"We have $11M in assets. Why are we still living month to month?"

I Will Teach You To Be Rich I Will Teach You To Be Rich • Sep 29, 2026

Audio Brief

Show transcript
How can a family with a seven figure income and a multi million dollar net worth still lose money every single month? That is the question host Ramit Sethi tackles on his show with married couple Margo and Kevin. By the end of this audio, you will learn how hidden fixed costs trap high earners and what structural changes can bring your own spending back under control. Why a multi million dollar net worth can still leave you struggling to pay the bills. Margo and Kevin are worth over nine million dollars on paper, yet nearly all their wealth is locked up in hard to access assets like their Brooklyn home, a Jersey Shore summer house, and Kevin's import export business, leaving only fifty thousand dollars in liquid savings. If your wealth is tied up in real estate, evaluate that illiquid equity by calculating what the proceeds would generate at a three percent safe withdrawal rate if invested in the market. That lack of cash flow gets much worse when you manage money by guessing instead of tracking the numbers. On their initial Conscious Spending Plan, Kevin listed zero dollars for his before tax income and fifty thousand dollars a month in take home pay, while Ramit reverse engineers their New York taxes to estimate a combined gross income of roughly one point one five million dollars a year, an approximation he notes might be off by a few tens of thousands here or there. Operating on intuition also hides how fast everyday set expenses can devour a massive paycheck. Ramit recommends keeping fixed costs below sixty percent of your take home pay, yet Margo and Kevin admit they do not know their basic bills, revising their groceries up to four thousand dollars a month, driven in part by five hundred dollar weekly Shabbat dinners featuring thirty dollar kosher organic chickens. Try reducing your own monthly food and household buffers by switching your grocery shopping to lower cost stores like Trader Joe's and slashing miscellaneous budget cushions. Even worse than underestimating bills you know about is leaving your biggest expenses off the page entirely. Kevin completely forgot to include private school tuition and sleepaway camps for their five kids, which adds one hundred sixty thousand dollars a year out of pocket and pushes their fixed costs to one hundred eight percent of their take home pay. Verify that every line item on your monthly spending plan represents an actual monthly outflow and include every recurring obligation. Why did they run out of cash to cover this deficit? The hidden maintenance costs of owning a home can wipe out a family's entire savings cushion overnight. A severe basement black mold issue and the resulting out of network medical treatments wiped out four hundred thousand to five hundred thousand dollars of Margo and Kevin's savings, with almost nothing covered by homeowners insurance. To protect against uninsured household emergencies, budget one to three percent of your home's purchase price every year for maintenance and repairs, and three percent or more in high cost labor markets like New York City. With fixed costs over a hundred percent and their cash reserves gone, why do they refuse to downsize? Generational trauma and social conformity can paralyze your financial decisions. After watching his parents sell two homes, make bad investments, and lose everything, Kevin is terrified of selling their properties and burning through the cash. Even so, selling their homes to invest eight million dollars into simple, low cost index funds, which Ramit notes typically return seven to eight percent annually after inflation while hedging that you cannot predict the future, would generate two hundred forty thousand dollars a year. A high income cannot save a budget when unexamined fixed costs exceed your take home pay. Hold a transparent family meeting to explain new budget boundaries, cut major fixed expenses like extra cars, and require older kids to contribute toward their own college and living costs.

Episode Overview

  • Ramit Sethi speaks with Margo and Kevin about why their household is losing money every month despite a seven-figure income and a multi-million-dollar net worth, and what structural changes they must make to regain control.
  • The conversation begins by contrasting the couple's outward wealth against their intense month-to-month stress, revealing how unexamined spending and lack of financial transparency between partners create a constant sense of scarcity.
  • A live audit of their Conscious Spending Plan exposes massive accounting errors and omitted expenses, demonstrating that their fixed lifestyle costs alone exceed their entire take-home pay.
  • Digging into their family histories and community dynamics, the episode explores how generational trauma around losing wealth and cultural pressure to conform keep high earners trapped in unsustainable habits.
  • The episode concludes with rapid cost-cutting exercises, scenarios for liquidating real estate, and a follow-up update showing how the couple ultimately involved their children and downsized their expenses.

