"I'm $147k In Debt And Only Make $1,500 A Month"

Published November 20, 2025
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About This Episode

Hosts Rachel Cruze and Jade Warshaw take live caller questions about debt, budgeting, relationships, and major financial decisions, ranging from a struggling small business owner with six-figure debt to retirees managing multiple properties. They coach callers through practical next steps such as getting additional jobs, setting firm timelines, selling assets, communicating better in marriage, and avoiding debt for cars, housing, and education. The episode also features two debt-free screams including a truck driver who paid off over $63,000 in 11 months and a couple who became completely debt-free, including their house, after paying off $279,000 in under seven years.

Topics Covered

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Quick Takeaways

  • A low-earning full-time business that barely covers living costs should usually be treated as a side hustle while you secure a stable primary income.
  • Marital money conflict is rarely just about numbers; it often masks deeper issues like control, communication patterns, and emotional history around money.
  • Teenagers taking on car loans and high insurance premiums can trap themselves financially; saving up and buying a cheap car in cash is far safer.
  • Short, once-in-a-lifetime life experiences like studying abroad can be worth temporarily pausing a business if your long-term earning potential and skills are strong.
  • Older parents with valuable but unaffordable homes may need to downsize and invest sale proceeds rather than relying indefinitely on adult children's financial support.
  • Tiny homes and other non-traditional housing that can't be financed with a standard mortgage should be paid for in cash, even if that means saving for several years.
  • Pulling retirement money out of the stock market during downturns and parking it in CDs can severely reduce long-term growth; staying invested is usually wiser.
  • Paying off your home mortgage before retirement provides enormous peace of mind and flexibility, even when the interest rate is low.
  • Living well below your means, driving cheap paid-for cars, and aggressively attacking debt can turn around a financial life in just a few years.
  • Blending homeownership and large cash transfers outside of marriage (e.g., a boyfriend 'buying into' a house) creates serious legal and relational risks.

Podcast Notes

Introduction and show setup

Hosts and call-in format

Rachel Cruze and Jade Warshaw introduce The Ramsey Show from the Fairwinds Credit Union studio[0:19]
They invite callers to ask about life, money, careers, and relationships at the main show number[0:34]

Caller Miguel: Deep in debt with a low-earning printing business

Miguel's financial snapshot and business situation

Miguel from Boston has a printing/merchandise business and $147,000 in total debt (credit cards, student loans, car payment)[0:58]
He is considering selling the business assets for about $30,000 to get a lump sum to attack the debt[1:12]
The business is in its first year, nets about $1,500 per month, and he works 50-60 hours a week in it[2:14]
This is his full-time work; he is single with no other job[2:30]

Current living expenses and unsustainable income

Miguel pays $850 for a studio apartment and $450 for his car payment[2:54]
He has utilities included and is scrapping on food; he has no health insurance[3:17]
Hosts point out $1,500/month is not a living wage for his current expenses[3:20]

Debt breakdown and business assets

Only about $8,000 of his $147,000 debt is business-related; the rest is personal debt[4:46]
Business assets include a DTG printer, heat presses, other machines, and desktops[4:28]

Advice: Treat business as a side hustle and get a full-time job

Jade says the income from the printing business makes it more like a part-time side hustle than a viable full-time job right now[3:28]
They advise him not to sell immediately, but to stop relying on it as his primary income[3:28]
Rachel suggests keeping the equipment and using it to bring in $1,500/month while he gets a full-time job (like waiting tables) to stabilize his income[6:04]
Miguel considers giving up his downtown space and downsizing the location to cut overhead, since most work is order-based[5:26]
They recommend he set a 6-9 month timeline to see if he can grow the business without going into more debt; if it doesn't pick up, he can sell the equipment then[5:39]
Alternative path: if he ends up hating the business, he could sell the equipment now, get a full-time job, and drop the strain of carrying a business[7:33]
Regardless of which path he chooses, both hosts insist he needs another job to increase income[8:08]

Career guidance resource

They offer to send Miguel Ken Coleman's book "Find the Work You're Wired to Do" and mention it includes an assessment to help him explore career paths[8:11]

