In this episode of I Will Teach You To Be Rich, a couple discusses their contrasting approaches to money and retirement planning. With a combined net worth of $828,000 and an upcoming income reduction from $191,000 to $100,000 in retirement, they face decisions about their financial future. While one partner takes a cautious approach to spending and values financial independence, the other believes in enjoying money rather than extensive saving.
The episode explores how the couple manages their separate finances, splits their expenses, and plans for retirement. Their discussions with host Ramit Sethi cover topics including their dissatisfaction with their current financial advisor, their dreams of traveling to destinations like the Faroe Islands and attending jazz festivals, and their different views on retirement timing. The couple's story illustrates how personal background and experiences shape financial mindsets and relationship dynamics.

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Cheryl and Michael bring distinct financial perspectives shaped by their upbringings. Cheryl, coming from a modest background where money was often tight, developed a cautious approach to spending and a strong desire for financial independence. She views money as a tool for fulfillment and has never combined finances, even in marriage. Michael, influenced by his father's post-WWII "grasshopper" philosophy, believes in enjoying money rather than saving extensively, though he maintains some of his mother's financial caution. Their contrasting approaches—Cheryl as a "late blooming ant" and Michael as a "grasshopper"—create an interesting dynamic in their relationship.
The couple's net worth stands at $828,000, comprising $455,000 in assets, $517,000 in investments, $42,756 in savings, and $186,000 in debt. Ramit Sethi suggests they need more precise financial planning, especially considering their upcoming transition from a $191,000 annual income to $100,000 in retirement. Their fixed costs are relatively modest at 37% of income, though Michael, despite earning only 25% of their household income, covers a disproportionate 64% of his income in fixed costs.
Cheryl and Michael envision an active retirement filled with travel and pursuing their passions. Cheryl, influenced by her experience with cancer, dreams of visiting destinations like the Faroe Islands and Machu Picchu. Michael hopes to attend jazz festivals worldwide. However, they differ in their approach to timing: Cheryl, currently around 70, is eager to retire soon, while Michael expresses more caution about their long-term financial security.
The couple expresses dissatisfaction with their current financial advisor's generic approach. Ramit Sethi recommends they consider switching to a fee-based fiduciary advisor for more personalized guidance. While Sethi suggests combining their finances for better oversight, Cheryl and Michael maintain separate accounts, splitting bills and managing their earnings individually. This arrangement, while different from Sethi's recommendation, appears to work well for their relationship dynamic.
1-Page Summary
Cheryl and Michael share their personal financial histories and mindsets, offering insights into how their past experiences shape their current relationships with money.
Cheryl sees money as a tool to achieve fulfillment and do things she wants and connects making money with the ability to fulfill oneself. Her modest upbringing, with a family in which money was always a problem, fostered a sense of financial independence and caution in spending. Her father's inconsistent income due to strikes and the volatility of the airline industry after his military service led him to take on additional jobs. Cheryl's parents' strategy of buying and selling houses to move up the financial ladder and her mother's frugal shopping behavior, except for an affection for Baskin-Robbins ice cream, influenced Cheryl's grocery shopping behavior and her feelings about spending money on herself.
As she grew up, Cheryl developed an active and purpose-driven approach toward finances. She believed in her utility of money for personal satisfaction and began to feel deserving of spending on herself, particularly after her son finished college and more funds become available, enabling her to enjoy her earnings and activities like traveling to the Chelsea Flower Show in London.
Cheryl's resilience is evident in her life's transitions from living extravagantly to forging a late-blooming career on Wall Street, dealing with personal loss, raising a child alone, and maintaining her financial independence. She has never combined her finances, even in marriage, as she believes in maintaining her independence, influenced by watching her mother's dependency on her father's income.
Michael's father, who grew up during the Great Depression and served in WWII, believed money was meant for enjoyment rather than saving. This "grasshopper" approach suggests a belief in the unpredictable and short nature of life, accompanied by simple tastes in food and a philosophy of reusing and repairing rather than discarding.
After WWII, Michael's parents started ...
Cheryl and Michael's Personal Financial History and Mindsets
Cheryl and Michael are evaluating their financial situation to determine if it supports their desired retirement lifestyle. Their combined net worth and spending habits are crucial to this analysis.
