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Monday, November 4, 2024

What is success in my 50s?

A follow up on “What are some smart moves a 22-year-old can make as soon as he/she starts earning?” That article stopped at the age of 50s. At the time I wrote it, it was hard to think beyond being work optional financially. Now, I’m in my 50s, it’s time to revisit that question. I think the key challenges in the 50s are

  • Identity and habits beyond work and career
  • Growing financial uncertainty and changes
  • Lost of social connection and greater family distance
  • Medical and mental challenges

There is no single quantitative definition of success, I wanted to have a more holistic multiple pillar definition of a good life. Here is my attempt to define my ideal outcome in my 50s using Objective Key Result (OKR) format. 

CAPVee - 4 Holistic Pillars 

Meaningful Community - Build meaningful and new bonds with people that matters

Joyful Activity - Discover my avocation with purpose and joy to use my remaining time 

Worry-free Prosperity - Develop and execute on a plan to preserve and endow the family wealth

Sustained Vitality - Rejuvenate and sustain my health


Meaningful Community - Build meaningful and new bonds with people that matters

  • Renew - (1) Daily quality time with family and spouse, and (2) reestablish former friendships
  • Explore - (1) Guide kids to the next major milestone of their life, and (2) establish new social connections via clubs and networks

Joyful Activity - Discover my avocation with purpose and joy to use my remaining time 

  • Grow (my mind and heart) - (1) Read X books per month, and (2) Travel to X new regions per years
  • Give (Betterment of others) - (1) Find a volunteer opportunity, and (2) Teach.  


Worry-free Prosperity - Develop and execute on a plan to preserve and endow the family wealth

  • Preserve (execute retirement financial plan) - (1) manage expenses within 20% margin of safety, and (2) grow passive income to 50% of expenses 
  • Endow (safety net for future generations) - (1) review will and trust, and (2) establish family council. 


Sustained Vitality - Rejuvenate and sustain my health

  • Rest - (1) High quality sleep on a regular schedule, and (2) reduce coffee intake to acceptable levels. 
  • Rejuvenate - (1) Met all medical and blood test result range, and (2) be pain free 
  • Mindfulness - (1) Learn to let go, and (2) practice gratitude and meditation 

There is a lot here, and I have a full decade to accomplish it all. :) 

What's your idea of success as you age? 

Ricky

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