Caller Cody: Medical debt, new car, and marital money conflict

Family situation and debts

Cody from Roanoke, Virginia has been married about five years and has three children with his wife, plus an older child from before[10:56]
Their youngest child was in the ICU, leaving them with about $35,000 in medical debt[11:09]
They used credit cards for some medical bills and now have $7,000 in credit card debt on top of the remaining medical debt[11:42]
They bought a $50,000 vehicle about a year ago to accommodate their kids, which Cody now recognizes was not necessary[12:05]

Income, spending, and savings erosion

Cody brings home about $5,000/month from his main job and up to about $2,000/month from a weekend landscaping side business[14:38]
They once had about $20,000 in savings from selling a house but it has dwindled to about $5,000[13:17]
He notices the savings going backward and says his wife is a spender while he's a saver[12:56]
Their grocery budget is around $1,200/month, which Jade says feels reasonable[14:52]
He describes scenarios where he "gives" his wife $100 for something and she spends $150, highlighting the control dynamic[15:22]

Host critique of financial and relational dynamics

Rachel pushes back on Cody's language, saying he's talking like he's his wife's dad by "feeding" money to her through the account and setting strict amounts[16:25]
She says the problem isn't only his wife's overspending but that they are emotionally and practically on separate financial tracks[16:32]
Rachel emphasizes they need a joint budget they both create and own, using language like "we planned" instead of "I told her"[17:01]
They point out Cody's wife sees daily expenses firsthand-uniforms, kids' costs-and Cody may be unaware of real prices[17:55]
At the same time, if there is entitlement or "I just have to buy the girls clothes" mentality, she also needs to mature financially[17:42]

Recommended conversation approach

Rachel advises Cody to stop leading with accusation ("you spend too much") and instead share his fears: feeling disconnected, fearful, and overly protective of money[17:54]
She encourages him to ask his wife kindly to sit down, emphasize what he wants for their future together, and aim to get on the same page[17:18]
They highlight there is always a deeper reason behind budget resistance-possibly rooted in upbringing, past relationships, or loss of contribution identity[18:52]
Jade says Cody must become a "professional detective" about what's underneath his wife's resistance instead of just trying to force compliance[19:33]

Caller Beto: First car, big loan, and crushing teen insurance costs

Details of the car purchase and budget strain

Beto, age 17 from Atlanta, bought a 2012 Honda Accord for $8,000 from a friend with an informal payment arrangement of $400/month[23:05]
He makes roughly $850 every two weeks (about $1,700/month) working full-time at an MMA gym[22:53]
His car insurance for liability only is about $700/month because of his age, which he says is what is "killing" him[23:31]
He also owes about $700 in one-time title tax and has $350 of repairs to do before getting a tag[23:42]

Missed opportunity to avoid the loan and current constraints

Jade says if he hadn't finalized the title transfer, she would have told him not to buy the car and to save up $4,000 for a beater instead[24:32]
Because he already owns the car and has the title in his name, they explore how he can increase income to cover costs[25:36]
Beto is starting a new full-time job at an orthopedic clinic at $20/hour, 8 a.m. to 5 p.m., Monday through Friday[25:40]
They suggest adding another part-time job (like delivery apps) rather than trying to also work paid hours at the MMA gym every evening[26:17]

Considering starting a car detailing business

Beto also wants to start a car detailing business and asks if he should start now or wait until his car is paid off and titled[27:17]
He has about $1,000 saved as an emergency fund and doesn't want to touch it[28:36]
Rachel tells him to price the needed equipment and talk to existing detailers to learn startup costs, client volume, and time requirements[28:20]
She says if startup costs are low and profits high, it might be worth pausing extra car payments to build the business; otherwise, he should wait[28:15]
They encourage him to keep shopping insurance, expect some reduction when he turns 18 and when the vehicle is paid off, though it may be minimal[29:45]
Rachel frames his experience as an early but relatively small-scale lesson about the pain of debt, which can help him avoid bigger mistakes later[29:22]

