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The Second Salary

The Second Salary Course

The complete playbook for holding two or more remote roles

Role selection, contract review, landing the second offer, the calendar that holds it together, the tax math, and a clean exit. Six modules, six templates, lifetime access.

The Second Salary Course

Launch price · 50% off

$147$197one-time

0 of 100 launch spots claimed. Price returns to $197 after that.

  • Six modules, eighteen written playbooks you can search and re-read
  • Six worksheets saved to your account: self-audit, agreement review, operating calendar, weekly review, tax checklist, resignation email
  • Three tools: multi-job withholding estimator, clause library, job-post screener
  • Lifetime access and every future update
  • Optional community membership with a 14-day free trial

Secure checkout by Stripe. You will receive a sign-in link by email within a minute of purchase.

Curriculum

Each module has written playbooks you can search and re-read, and a worksheet you fill in on the site the same day.

  1. Module 1

    Role Selection

    Which functions, industries, and company sizes suit async work, and how to read a job post for meeting load.

    • Which functions can be stacked9 min read
    • Industries and company size8 min read
    • Reading a job post for meeting load8 min read
  2. Module 2

    Vetting the Agreement

    Outside-employment clauses, IP assignment, conflict-of-interest policies, and the hard nos.

    • Outside-employment clauses10 min read
    • IP assignment and conflicts of interest10 min read
    • The hard nos8 min read
  3. Module 3

    Landing Role #2

    Positioning, interview logistics, and negotiating async-friendly terms.

    • Positioning for an async role9 min read
    • Interview logistics8 min read
    • Negotiating async-friendly terms9 min read
  4. Module 4

    The Operating System

    Calendar architecture, tool and device separation, deep-work blocks, and the weekly review.

    • Calendar architecture10 min read
    • Tool and device separation9 min read
    • Deep-work blocks and the weekly review9 min read
  5. Module 5

    Money

    W-4 withholding across multiple jobs, 401(k) limits, benefits selection, and the emergency fund.

    • W-4 withholding across multiple jobs10 min read
    • 401(k) limits and benefits selection10 min read
    • The emergency fund and the after-tax number9 min read
  6. Module 6

    Sustainability and Exits

    Burnout signals, when to drop a role, and resigning cleanly.

    • Burnout signals9 min read
    • When to drop a role8 min read
    • Resigning cleanly8 min read

What is included

18 written lessons

A playbook for every lesson, searchable and yours to re-read. Check them off as you go and we nudge you if you stall.

6 worksheets

Self-audit, agreement review, operating calendar, weekly review, tax checklist and resignation email. Fill them in on the site and every copy saves to your account.

3 tools

A multi-job withholding estimator that gives you the Step 4(c) figure, a clause library for reading your own contract, and a job-post screener.

Community (optional)

A private group for calendars, weekly reviews, and wins. 14-day free trial after the final lesson.

The Second Salary Course

Launch price · 50% off

$147$197one-time

0 of 100 launch spots claimed. Price returns to $197 after that.

  • Six modules, eighteen written playbooks you can search and re-read
  • Six worksheets saved to your account: self-audit, agreement review, operating calendar, weekly review, tax checklist, resignation email
  • Three tools: multi-job withholding estimator, clause library, job-post screener
  • Lifetime access and every future update
  • Optional community membership with a 14-day free trial

Secure checkout by Stripe. You will receive a sign-in link by email within a minute of purchase.

Questions

Is holding more than one W-2 job legal?

In most places, having more than one employer is legal. What matters is what each employment agreement allows: outside-employment, conflict-of-interest, IP, and exclusivity clauses. Module 2 teaches you to read them, and the course is explicit that if an agreement prohibits it, the answer is no. That review applies to every role you add, not just the second. This is education, not legal advice, and we recommend a lawyer for your specific contracts.

Does this teach me how to hide a second job from an employer?

No. We do not teach concealment, monitoring evasion, or misrepresenting anything on employer forms. The course is about selecting roles where two jobs can be held openly within the terms you signed, and running them well.

Can I hold three or four roles, not just two?

The same four gates apply to every role you add, so the method does not change. What changes is capacity. Most people have four to five hours of genuinely focused output a day, and that ceiling — not the number of offers — is what decides whether a third or fourth role is realistic. The course teaches you to measure it honestly before you commit, and the income calculator on the home page shows what each added role is actually worth.

What if my current role is not stackable?

Then the course helps you find one that is. Module 1 and Module 3 are about targeting and landing async-friendly roles. Many members change their primary role first.

How long do I have access?

Lifetime access to the course, including future updates. The community is a separate monthly membership with a 14-day free trial that you can cancel anytime from your account page.

Is the course tax or financial advice?

No. Module 5 explains the mechanics of multi-job withholding, contribution limits, and benefits so you can have a short, informed conversation with a CPA or advisor. It is not a substitute for one.

What is the refund policy?

The refund policy is set out in the Terms. Please read it before purchasing.

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