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FinanceChauffeur

Course catalog

Pick a track. Start anywhere.

Each track is a short course of plain-English lessons with real numbers and worked examples. No prerequisites, no order requirements, no account — just read.

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47 tracks in 8 categories

Getting started8

4 lessons · 27 min

Money psychology & habits

It's rarely a knowledge gap — it's a behavior gap

Financial education usually fails for a reason no spreadsheet can fix: money is emotional before it's mathematical, and almost no one is taught the emotional side, so we inherit our patterns by accident. This track is the foundation under every other one — the behavioral and emotional layer of money. It covers the money 'scripts' absorbed in childhood and why shame keeps people stuck, how to break the avoidance cycle with tiny low-stakes actions and self-compassion, why behavior design beats willpower (automation, friction, implementation intentions), and how lifestyle creep quietly eats raises while the gap between income and spending is the real driver of wealth. Warm, judgment-free, never preachy.

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4 lessons · 23 min

Money basics for teens & students

The gentlest on-ramp — start here, before the first real job

Nobody is born knowing this stuff, and learning it now puts a person years ahead. This is the gentlest starting point in the whole library: financial literacy foundations for teens and students, before the first real job. It covers where a teen's first money actually comes from (allowance, gifts, chores, a summer or part-time job) and the idea that money is stored effort, a super-simple first plan that sorts needs from wants and splits money on purpose, opening and using a first bank or credit union account and debit card without overdrafting, and the genuinely exciting magic of starting early — how compound growth turns small amounts into a huge head start over decades. Warm, encouraging, never condescending, and educational only — it explains how money works, never what any one person ought to do with theirs.

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Earning & work5

Credit & debt6

Spending smarter4

Home & housing3

Saving & investing5

4 lessons · 29 min

Financial independence & early retirement (FIRE)

How a high savings rate buys freedom and optionality

Financial independence isn't really about quitting work forever — it's about having enough invested that work becomes optional, which is freedom and optionality more than early retirement. This track covers the FIRE movement clearly and realistically, never as hype: the reframe from 'retire early' to 'buy freedom,' and the core insight that your savings rate — the gap between income and spending — not your income alone, decides how long the road to independence is; the math behind it (the 25x rule and the 4% guideline as concepts, why annual expenses set the number, and honest caveats like sequence-of-returns risk); the flavors of FIRE — Lean, Fat, Barista, and especially Coast FI, the powerful early milestone where compound growth alone finishes the job; and the honest tradeoffs, including that this is far harder on low incomes and is never a moral test. It cross-links to wealth-building, retirement, and money-psychology and doesn't re-explain 401ks or index funds. Educational only, warm, judgment-free, and never individualized advice.

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Insurance & protection3

Life situations13

4 lessons · 29 min

Weathering financial hardship

Surviving and recovering from a money crisis

If you're reading this in a hard moment, looking is already the right move — this is survivable, and millions of people have been exactly here. This track is the one to find on the hardest day: a calm, anti-shame guide to surviving and recovering from a financial crisis like a job loss, an income drop, or an unexpected emergency. It covers the calm first 48 hours after a shock — taking stock of cash on hand, calculating runway, and stabilizing before strategizing; how to triage bills by consequence when the money won't cover everything, and the hardship programs lenders often offer; where real help lives — unemployment, food and utility assistance, 211, and honest nonprofit credit counseling — and the predatory traps that target desperation; and the road back, rebuilding savings and credit slowly and without shame. It points to real resources and is never a substitute for professional or legal help. Educational only, deeply compassionate, never preachy.

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4 lessons · 29 min

Navigating a financial windfall

Turning a sudden lump sum into lasting security

A windfall is a sudden, one-time chunk of money — an inheritance, a legal settlement, a signing or retention bonus, vesting equity or RSUs, a severance or buyout, a large gift, or, rarely, a lottery win — and it's an opportunity that's surprisingly easy to squander. This track is a calm, judgment-free guide to handling one well: what counts as a windfall and why each kind feels and behaves differently, since some arrive already taxed, some create a tax bill later, and some, like an inheritance after a loss, are tangled with grief; the calm first-90-days sequence people follow — park it safely, get the tax reality, cover time-sensitive items, then allocate across high-interest debt, an emergency fund, long-term investing, and a deliberately budgeted enjoy-it slice; the tax mechanics at a concept level, including setting the estimated tax aside before spending; and protecting the money from family pressure, scams, the urge to over-help, and grief, using waiting periods and a kind 'let me think about it.' The throughline is that a windfall is a chance, not a verdict, and slowing down protects it. It cross-links to money-psychology, financial-goals, taxes, and wealth-building. Educational only, warm, and never individualized advice.