Discussion: Emotional side of money and Jade's upcoming book

Content and intent of the book

Rachel notes many things no one tells you about money relate to the emotions around it, especially during journeys like getting out of debt[32:32]
Jade explains her book "What No One Tells You About Money" is meant to put words to what people feel in their money journey and offer very practical steps, not just abstract emotion talk[32:43]
She says the book gives tactical ways to deal with emotions, similar to how the baby steps give tactical steps for money[32:54]

Caller Ian: TikTok affiliate marketer deciding between Semester at Sea and scaling business

Ian's business success and career pivot

Ian, a 20-year-old engineering student, started affiliate marketing on TikTok Shop about a year ago and did $180,000 in sales in October, netting around $23,000 profit[34:05]
Through that, he realized he hates engineering and doesn't want to do it as a job[34:27]
He believes he can scale to $1,000-$2,000 profit days[34:50]

Opportunity: Semester at Sea versus business growth

Ian has the chance to sail around the world on a Semester at Sea program next semester and asks if he should go enjoy his youth or stay and scale the business[34:36]
On the ship, he would not have Wi‑Fi or the ability to receive packages, so he cannot feasibly run the business during the voyage[35:04]
He explains his business is built on momentum and would be harder to rebuild after a five-month pause, though he thinks he could do it[35:09]
Rachel, who worked at sea herself after college, says it was the best time of her life and strongly leans toward him taking the experience[35:38]
Both hosts emphasize he has his whole life to earn money, whereas this kind of travel experience at 20 with a friend and a full-ride scholarship is unique[35:50]
Ian wants to get into real estate long-term and worries about "setting up his future," but Jade notes affiliate marketing and the internet aren't going anywhere[36:50]
The in-studio audience overwhelmingly signals he should go; Jade says she is "100% yes" and Rachel says about "95% yes"[36:13]

Caller Sonia: Retiring with multiple paid-for properties and whether to sell one

Assets and retirement structure

Sonia, age 72 from Orlando, is retired and active in her church; she has five properties including her home[39:48]
All properties are paid off except her primary residence and a house her brother lives in (purchased after buying out a reverse mortgage)[40:11]
She has about $130,000 in the bank, roughly $500,000 of real estate equity, around $1.3 million in real estate total, and about $500,000 in retirement accounts[40:48]

Question and recommendation

She asks if it makes sense to sell one free-and-clear rental to pay off her primary home[39:51]
Rachel responds enthusiastically that, given Sonia's net worth and position, selling one property to pay off her primary residence is an excellent move[41:03]
They affirm she is a baby steps millionaire and encourage her to become completely debt-free and then live and give generously[41:49]

Caller Gabrielle: 72-year-old mom with valuable home becoming dependent on adult children

Mother's situation and finances

Gabrielle (pronounced Gabrielle) from Los Angeles calls about her 72-year-old widowed mother who never remarried, is retired, active in church, and has a nearly paid-off home[44:08]
Her mother's only current income is Social Security, estimated between $1,100 and $1,300 per month, and she has exhausted her retirement savings[44:48]
Mom has five properties in total including the one she lives in; the primary home has about a $100,000 mortgage with a payment around $1,450/month[45:17]
Gabrielle's sister lives with the mom, and they split the mortgage payment; mom asks multiple siblings individually for money to cover bills and small shortfalls[45:25]
The home is conservatively worth around $1.1 million; Gabrielle does not want her mom to become fully dependent on her and her siblings[46:28]

Potential downsizing and using equity

Jade suggests a strategy where the mother sells the valuable family home, invests a significant portion, and buys a modest condo in cash (possibly in the $250-400k range depending on area)[46:28]
Rachel underscores that the mother is 72 and, in good health, could live another 20 years; she needs a sustainable plan, not ongoing small bailouts[47:01]
They note that if the sister living there moves out for marriage or other reasons, the current situation becomes even less sustainable[47:35]

