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What you find "fun" evolves throughout life, from carefree travel to challenging career achievements. The key indicator that you're doing the right thing is finding joy even in the difficult parts ("joy in the suck"). This suggests that fulfillment is found in embracing stage-appropriate challenges.
If a pursuit you value becomes a "joyless grind," it's a signal that you're overscheduled or spending too much time on superfluous tasks. Use this feeling as a cue to re-evaluate and refocus on the "main thing."
Worldly proxies for success like money, power, and fame are finite and can be traps that lead to burnout. A more sustainable North Star is the feeling of "abiding joy"—a generative energy that increases the more you tap into it. This feeling signals you're on the right path.
To find your true calling, divide your life into five-year increments. For each block, list what you loved doing and what others said you excelled at. The seven or so themes that repeatedly emerge point directly to your core purpose and passion, which often get lost in the pursuit of money.
Instead of viewing a career as a climb in seniority over time, frame it as a journey of happiness or contentment. This mental model, plotting happiness on the Y-axis against time, prioritizes enjoying the process and making choices aligned with personal values over simply chasing the next promotion.
Chasing visual markers of success (cars, houses) often leads to hollow victories. True fulfillment comes from defining and pursuing the *feeling* of success, which is often found in simple, personal moments—like pancakes on a Saturday morning—rather than glamorous, external accomplishments.
Passion isn't just about enjoyment; it's about an innate drive to learn. The best indicator that you've found your calling is when the process of acquiring new skills and knowledge in that field feels like a hobby, not work.
To counteract the risk of complacency from achieving happiness, redefine it. Instead of viewing happiness as a pleasurable state, see it as "the joy you feel moving towards your potential." This frames happiness as an active, forward-propelling force, not a static goal that encourages stagnation.
Instead of a fixed long-term plan, orient your career around pursuing what genuinely excites you in the moment. This approach leads to a more authentic and fulfilling professional life, even if the path appears random from the outside. Stay open and wait for the excitement to appear, then commit fully.
Your body provides clear feedback on your life path. Activities that make your heart "light up" are in alignment, while those causing discomfort (like stomach aches) or requiring stimulants to "grind through" are likely misaligned with your highest expression.
It's easy to want the results of success (the 'life'), but you must genuinely enjoy the daily process (the 'lifestyle') to persevere. If you aren't willing to pay the price of the day-to-day grind, you won't stick with it long enough to achieve the outcome.