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4 lessons · 29 min

Caring for aging parents & family

The money side of being the sandwich generation

Helping aging parents while often still raising your own kids and funding your own future is the 'sandwich generation' squeeze, and money is tangled in it with love, guilt, role reversal, and anticipatory grief. This track is a warm, judgment-free guide to the financial side of that — distinct from estate planning, which is about a person's own wills and directives; this is about the caregiver's money reality. It covers how families gently open the money conversation before a crisis forces it, learning together where documents live and whether a power of attorney exists; what elder care actually costs at a concept level, from in-home help to assisted living to nursing homes, and the hard surprise that Medicare generally doesn't cover long-term custodial care while Medicaid does only after strict limits; how siblings coordinate responsibilities and split costs fairly, keep a parent's money strictly separate, and use a shared ledger and a written caregiver agreement to defuse resentment; and the oxygen-mask principle of protecting your own retirement and emergency fund while helping, since there are loans for college but none for retirement. It cross-links to estate-basics, money-psychology, financial-hardship, and wealth-building. Educational only, gentle, and never individualized advice.

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4 lessons · 29 min

Untangling finances in a separation or divorce

Separating two financial lives fairly, with the least damage

A separation or divorce is the mirror image of combining finances with a partner — it's about pulling two entangled financial lives apart, fairly and with the least damage, in the middle of grief and fear. This track is a warm, judgment-free guide to the money side, making no assumptions about fault, gender, who earned more, or marriage versus cohabitation. It covers the calm first step of taking a clear, documented inventory — every account, debt, income source, both credit reports, retirement balances, the home, and an honest net worth — before anything is divided, and why people commonly establish independent footing early; the concepts of dividing assets and debts, including the crucial trap that a divorce decree does NOT override the original lender so both names on a joint loan stay liable, the special care retirement accounts need through a court order called a QDRO, and updating beneficiaries; the financial reality that two households cost far more than one, with a rebuilt solo budget and the credit and housing hurdles of going it alone; and protecting your financial self with account separation, credit freezes and monitoring, awareness of financial abuse, updated estate paperwork, and the real work of rebuilding confidence with money. The legal and state-specific parts belong firmly to a professional throughout. It cross-links to credit-scores, estate-basics, money-psychology, and financial-hardship. Educational only, calm, and never individualized advice.

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4 lessons · 29 min

Money, disability & chronic illness

Navigating money when health changes what you can earn

Living with a disability or chronic illness — or helping a family member who does — reshapes the money side of life in ways few people are prepared for, and this track is a warm, judgment-free guide to navigating it with dignity. It makes no assumptions about the type or severity of anyone's condition, and it's clear throughout that this is education, never an eligibility determination or a personal directive — official sources and benefits counselors decide the specifics. It covers steadying things when a disability or illness reduces, interrupts, or ends earned income, leaning first on an emergency fund and on employer benefits people often forget they have, like sick leave, short- and long-term disability coverage, and FMLA job protection, then rebuilding a leaner budget around new constraints. It explains the major US public programs at a concept level — SSDI, earned through work history, versus needs-based SSI with its strict asset limits, and how each pairs with Medicare or Medicaid — alongside the hard truths of long timelines, common denials, and appeals. It covers the disability-specific savings tools that let people build security without tripping a needs-based asset limit, the ABLE account and special-needs trust, and how they compare to an HSA or a plain emergency fund. And it covers surviving the relentless cost of care: reading and disputing medical bills, charity care, interest-free payment plans, the danger of high-APR medical debt, and where to find help. It cross-links to insurance, health-insurance, financial-hardship, and wealth-building. Educational only, calm, dignity-centered, and never individualized advice.