Family boundaries and emotional difficulty

Gabrielle says her siblings want to keep the home because it's their childhood home and suggest mom should hold on to it, assuming she doesn't have long to live[47:03]
Rachel stresses that nostalgia and emotion don't change the math that mom "doesn't have any money" and is already depending on the kids[47:42]
They advise Gabrielle to have two conversations: one with her mom about realistically selling and downsizing, and one with siblings about stopping financial enabling if mom refuses to change[48:28]
Rachel acknowledges the emotional pain of selling the family home but says the solution often lies outside the comfort zone[48:11]
They suggest Gabrielle gather actual condo and home prices in the area (possibly with a Ramsey real estate pro) to present concrete options to her mom[48:31]

Caller Alex: Buying a tiny house on parents' land without a credit score

Housing plan and financing barrier

Alex, age 28 and debt-free, wants to buy a 150-square-foot tiny house to place on their parents' property[54:24]
They have no credit score and tiny houses under 400 square feet don't typically qualify for a traditional mortgage[54:30]
Total cost would be about $40,000-$50,000, and Alex currently has about $10,000 saved[54:19]

Autism, independence goal, and recommendation

Alex says they have autism and can't live fully independently, so being in a tiny home on their parents' land would offer "pseudo-independence"[55:54]
Jade explains that for no-credit borrowers, the usual route is manual underwriting, but since this is too small for a mortgage, it would be more like a personal loan[54:49]
Both hosts strongly recommend Alex not borrow for this and instead save up and pay cash, likening it more to a car purchase than a traditional appreciating home[55:28]
They ask how long it took Alex to save $10,000 (about six months after becoming debt-free), and encourage continuing to save and possibly pick up extra work[55:28]
Rachel reminds Alex that tiny houses have poor resale value, especially on parents' land, so they likely won't recover the cash later[56:06]
They suggest looking for used tiny homes on marketplaces and eventually negotiating a lower price with cash when Alex is closer to the goal[56:14]

Debt-free scream: Christopher pays off over $63,000

Christopher's background and debts

Christopher from East Providence, Rhode Island, paid off $63,563 in 11 months[1:05:12]
His debt was roughly half credit card debt and half a car loan[1:05:23]
During payoff he increased his income from about $72,000 to $80,000, and with overtime expects to close out the year at about $110,000[1:05:35]

Extreme car downsizing and lifestyle changes

He sold a brand new 2024 car despite being slightly upside down, got a small loan to cover the difference, and then bought an '05 Lexus for about $6,000[1:05:48]
When that car was hit on the street, insurance paid about $8,000; he bought a $2,000 replacement car with 125,000 miles and put the remaining $6,000 toward credit cards[1:06:32]
He has been driving the $2,000 manual car and says it runs great and will likely last a long time[1:06:47]
He mentions he once held 42 credit cards and was playing the credit score game; he ultimately closed every account and focused on paying off the five cards with balances[1:08:00]

Motivation, burnout, and emotional change

Christopher has worked 70+ hours per week since age 18 and realized, after hearing John Delony say that's not sustainable, that he needed to change[1:06:36]
Hearing that baby steps 1-3 are meant to be intense and 4-6 intentional helped him recognize he was burnt out[1:06:20]
He reports that paying off debt significantly eased his panic disorder and anxiety; he sleeps better and feels as though a weight is lifted[1:07:26]
He says swallowing his pride and giving up the new car was the hardest part, but worth it for financial freedom[1:08:11]

Advice and future plans

Christopher tells listeners the worst that can happen by trying the baby steps is they lose their debt, so they should "just do it"[1:10:53]
He plans to reduce his work hours from 70 to 40-50 per week, complete baby step 3, then later upgrade his car once his emergency fund is in place[1:07:42]
His dream is to get another Subaru (Outback or Forester) once it fits the budget and his plan[1:07:43]

Question of the day: Boyfriend buying into girlfriend's house

Scenario details and concern

Layla from Maine writes that when her boyfriend sold his house and moved into hers, they agreed he could buy into her house after a few years, which is now[1:15:24]
He plans to give her $75,000 to become part owner; she has an emergency fund, $220,000 mortgage on the home, and a $5,000 car loan at 2% interest[1:15:39]
She asks how to invest the $75,000 (mutual funds, IRA, or mix), assuming he buys in[1:15:54]

