How to Sell Your Company to Private Equity
Stretch My Penny
by Rob
4M ago
Most founders who have operated a business for multiple years dream about exiting in the future. However, the process and experience of selling a company can be intimidating and complex! After 10 years of amazing performance, I sold both businesses in 2021 to be financially free. In this post, I describe the high-level process of selling my business to private equity, my approach to the process and helpful questions to consider for other business owners. Disclaimer: Due to confidentiality, I cannot disclose specific financial details or parties involved in the transaction. Additionally, the ..read more
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New Ways on How To Tip Without Emotional Guilt
Stretch My Penny
by stretchmypenny
1y ago
Recently, tipping has become outrageous. New services that previously did not require a tip, now suggest a tip. Recommended tipping amounts and expectations are now substantially higher. Online platforms and digital kiosks now peer pressure us to tip regardless of our experience. As a result, I find myself thinking more critically about my tipping approach.  In the blog post below, we will discuss tipping trends, benchmarks and criteria that may inform more thoughtful tipping to prevent overpaying while maintaining good tipping etiquette. Specifically, we will focus on delivery services ..read more
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Irrational or Composed: How to Know When to Hold
Stretch My Penny
by stretchmypenny
1y ago
Most investors struggle with when to sell or hold their losing positions.  This decision requires considering multiple factors which may include the percent loss, time horizon, tax-loss harvesting and the unpleasant feeling of being wrong.  Given that September is usually a highly volatile month in the stock market, many investors may be evaluating their greatest losers they want to cut.  In this blog post, we will discuss these factors and how we are approaching this decision for a specific position within our portfolio. Disclaimer: Please note that the content below are my o ..read more
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Is Delaying Parenthood The Right Wealth Hack?
Stretch My Penny
by stretchmypenny
1y ago
Most young couples struggle with the decision of when to prioritize their career vs. start a family. This decision evaluates how each couple balances their time between their career ambitions and parenthood. While many may pursue both simultaneously, they will likely be faced with a difficult choice: 1) one spouse prioritizes family while the other becomes the “breadwinner” or 2) both spouses work but still cannot afford the skyrocketing costs of raising a family. Both options require compromise. In this blog post, we will discuss recent trends in delaying parenthood, financial and social con ..read more
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Comparing J&J and Kenvue: Which Is The Better Bet?
Stretch My Penny
by stretchmypenny
1y ago
Earlier this week, J&J announced an upcoming stock exchange where shareholders will have the option to trade in their JNJ shares for shares of Kenvue, their consumer healthcare company. This is a big upcoming decision for JNJ investors as we need to evaluate which is the better bet. In this blog post, we will summarize the exchange offer, explore the performance of other healthcare spin-offs, and discuss the rationale for and against exchanging JNJ shares for Kenvue. Warning: The is an extensive post covering a significant amount of background material and in-depth analyses. If you are o ..read more
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Pre-nuptial Agreements: A Double-Edged Sword in Love
Stretch My Penny
by stretchmypenny
1y ago
One of the happiest times in life is the period when you find true love and prepare to get married. However, it can also be extremely stressful. Choosing the right partner is the most important financial decision in your life even more important than your home!  According to US Census Bureau 2021’s data of US Marriage and Divorce Rates, the ratio of divorces-to-marriages is ~46%. The statistic is even higher for second and third marriages.  As a result, many financial advisors may suggest a prenuptial agreement before the wedding.  In this blog post, I will share my experience ..read more
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3 Valuable Reminders To Be Careful When Investing for 2024
Stretch My Penny
by stretchmypenny
1y ago
Over the last few weeks, several catalysts are signaling that we may be entering a new bull rally.  The positive June CPI print, improving US-China relations, and the future of AI are all positive momentum drivers supporting market sentiment. However, these factors could change very quickly. As early retirees with most of our wealth in the stock market, my wife and I need to be cautious about how we manage our investments. In this blog post, we share our opinions on how we are approaching our equities portfolio through 2024. Disclaimer: Please note that the content below are our opinion ..read more
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Considering Private School: What to Know and How to Decide
Stretch My Penny
by stretchmypenny
1y ago
Most parents agree that their child’s education is critical to their success in the future.  However, in certain parts of the country, parents have been dissatisfied with our public school system and turning towards private school. Parents have complained that the quality of the curriculum is either no longer sufficient or schools are inappropriately shaping their child’s societal values (e.g., banning books, anti-LGBTQ rhetoric, gender identity).  Additionally, parents now question whether board members have too much influence on determining the curriculum and certain topics should ..read more
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Luxury or Affordable Investment Properties: How to Decide Which One Is Better
Stretch My Penny
by stretchmypenny
1y ago
Investing in physical real estate provides many benefits which include passive income / cash flow, appreciation, tax advantages, control and the opportunity to leverage your equity. However, there are many types of investment properties (e.g., high-end and affordable) to consider. In this blog post, we will discuss the upfront planning considerations as well as the pros and cons for high-end vs. affordable properties. Disclaimer: Please note that there is no right or wrong approach as each investor’s objectives and preferences will vary. In fact, the decision may greatly be influenced by the ..read more
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How To Determine if Private Equity Makes Sense for Retail
Stretch My Penny
by stretchmypenny
1y ago
Are you currently considering adding private equity to your investment portfolio?  Private equity has recently become the most popular alternative asset class for wealthy investors given its ability to provide higher returns, lower volatility, and diversification away from public markets.  Bain recently reported that retail investors represent ~50% of global assets under management, but only ~16% of alternative investments. This disparity in opportunity has led brokerage firms to develop private equity offerings targeting retail investors. In this blog post, we discuss private equit ..read more
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