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4 lessons · 30 min

Building financial footing as a newcomer to the US

Learning a financial system that assumes context nobody handed you

Arriving in the US — as an immigrant, an international student, or a first-generation American — means meeting a financial system that quietly assumes a lifetime of context nobody ever handed you, and this track is a warm, judgment-free guide to learning its rules from scratch. It makes no assumptions about country of origin, immigration status, or language, and it insists throughout that not knowing how US money works is the system's failure to explain itself, not a shortcoming in the reader — nobody is born knowing how US credit works, and rules can be learned. It covers getting banked as a newcomer at a concept level: what banks and credit unions generally ask for (a photo ID, often an SSN or an ITIN, and proof of address), the reassuring reality that access is more open than it looks, and why moving money out of cash and check-cashing into a real account builds safety and a financial record. It explains building US credit from absolute zero — why foreign credit history rarely transfers, what 'credit invisible' means, and the secured-card, authorized-user, and credit-builder-loan on-ramps, plus low utilization and on-time payments. It maps the taxpayer-ID and tax basics strictly as concepts — SSN vs. ITIN, the idea of residency and tax treaties, and how withholding and a refund work — while deferring every individual question to the IRS and a qualified preparer. And it lays out the high-fee and fraudulent services that target newcomers — costly remittances, payday and title loans, 'notario' scams, predatory 'credit repair' — and where trustworthy free help lives, from IRS VITA to accredited legal aid. It cross-links to banking-basics, credit-scores, credit-cards, taxes-101, fraud-protection, and financial-goals. Educational only, respectful, empowering, and never individualized advice — and it never gives immigration-law or personal tax advice.

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4 lessons · 29 min

Military & veteran finances

The pay, benefits, and protections civilians never see

Military money is its own system — the military pays you in pieces and protects you in ways civilians never see, and once you know the rules they tend to work in your favor. This track is a warm, judgment-free, respectful guide to the financial world unique to service members, their families, and veterans, making no assumptions about branch, rank, or length of career, and it's clear throughout that this is education and never an eligibility ruling — the VA, DFAS, a base finance office, and Military OneSource decide every specific. It starts by decoding military pay at a concept level: base pay plus generally tax-free allowances like BAH for housing and BAS for food, plus special and incentive pays, so total compensation is far more than the base-pay number — and the retirement account hiding inside the paycheck, the very-low-fee Thrift Savings Plan with its traditional and Roth options and the Blended Retirement System's government match that's often described as free money left on the table when unclaimed. It lays out the legal financial shields civilians don't get: the Servicemembers Civil Relief Act capping pre-service debt at 6% with protections around evictions, leases, and foreclosure, and the Military Lending Act capping the APR on many consumer loans for active-duty families, alongside why predatory lenders cluster outside the gates and where free legal help lives. It covers two service-specific money events — the VA home loan, often zero-down with no PMI but carrying a funding fee and occupancy rules, and the PCS move, where reimbursements arrive after the expense and an emergency fund bridges the gap. And it closes on the transition to civilian life, where tax-free allowances become taxable salary so a higher gross can mean similar take-home, what happens to a TSP at separation, and a high-level look at VA benefits like the GI Bill and disability compensation. It cross-links to retirement-401k, mortgages, borrowing-loans, life-events, and income-growth. Educational only, warm, respectful, and never individualized advice.