Hosts' response: Relationship and legal concerns override investing question

Jade says the fundamental issue is that they are not married and are mixing property ownership like married people, but without legal protections[1:17:17]
She warns that if the relationship ends, Layla could face a complicated refinance or title situation with an ex-boyfriend on the deed[1:18:18]
Rachel agrees and says she would not accept the $75,000 until they are married; instead, he could pay rent as a roommate-style arrangement[1:18:20]
Because this core concern is unresolved, they choose not to answer her original investing allocation question[1:18:55]

Caller Jay: Roth vs traditional and investing while in early baby steps

Jay's current situation and past 401(k) mistake

Jay from Atlanta asks about Roth versus traditional 401(k); he once had about $1,200 in a 401(k), lost his job, cashed it out, and only received about half after penalties and taxes[1:18:59]
He now has a new job with a very generous 30% match and thinks the new plan may be a Roth 401(k), but he is not sure[1:18:59]
His rent is about $700; other obligations include $400/month child support and around $120/month toward student loans (with a total of about $9,700 in remaining debt)[1:19:19]
He has about $2,500 saved, earmarked for a future car, and no credit card or car debt currently[1:20:16]

Guidance on order of operations

Rachel says that when people leave a job, they should usually roll a 401(k) into a traditional IRA rather than cashing it out, to avoid taxes and penalties[1:17:20]
For his current situation, she recommends pausing retirement investing temporarily and focusing on paying off the $9,700 of debt[1:21:10]
After the debt is gone, he should finish funding a three-month emergency fund (given his relatively low expenses), then resume investing 15% of his income[1:21:10]
Jade advises that if his plan offers a Roth 401(k), he should choose that, since contributions are made with after-tax dollars and grow tax-free[1:20:55]
Rachel uses Dave Ramsey's example of the Roth being like a "coat" around the investments that indicates taxes have already been paid on the contributions[1:21:53]

Caller Les: Considering upgrading to a more expensive home before retirement

Assets, income, and proposed upgrade

Les, age 72 from Greenville, and his 69-year-old wife earn about $300,000/year from their business, which he expects will slowly decline as they semi-retire[1:25:46]
Their net worth is about $2.5 million: roughly $2 million in cash/investments and $500,000 in their current home[1:26:05]
They are considering buying an upgraded primary home on a small mountain with limited home sites for about $1-$1.1 million[1:26:29]
This would shift their allocation to about $1 million in the house and $1.5 million in cash/investments[1:26:05]

Journey from bankruptcy and guidance

Les describes having gone through bankruptcy and foreclosure at 57 and then attending Financial Peace University with his wife at ages 57 and 54[1:26:46]
Following the plan, they hit their first million in net worth in 10 years, the second million five years later, and are on track for a third million in about three years[1:27:49]
Rachel and Jade, after rough-math checks and assuming he continues investing while income slowly decreases, are comfortable with them upgrading to a $1 million home[1:29:19]
They still encourage him to run detailed scenarios with a financial planner to see sustainable withdrawal rates over the next 20 years[1:28:45]

Caller Kim: Divorced single mom with large equity, no job, and looming house decision

Post-divorce context and finances

Kim is a single mom, unemployed after a 26-year marriage ended in divorce; she had seven kids at home then and now has two high-schoolers (a freshman and a senior) at home[1:35:53]
She took the home's equity as alimony to avoid disrupting the children and rented out her basement immediately after the divorce to help cover costs[1:35:50]
Her divorce decree requires that at this point she either refinance the home fully into her name or sell it[1:35:35]
The property is an acre of horse land worth about $1.4 million; remaining mortgage is about $450,000 with a monthly payment of roughly $2,880[1:39:08]
She had about $50,000 in savings and has been living off that, plus selling assets like jet skis and a truck; her savings is nearly depleted[1:39:06]

