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How to Encourage Someone to Invest (When They're Uninterested)

How to Encourage Someone to Invest (When They're Uninterested)

      Credit: Chris Guillebeau

      Mike: After 15 years of purposeful living, Mike is 80 percent along the path to financial independence. He is now focused on helping his friends take charge of their financial futures. However, what should be done when one partner is keen to learn and invest, while the other shows little interest?

      Michael: Michael has been tracking his net worth each month for two years. Thus far, his growth has been primarily due to his savings habits. But when will the returns from his investments start to take precedence and transform the unchanging line into a steep curve?

      Alvaro: Following 15 years of investments in both U.S. and European real estate, Alvaro faces a significant choice. Should he use a commercial loan to construct an ADU for short-term rental income, or should he incur more personal debt to extend their family home?

      Jonathan: After listening to Paula and Joe discuss the efficient frontier, as well as insights from Big ERN, Paul Merriman, and JL Collins, Jonathan is left pondering: has Joe's viewpoint shifted? Is the straightforward approach still sufficient, or is there value in a more intricate strategy?

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      Mike (2:50): How can I guide friends who want to invest but lack the same enthusiasm or involvement?

      At 52, I’m about 80 percent of the way toward financial independence after 15 years of purposeful living. I work as a helicopter pilot and have developed a strong interest in personal finance. I enjoy assisting friends and family in learning how to spend wisely, invest effectively, and enhance their freedom.

      I have a friend, 45 years old, married with two children—one in college and the other in high school. She and her husband do not wish to work indefinitely, yet they manage their finances separately. They share a joint account for rent, groceries, and bills, but everything else is kept distinct.

      He earns roughly double her income, and from what I understand, their savings are just sitting in a money market or high-yield savings account. They aren’t investing, which means there’s no substantial growth. She is open to learning, but he shows little interest. They’re also apprehensive about stock market downturns.

      She’s willing to discuss things, but I’m uncertain how far we can progress without his involvement. Given their mid-40s age, time isn’t on their side. What suggestions can you provide to assist them, or how can I coach them to begin moving forward?

      Michael (26:22): When will market gains become more relevant than my savings rate in increasing my net worth?

      At the end of each month, I record my net worth and monitor it on an ongoing graph. After two years of this practice, I’ve observed that the most significant factor in month-to-month changes is simply the amount of money I contribute. The trend remains linear—when I save X amount, my net worth rises by X amount.

      I’m curious when investment returns will start to have a more substantial impact, shifting growth to appear more exponential rather than just linear.

      Alvaro (34:00): Should I finance an ADU through a commercial loan for Airbnb income, or expand our current home with personal financing?

      Having invested in real estate for 15 years in the U.S. and Europe, I find the U.S. offers numerous tax benefits. We own a house in Maine located near the ocean, complete with an acre of land, which we are remodeling for personal use.

      I am torn between two choices. One is to construct an ADU, financed through a commercial loan, and rent it on Airbnb for income—while also using it for family gatherings. The alternative is to add bedrooms to our current house to accommodate our growing family. However, that would necessitate personal financing like a mortgage or loan, and we’ve already maxed out our HELOC.

      I’m contemplating whether to wait, refinance other properties, and expand our current home, or to seize the opportunity of a commercial loan to build the ADU. What is the more financially astute option right now: increasing our personal loans or pursuing the commercial loan route?

      Jonathan (58:50): Has Joe reconsidered his stance on the efficient frontier after recent discussions with Big ERN, Paul Merriman, and JL Collins?

      I’ve been reflecting on your conversation with Joe regarding the efficient frontier, along with your subsequent episodes featuring Big ERN, Paul Merriman, and JL Collins. Joe frequently indicates that JL Collins advocates for a straightforward path to wealth, yet he also suggests that a two- or four-fund approach might be worthwhile—something Collins himself wouldn’t endorse.

      This leads me to wonder: has Joe shifted his perspective on the efficient frontier and its relevance for most DIY investors? He has previously mentioned being open to changing his opinions if presented with smarter arguments, even referring to

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