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4 lessons · 29 min

Money through incarceration & reentry

Protecting finances inside, and rebuilding them after

The financial side of incarceration and reentry is one of the most underserved money topics there is, and this track is a warm, judgment-free, dignity-centered guide to it — for people navigating it and the families supporting them. It makes no assumptions about the offense, sentence, or circumstances, insists throughout that the reader is a full human being rebuilding rather than a record, and it's clear from the first line that this is education, never individualized advice — every legal matter, from fines and restitution to expungement and court orders, belongs to legal aid and qualified professionals. It covers managing money during incarceration as damage control: the danger of bills and debts that keep running (rent, loans, credit cards and the report they feed), how a power of attorney lets a trusted person steer accounts, why people pause or close non-essential accounts, the predatory cost of commissary, phone, and messaging systems, and budgeting contact on purpose. It maps the financial cliff of release — gate money of a few dollars to a few hundred, no job, no bank account, sometimes no ID — and how people prepare: getting the vital documents that gate everything, leaning on transitional housing and benefits, a first-30-days triage, and the heavy weight of court debt that can lead to wage garnishment but often allows plans or reductions through legal aid. It explains rebuilding banking and credit with a record — that a record generally doesn't bar a checking account though a ChexSystems history might, why second-chance accounts exist, and the secured-card, credit-builder-loan, and authorized-user on-ramps powered by low utilization and on-time payments, plus pulling a free credit report to dispute damage. And it covers the income side and the predators: ban-the-box progress, fair-chance employers, occupational-licensing hurdles, gig and self-employment, reentry nonprofits, and the payday loans, fake-expungement pitches, job scams, and fee-loaded release cards that target the newly released. The reframe runs throughout: the deck is stacked at reentry by design, so knowing the moves is how people get through, and needing help is strategy, not weakness. It cross-links to credit-scores, credit-cards, banking-basics, financial-hardship, fraud-protection, gig-work, income-growth, and estate-basics. Educational only, warm, anti-shame, and never individualized advice.

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4 lessons · 33 min

Social Security, demystified

The retirement benefit you've been paying into your whole career

Almost everyone pays into Social Security from their first paycheck, yet few people understand what they're buying — and this track is a calm, plain-English guide to the program that's clear throughout that it's education, never an eligibility or claiming decision, which only the SSA and a person's own situation settle. It explains how the benefit is earned and figured at a concept level: the FICA payroll tax that funds it, the roughly 40 credits (about ten years of work) needed to qualify, the 35-highest-earning-years calculation that runs through AIME and the progressive PIA formula, and where the real numbers live in the annual SSA statement and the free 'my Social Security' account. It frames Social Security as one leg of a three-legged retirement stool, designed to replace only part of pre-retirement income. It walks the single biggest decision — when to claim, between 62, full retirement age, and 70 — laying out the permanent reduction for claiming early, the delayed retirement credits for waiting, break-even thinking as a tool rather than a verdict, and the personal factors no calculator can settle. It surfaces the benefits people don't know they qualify for — spousal, survivor, and divorced-spouse benefits after a ten-year marriage — and closes on two surprises: the retirement earnings test that temporarily withholds benefits for those who claim early and keep working (recomputed, not lost, at full retirement age) and the fact that up to 85% of benefits can be federally taxable depending on combined income. It cross-links to retirement-401k, wealth-building, taxes-101, and disability-finances. Educational only, calm, and never individualized advice.

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4 lessons · 33 min

Medicare without the headache

Health coverage at 65 — the parts, the deadlines, the traps

Medicare's biggest barrier is that it's explained in letters that mean nothing to a newcomer, and this track decodes it in plain English at a concept level, clear throughout that it's education and never a coverage recommendation — only medicare.gov, the SSA, and a plan's own documents settle specifics. It translates the four parts: Part A hospital insurance (premium-free for most, since they paid in through payroll taxes), Part B medical insurance (doctor and outpatient care, with a monthly premium), Part C Medicare Advantage (a private all-in-one alternative bundling A, B, and usually D), and Part D prescription drug coverage. It treats enrollment timing as the most important lesson, because the costliest Medicare mistakes are about deadlines: the seven-month Initial Enrollment Period around a person's 65th birthday, the Special Enrollment Period that protects people still working on current employer coverage, and the lifelong late-enrollment penalties for Part B and Part D — with the honest warning that COBRA, retiree, and marketplace coverage generally don't let someone delay penalty-free. It lays out the central fork — Original Medicare with a Medigap supplement and a standalone Part D plan versus Medicare Advantage — as a triangle of provider freedom, cost predictability, and simplicity, with no recommendation. And it closes on costs (the Part B premium plus IRMAA surcharges for higher incomes, deductibles, and coinsurance) and the gaps, especially routine dental, vision, and hearing and the big one, long-term custodial care, which Medicare doesn't cover. It cross-links to aging-parents, health-insurance, retirement-401k, and taxes-101. Educational only, calm, and never individualized advice.

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