Emotional toll and self-esteem

Kim is in accounting school online and has taken student loans; she says she thought she'd be over the divorce in two years but is still struggling emotionally and with self-esteem[1:37:22]
She says she knows she is smart and can do the work but feels destroyed by events like her ex fighting her unemployment benefits[1:38:26]

Hosts' recommendations: Work now and delay selling decision

Jade states bluntly that Kim must work; otherwise she will burn through any lump sum she might get from selling the house[1:39:58]
Rachel urges Kim to get any job-such as receptionist at an accounting firm or a role at a local church-to get out of the house, earn income, and rebuild confidence through small wins[1:40:48]
They explain that if she sells now and receives, for example, $1 million, but nothing else changes about her habits and work situation, she will likely burn through it[1:39:58]
They prefer that a "new," healthier working Kim later makes the sell-or-stay decision, so that if she sells in a year or two, she'll manage the proceeds wisely[1:39:55]
Rachel acknowledges the grief and doesn't shame her for still hurting but says it's time to start making moves to create positivity and structure around her life[1:41:05]
They gift Kim a year of the EveryDollar budgeting app to help her manage income once she starts working[1:43:58]

Debt-free scream: Steve and Tanya pay off $279,000 including their house

Their story and debt breakdown

Steve and Tanya from near Birmingham, Alabama, paid off $279,000 in six years, 10 months, and 27 days[1:45:18]
About $61,000 was consumer debt (tractor, truck, some credit card); the rest was their house[1:46:07]
Their income rose from about $135,000 to $252,000 during the payoff period[1:45:46]

Marital context and mindset

They married about seven and a half years ago, were about to build a house, and both had been in previous marriages where spouses weren't aligned financially[1:46:39]
From day one of this marriage they committed to following the baby steps together and handling faith, finances, and family intentionally[1:46:54]

Sacrifices, tithing, and staying intense

They ate out only on cheap taco nights, packed lunches every day, bought clothes at thrift stores and on eBay, and sold unused items to fund small treats[1:47:18]
At one point they were putting $5,500/month on their mortgage while remaining intense even in baby step 6[1:46:54]
A key turning point was when they decided to tithe a full 10%; after that, Steve received promotions and raises, and they felt everything "came together"[1:47:18]
Tanya says they refused to live paycheck to paycheck like they were raised and wanted to leave a legacy to their children and grandchildren[1:48:44]

Celebration and future focus

They have already taken some trips paid for with cash (such as Hawaii and Montana) and emphasize generosity and travel as key goals now[1:48:44]
Their advice to others is to commit, choose to live differently from the culture, and stay focused despite how long the journey feels[1:50:17]

Caller Lisa: Moving retirement money to CDs during pandemic and whether to move back

Current portfolio and fear-based move

Lisa and her husband have about $535,000 in his retirement accounts, $275,000 in hers, plus $200,000 in a CD, and a nearly paid-off house with $168,000 left on the mortgage[1:56:29]
During the pandemic market drop, she got nervous (especially since she is on disability with lupus) and moved their retirement holdings into 4-5 year CDs earning 4-5% instead of keeping them invested in the stock market[1:57:00]

Hosts' evaluation and guidance

Rachel candidly labels the move a mistake, pointing out they likely missed large recent stock market gains by jumping out during the panic[1:57:34]
Both hosts still recommend she move the money back into the market, even if it means buying in at higher levels now, because they likely have 20-30 years ahead[1:57:34]
Lisa and her husband make about $122,000 from his job plus about $30,000 from her Social Security disability, for roughly $150,000/year total[1:57:40]
They encourage aggressively paying off the remaining $168,000 mortgage even though it's at a low 2.5% interest rate, because of the peace of a paid-for home in retirement[1:59:33]
Rachel urges her to meet with a SmartVestor Pro to review long-term market data and help calm her fear about volatility and understand the historical recoveries[1:58:29]

Lessons Learned

Actionable insights and wisdom you can apply to your business, career, and personal life.

1

A passion project or small business that can't yet support your basic living expenses should be treated as a side hustle while you secure a stable primary income.

