From Wall Street to Family Time: How I traded investment banking for vacation rentals (2026)

I traded investment banking for vacation rentals to be a good dad: A Personal Journey

In this thought-provoking article, Alex Nicoll shares his personal journey of leaving a high-paying investment banking career to pursue a different path as a vacation rental owner and mentor. It's a story of balancing work and family, and the realization that the latter is what truly matters.

Nicoll's decision to quit his job and start a side hustle with his wife, Elizabeth, was driven by a desire to be a better father. He wanted to spend more time with his children and create a business that would give them more control over their time. This shift in priorities is a common struggle for many professionals, as Nicoll highlights.

The article delves into the challenges and rewards of this career change. Nicoll's journey began with a small portfolio of rental properties, but it quickly expanded. He and his wife faced obstacles, including the impact of the COVID-19 pandemic, but they persevered and grew their business. Today, they own eight homes and have built a successful mentorship business, STR like the Best.

One of the most compelling aspects of this article is Nicoll's reflection on the trade-offs. He acknowledges the intellectual stimulation and financial rewards of investment banking but emphasizes the importance of family time. He misses the camaraderie and learning opportunities of his banking colleagues but finds fulfillment in being present for his children's milestones.

Nicoll's story also highlights the practical benefits of his new career. He can now spend more time with his parents and help take care of them. He can optimize his schedule to spend quality time with his family, something he couldn't do as an investment banker. This shift in perspective is a powerful reminder of the value of personal freedom and the impact it can have on one's life.

In conclusion, this article is a testament to the idea that success is not solely defined by financial gain. Nicoll's decision to prioritize family and personal freedom has led to a fulfilling and rewarding life. It serves as an inspiration for anyone considering a career change, reminding us that sometimes, the most valuable investments we can make are in our own happiness and well-being.

From Wall Street to Family Time: How I traded investment banking for vacation rentals (2026)

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