rates for the listed states. Not tax advice — see chapter 13 for the full method and check your specific situation with a CPA.

401(k) coordination calculator

The employee contribution limit ($23,500 in 2026) is per-individual, not per-employer. Picks the better match, fills it at the primary, captures the secondary's match without busting the cap.

J1
J2
Primary: J1
$23,500
Contribute the full personal limit here. Match earned: $12,000
Secondary: J2
4.0%
Set contribution rate to the match cap. $7,200 contribution → $3,600 match
Total employer match earned
$15,600
Over-contribution risk
$7,200
Reduce the secondary contribution percentage.

Take-home stack calculator

What J2 actually adds after taxes — total annual, per month, and per hour of actual focus work (the metric the guide cares about).

J1 alone — annual net
$128,162
J1 + J2 — annual net
$216,565
What J2 actually adds
$88,404
$7,367/month after taxes
Per real focus hour
$88
The honest hourly rate the guide uses for sustainability math

RSU vest tax-gap calculator

Employers withhold a flat 22% on supplemental income — way below the real rate at $400k+ combined. This is the shortfall to fund through extra W-4 withholding or a same-quarter sell.

22% flat withheld
$17,600
True federal tax on vest
$28,000
Shortfall to fund
$10,400
Effective rate on this vest: 35.0%
Extra W-4 / sell-to-cover need
$10,400
Either add to Step 4(c) this quarter, or sell additional shares same-quarter.

Sustainability runway calculator

Pick a dollar target. See how long the practice needs to run to hit it. The guide caps healthy runs at 24-36 months — beyond that the sleep/relationship math turns negative.

Remaining to save
$450,000
Months to target
30 months
2.5 years
Within 24 months?
No
Two years is the cleanest exit window per chapter 14
Within 36 months?
Yes
Past 36 months, sustainability math turns negative for most engineers

Calendar conflict density estimator

Eyeball whether your weekly meeting load is sustainable — too many meetings at the same hour density and the calendar geometry breaks.

Expected weekly conflicts
3.0 hrs
Combined focus ratio
57%
Target ≥ 40% of the working week
Sustainable load?
Yes
With the guide

Job picking, role stacking, daily rituals

J1 / J2 designation scorer

Score both jobs across the 5 chapter-1 factors (tenure, comp, manager, growth, risk) and get the recommended primary.

With guide
Tenure & leverage
J1: ▭▭▭▭▭
J2: ▭▭▭▭▭
Stability-weighted comp
J1: ▭▭▭▭▭
J2: ▭▭▭▭▭
Manager predictability
J1: ▭▭▭▭▭
J2: ▭▭▭▭▭
Growth trajectory
J1: ▭▭▭▭▭
J2: ▭▭▭▭▭
Risk posture
J1: ▭▭▭▭▭
J2: ▭▭▭▭▭

Role-stack checker

Score a prospective role across the chapter-5 attributes (team shape, on-call, time zone, manager type, project phase) and flag whether it's overemployment-friendly.

With guide

Focus-budget allocator

Translate the four-hour rule (chapter 4) into an actual week. Enter ritual hours at both jobs and see where the focus blocks have to land.

With guide

Standup update writer

Paste yesterday's PRs + today's plan, get a two-sentence standup that reads like presence without bragging — the chapter-6 ritual on rails.

With guide

Calendar conflict checker

Connect both work calendars (read-only OAuth) and the tool finds the rooms where J1 and J2 conflict before they happen — uses the same calendar layer as Grabbatime.

With guide
Connect J1 calendar
Connect J2 calendar