Reflection Questions:

  • What current project or business am I treating like a full-time job even though it doesn't actually cover my essential bills?
  • How could adding a separate, stable income source over the next 3-6 months reduce my financial stress and give my business room to grow more calmly?
  • What concrete criteria (income level, client base, time horizon) will I use to decide when a side hustle is truly ready to become my main work?
2

In relationships, money fights are often a symptom of deeper issues like control, unspoken fears, or past wounds, so solving them requires empathy and joint decision-making, not just tighter rules.

Reflection Questions:

  • When I feel frustrated with a partner's spending, what fears or insecurities of my own are actually being triggered?
  • How might regularly creating a joint written budget together change the tone of our money conversations over the next three months?
  • What is one specific question I can ask my partner this week to better understand their upbringing and emotions around money?
3

Debt-fueled purchases like cars and lifestyle upgrades can feel normal in the moment but often lock you into long-term stress that far outweighs the short-term comfort or status.

Reflection Questions:

  • Which of my current debts, if eliminated, would most immediately relieve day-to-day financial pressure in my life?
  • How would my choices change if I delayed every large purchase until I could pay cash, even if that meant driving a much cheaper vehicle for several years?
  • What small, practical sacrifices (like packing lunches or selling unused items) am I willing to make for the next 12 months to rapidly accelerate my debt payoff?
4

Unique life experiences-especially when heavily subsidized or fully paid for-can be worth temporarily slowing down financial gains, provided you have strong long-term skills and a clear path back to earning.

Reflection Questions:

  • What upcoming opportunity in my life might I regret turning down 20 years from now, even if it slows my income or savings for a short season?
  • How can I design a simple plan to pause and then restart my work or business if I choose to take a sabbatical, study abroad, or long trip?
  • Where is the line for me personally between wise sacrifice for the future and needless sacrificing of joy and experience in the present?
5

Pulling investments out of the market during downturns usually turns temporary paper losses into permanent missed gains; a long-term plan requires riding out volatility instead of reacting to it.

Reflection Questions:

  • How did I emotionally respond the last time my investments dropped in value, and what actions did I take (or wish I had avoided)?
  • What evidence or historical data about market recoveries would help me feel more confident staying invested during the next downturn?
  • What simple written rule could I adopt (for example, 'I won't sell long-term investments because of headlines') to protect myself from panic decisions?
6

Owning your primary home outright before or early in retirement dramatically reduces risk and stress, because you remove one of your largest fixed expenses permanently.

Reflection Questions:

  • If my mortgage disappeared tomorrow, how would that change my monthly cash flow, risk tolerance, and retirement timeline?
  • What extra payments or lifestyle changes could I realistically commit to in the next 2-5 years to accelerate paying off my home?
  • How am I currently justifying keeping a mortgage (especially a low-rate one), and are those reasons still compelling when I factor in peace of mind, not just math?
7

Large financial entanglements (like sharing a mortgage or title) should match the level of relational commitment; mixing those outside of marriage can create serious legal and emotional fallout.

Reflection Questions:

  • Where in my life am I financially entangled with someone (through loans, property, or shared accounts) in ways that don't match the true security of the relationship?
  • How could I restructure a current arrangement-such as using a rental or cost-sharing agreement-instead of shared ownership until the relationship is more permanent?
  • What boundaries do I need to clarify before entering any new financial commitments with a partner, friend, or family member?
8

Rebuilding after major life disruptions like divorce or bankruptcy requires both emotional healing and concrete, forward motion-small wins at work and with money can restore confidence faster than waiting to "feel ready."

Reflection Questions:

  • In what ways am I currently waiting for my emotions to fully settle before taking necessary financial or career steps?
  • What is one small, doable action (finding a part-time job, updating a resume, making a bare-bones budget) I can take this week to create tangible progress?
  • How might my self-esteem change over the next six months if I intentionally stack up small financial wins instead of focusing on what I've lost?

Episode Summary - Notes by Remy

"I'm $147k In Debt And Only Make $1,500 A Month"
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