Key Concepts

  • The "Rich Poor" Liquidity Trap: Margo (42) and Kevin (52) live in Brooklyn, NY with their five children; Margo manages the household and children, while Kevin owns a wholesale import/export business and handles day-to-day finances and bill payments. On paper, their total net worth is $9,250,000, consisting of $11,000,000 in assets ($6,000,000 to $7,000,000 for their primary Brooklyn residence, $2,000,000 for a Jersey Shore summer home, and $2,000,000 for Kevin's business based on a declined buyout offer), $500,000 in individual stocks owned personally by Margo (not in a 401(k)), $50,000 in savings, and $2,300,000 in mortgage debt locked in during COVID at 2.9% and 3.2% interest rates (with Ramit interjecting 2.75%). Because their wealth is illiquid, they struggle to pay monthly bills.
  • Operating on "Vibes" vs. Financial Reality: On their initial Conscious Spending Plan (CSP), Kevin listed $0 for gross monthly income and $50,000 for net monthly income. When pressed for his gross income, Kevin hedges and guesses "60s, 70s" thousand per month or about $700,000 per year because his S-corp business fluctuates year to year, explaining that $50,000/month net is his salary and he takes an annual distribution depending on what is left over. Ramit reverse-engineers their taxes (factoring in New York residency and $0 pre-tax 401(k) contributions) to estimate Kevin's gross monthly income at ~$96,000 plus $500/month from Margo, totaling $96,500/month or $1,158,000/year combined gross income (which Ramit notes is an approximation that "might be off by a few tens of thousands here or there").
  • How Unexamined Fixed Costs Devour High Incomes: While Ramit recommends keeping fixed costs below 60% of net income (and way under 60% for very high earners), the couple's initial CSP listed fixed costs at 67% of net income: $11,000/month for rent/mortgage on both homes, $2,000/month for utilities, $2,000/month for clothes, $2,800/month for help, $200/month for subscriptions, and $4,650/month for miscellaneous (a 15% buffer). Under questioning, they admit they don't know their set expenses: insurance was listed at $5,000/month, challenged by Margo (noting family health insurance alone is $4,500/month, excluding auto, dental, and homeowners), revised by Kevin to $7,000/month, and later updated to $9,000/month; car/transport was listed at $2,500/month excluding gas (though they debate whether it is $3,000/month); and groceries rose from $3,500/month to $4,000/month (compared to $800 to $1,000/month for typical couples with one young child on Ramit's show), driven in part by $500/week Friday night Shabbat dinners featuring $30 kosher organic chickens.
  • The Danger of Omitted Expenses and Zero-Sum Savings: Kevin mistakenly entered Margo's $500,000 total stock portfolio as a monthly investment contribution (1,000% of income), which was corrected to $0/month (0%), alongside $0/month for emergency fund contributions. He also entered annual estimates into monthly savings lines ($30,000 for vacations, $10,000 for gifts). They hedge and disagree on vacation spending, guessing between $20,000, $30,000, and $40,000/year ($3,500/month on the CSP) because they don't track it and use credit card points; their European ski trip for seven cost $30,000, which Margo justified as a quarter of the price of Vail. After noting a recent $360 wedding gift and $1,000 spent on their daughter's birthday (a $500 ring plus dinners), Ramit sets gifts to $1,000/month ($12,000/year). Worse, Kevin completely left off private school tuition for all five kids and sleepaway camps: tuition is ~$200,000/year total (Margo's father paid ~$70,000 this past year, leaving $150,000/year out of pocket, with one high-school son's tuition alone at $50,000/year, and the couple planning to take over the full amount next year) plus $10,000/year for camp. Adding this $160,000/year ($13,333/month) pushes their fixed costs to 101%, and up to 108% once grocery and insurance updates are factored in.