Cheryl and Michael's net worth totals $828,000, with $455,000 in assets, $517,000 in investments, savings of $42,756, and $186,000 in debt. Despite these figures, they are unsure whether this will be enough for the kind of retirement they envision. Cheryl fluctuates between feeling that it's not enough and feeling proud of their net worth, influenced by suggestions that they need at least $1.5 million for retirement—a figure she doubts they will achieve. Michael believes their current net worth will sustain them for eight to ten years based on savings and social security alone. However, Ramit Sethi emphasizes the importance of precise financial planning to prevent financial strain in their later years. Given their current sizable income and investments, Sethi recommends considering an additional year of work, as retirement will bring a significant drop in income from $191,000 to $100,000. He also suggests adjusting their retirement planning to possibly include modest cuts in guilt-free spending and increasing investments for the next three years.
They are currently not certain if their assets will fund the retirement lifestyle they desire. Cheryl expresses this doubt and acknowledges that they have not been intentional about planning future expenditures, like travel. Sethi challenges this mindset, highlighting the necessity of planning rather than approximating the adequacy of their funds.
The couple has a combined gross monthly income of $15,949, equaling $191,388 annually, with fixed costs accounting for 37% of their income—lower than Sethi's recommended 50-60%. Their fixed costs are considered modest relative to their take-home income of $13,000 a month, indicating effective financial management in some aspects.
Analysis of the couple's indivi ...
Analysis of Their Current Financial Standing and Spending
Cheryl and Michael share their differing perspectives on retirement as they explore their dream of an active, travel-focused life while grappling with the financial considerations that come with it.
Caller #1, Cheryl, has a strong desire to experience life to the fullest, influenced by overcoming cancer and seeing friends pass away. She draws inspiration from her parents, who prioritized travel, and envisions trips to destinations such as the Faroe Islands, Norwegian Fjords, and Machu Picchu. Cheryl reflects her father’s legacy—an airline pilot—where her mother’s thrifty habits enabled them to make trips to places like the Galapagos.
Michael, Caller #2, also yearns for enriching experiences, with a focus on travel and music. A jazz enthusiast, Michael dreams of attending festivals worldwide, including in Montreal, Umbria, and France. Additionally, he shares Cheryl's interest in Airbnbs equipped with decent kitchens, allowing them to indulge in cooking even while on vacation. Furthermore, the couple embraces the idea of mixing joint activities with individual interests, such as Cheryl's passion for gardening, highlighted by her wish to revisit the Chelsea Flower Show.
While Cheryl, freshly inspired by a life-threatening illness, expresses an eagerness to retire soon and fully engage in life's experiences, Michael harbors concerns about their long-term financial security. The couple's discussions center around the timing of their trips; Cheryl advocates for embracing the present, whereas Michael worries about the financial implications.
Cheryl, still actively working alongside her side hustle, is contemplating retirement at around 70 years of age but is torn due to the comfort her current income provides. Though their financial advi ...
Planning For Their Ideal "Rich Life" In Retirement
Cheryl and Michael are hitting a crossroads regarding their financial management, including the value of their current financial advisor, the fees involved, and their personal approach towards handling joint or separate finances.
Cheryl and Michael are contemplating a transition in their financial advisory services due to discontent with the generic advice provided by their current financial planner. Cheryl and Michael describe their current financial advisor as taking an automated approach, which they feel lacks personalization and relevance to their specific goals of planning their 'rich life'. Their dissatisfaction is evident, as they find the advisor's pie-chart-filled explanations insufficient and question the value of the advice given the fees they pay.
They are aware that they can determine the mechanical aspects of their finances without assistance, thanks to accessible tools and reports. Michael and Cheryl have engaged a financial planner recently, but despite this, the conversations did not reflect the granularity expected from a financial planner.
Ramit Sethi, a personal finance expert, voices concerns about financial advisors providing subpar service while charging high fees. He strongly suggests that Cheryl and Michael, especially in the context of Ameriprise’s services and products like annuities, evaluate their investments and the associated fees. Ramit recommends seeking a second opinion from a fee-based fiduciary advisor who is compensated for their time rather than through commission on products sold. The implication here is that a shift to a fiduciary advisor could prevent thousands of dollars from unnecessarily leaving their pockets.
Cheryl and Michael's awareness of their financial situation seems to be recent, and despite advice from a planner, they have not yet pinpointed their retirement plan.
Having their finances intertwined but separate, Cheryl and Michael conduct their financial discussions possibly not more than once a month. The couple keeps their finances mostly separate, splitting the payment of bills and handling their earnings individually. Michael considers himself to be responsible for the fixed household expenses while Cheryl has freedom over her earnings. In their relationship, Cheryl and Michael operate "like two tabs on the same spreadsheet," indicating they have some joint understanding while managing their funds separately.
While their arrangements seem equitable, Ramit Sethi argues for the merits of combined finances to have a comprehens ...
Financial Advising and Joint vs. Separate Money Management
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