  • Uninsured Catastrophes and True Home Ownership Costs: The couple previously had a savings cushion, but a severe black mold issue under their basement vinyl floor and resulting out-of-pocket medical treatments (out-of-network doctors costing $11,000 per visit per child) wiped out $400,000 to $500,000, with almost nothing covered by homeowners insurance. They still face $10,000 to $15,000 in remaining mold remediation, $500/month for herbal remedies for two kids, and $1,000/month for human growth hormone for a daughter who stopped growing during the crisis. This illustrates Ramit's rule of thumb that home maintenance costs 1% to 3% of the purchase price annually, and 3%+ in NYC/Brooklyn due to high labor costs (citing his own NYC rental where fixing a loose handle on a high-end fridge cost $1,000 to $2,000+ and required three technicians in booties making two trips).
  • Generational Money Scripts and Community Pressure: Margo worked as a high school tutor and summer lifeguard/camp counselor, investing all her earnings alongside stocks from her grandfather. Kevin grew up without money and started working at age 15 or 16 after state regulations destroyed his father's successful ticket business when Kevin was about 13. Kevin's parents owned two homes, sold them, lived off the proceeds, made bad investments, and lost everything, leaving Kevin and his siblings to financially support his mother today. This history makes Kevin terrified of selling their real estate and burning through the cash, even though liquidating their homes to invest $8,000,000 into simple index funds (which Ramit notes typically return 7% to 8% annually after inflation, while hedging that you "can't predict the future", and avoiding financial advisors at firms like Morgan Stanley or Wells Fargo charging 1.5% AUM fees) would generate $240,000/year at a 3% safe withdrawal rate. Meanwhile, community norms keep them locked into three specific private schools and camps.
  • Sponsor Context and Promotional Ties: Throughout the episode, Ramit promotes his own products, including his financial program Rich Life Road to 100K (iwt.com/100k), claiming it teaches users step-by-step how to plan the exact date they will be debt-free or rich, and his book I Will Teach You To Be Rich, which he recommends to the couple for basic investing and financial management. He also reads promotions for episode sponsors: Ladder App (ladder.fit/ramit for a free 7-day trial and $10 off the first month, praising its strength training programming and claiming he tried the bodybuilding program himself with machines and dumbbells), NordVPN (NordVPN.com/ramit for an exclusive deal plus 4 extra months), Skylight Calendar (myskylight.com/ramit for $30 off a 15-inch calendar, sharing a coworker's endorsement), Notion (notion.com/ramit), and Wildgrain (wildgrain.com/ramit or promo code RAMIT for $30 off the first box plus free croissants for life, citing a coworker's positive experience).

Quotes

  • At 0:02:40 - "At the moment, we are rich poor people, high income with no savings, and living month to month." - Defining the disconnect between high earnings and zero monthly liquidity.
  • At 0:03:10 - "If you look at his income, you know, we're considered a top whatever percent, wealthy people. However, um it's there's a struggle to pay the bills month to month." - Margo explaining how a seven-figure gross income still results in monthly bill-paying anxiety.
  • At 0:09:16 - "I feel that we that we live a very high lifestyle and in order to be able to keep our kids in in private school and keep this lifestyle, we have to find a way to make more income because it doesn't seem that there to me that there's anywhere very significant where we can cut." - Illustrating the mental block that leads high earners to seek more income rather than reducing fixed lifestyle costs.
  • At 0:14:53 - "My one in college, I'm probably giving 300 a week to." - Kevin revealing the $1,200/month allowance given to their college-aged child despite the household deficit.
  • At 0:15:47 - "No, when we spend, we went to Europe because it was a quarter of the price as to go to Vail." - Margo justifying a $30,000 family ski trip as a frugal decision by comparing it to a more expensive alternative.
  • At 0:16:55 - "Because if I went to her with a question about something, she doesn't have the answer." - Kevin explaining why he isolates himself with the financial stress rather than collaborating with his spouse.
  • At 0:25:26 - "I think they're beautiful, but they're on paper. They're in our homes." - Kevin acknowledging that their $9.25 million net worth is trapped in illiquid real estate and business equity.
  • At 0:37:44 - "He doesn't include me in the finances. He just gives me the brunt of his upset about it and his stress." - Margo describing the emotional toll of being excluded from financial management while absorbing the anxiety.
  • At 0:42:18 - "You didn't put tuition in there. Where's the tuition bill? That's a huge, huge, huge bill." - The pivotal moment Margo realizes $150,000 in annual private school tuition was left off their spending plan.
  • At 0:43:39 - "You are spending far more than you make every single month." - Ramit confronting the couple with the math once their omitted tuition and camp costs push fixed costs over 100% of net pay.
  • At 0:45:25 - "All this that we just mentioned was about 400,000, half a million dollars." - Kevin quantifying the massive out-of-pocket cost of their uninsured basement black mold and medical crisis.
  • At 0:57:02 - "And until you both realize that your understanding of reality is so out of alignment with the numbers, then you will keep making decisions based purely on vibes." - Highlighting the danger of managing a complex household budget on intuition rather than exact data.
  • At 1:00:16 - "I don't think we know how to cut costs. I don't know if I think we know how to live differently. This is what we've been doing for 20 years." - Margo expressing how two decades of entrenched habits make lifestyle reduction feel impossible.
  • At 1:08:30 - "He was unbelievably creative, Yeah. but he had no clue how to manage it. It was in his suit pocket." - Kevin reflecting on how his father managed money before losing his business and wealth.
  • At 1:10:43 - "We live in a community where everybody sends to one of three schools and everybody sends to one of three camps." - Exposing how social conformity turns discretionary choices into perceived mandatory expenses.
  • At 1:16:33 - "In the situation you have put yourself, where you live, the choices you have made, you have actually created a knot that is so tight it is impossible to untie unless you decide to play an entirely different game." - Ramit explaining why minor tweaks cannot fix a structurally broken financial setup.
  • At 1:23:46 - "This is not a joke. I have five kids to to support. We have a crazy tuition bill coming up. We do not have a plan." - Margo feeling the urgency of their upcoming $200,000 tuition obligation without a viable way to pay it.
  • At 1:38:19 - "What worries me is that I'll burn through that money." - Kevin voicing his deep-seated fear that selling their real estate will repeat his parents' history of spending down their home proceeds.
  • At 1:58:36 - "So the changes that we've decided to make was we getting rid of our most expensive car and downgrading our second most expensive car." - Margo sharing the concrete structural cuts they executed after the episode.

Takeaways

  • Target a financial allocation of 60% to 65% of net income for fixed costs, 10% to 15% for savings, 10% to 15% for investing, and a low allocation for guilt-free spending.
  • Verify that every line item on a monthly spending plan represents an actual monthly outflow rather than an overall portfolio balance or an annual lump sum.
  • Budget 1% to 3% of a home's purchase price every year for maintenance and repairs (and 3% or more in high-cost labor markets like New York City) to protect against uninsured household emergencies.
  • Avoid wealth management firms charging 1.5% Assets Under Management (AUM) fees, and instead utilize low-cost index funds for long-term investing.
  • Evaluate illiquid real estate equity by calculating what the proceeds would generate at a 3% safe withdrawal rate if invested in the market.
  • Perform a rapid 60-second cost-cutting exercise to see how fast structural reductions impact fixed-cost percentages, such as cutting car transport from $2,500 to $1,200/month by eliminating a vehicle and sharing a child's car (which dropped the couple's fixed costs from 108% to 105%).
  • Reduce monthly food and household buffers by switching grocery shopping to lower-cost stores like Trader Joe's (cutting groceries from $4,000 to $3,000/month) and slashing miscellaneous buffers (from $6,680 to $1,000/month to bring fixed costs down to 91%).
  • Cap family clothing expenditures by instituting a strict allowance for children and halting adult clothing purchases (cutting clothes from $2,000 to $1,000/month to reduce fixed costs to 89%).
  • Reassess educational and young-adult support by requiring college-aged children to take on part of their tuition/dorm bills via loans or work (such as splitting a $30,000 bill by $15,000), eliminating weekly college allowances ($300/week), and considering lower-cost school alternatives to drop monthly tuition obligations (from $13,333 to $9,000/month, bringing fixed costs to 80%).
  • Explore monetizing underutilized vacation properties during the off-season (such as renting a summer home in the winter for an estimated $2,500/month net to raise monthly net income to $52,500 and lower fixed costs to 77%).
  • Hold a transparent family meeting to explain new household budget boundaries to your children, require older kids to contribute toward their own expenses, and read foundational personal finance material together (as Margo and Kevin did by purchasing multiple copies of I Will Teach You To Be Rich for their family).