Tag: Long Term Planning
Setting SMART Goals: From New Year’s Resolutions to Real Retirement Readiness (Ep. 104)

Setting SMART Goals: From New Year’s Resolutions to Real Retirement Readiness (Ep. 104)

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Big goals often feel exciting at the start, but how many actually make it past February? What separates the intentions that fade from the habits that last?

In this episode, Josh Leonard breaks down the SMART goal framework and shares his personal goals for the year, from conquering Pittsburgh’s Dirty Dozen bike race to building non-negotiable daily habits. He explains how this same intentional approach applies to retirement planning and why clarity creates confidence when preparing for your next chapter.

Key points:

  • How the SMART framework turns vague resolutions into achievable goals with clear benchmarks and timelines
  • Josh’s three major goals for the year and the specific training, habits, and preparation each requires
  • Why knowing your monthly expenses is the first step in any meaningful retirement plan
  • How hobbies and projects in retirement create purpose beyond simply not working anymore
  • The importance of aiming high and tracking progress, even when life gets in the way
  • And more!

Resources:

Connect with Josh Leonard: 

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How a 60-Mile Mountain Bike Race Reinforced the Power of Intentional Living (Ep. 103)

How a 60-Mile Mountain Bike Race Reinforced the Power of Intentional Living (Ep. 103)

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Big goals often look simple until you are in the middle of them, tired, uncertain, and second-guessing everything.

How do you stay steady when the plan shifts? How do you prepare for the parts you cannot predict?

In this episode, Josh Leonard shares how a grueling 60-mile mountain bike race deepened his view on preparation, mindset, and the importance of thinking ahead. He talks about the parallels between physical endurance and retirement planning, the value of support systems, and how steady habits create a more intentional life. 

Key points:

  • Planning missteps that made the Austin race tougher, and why preparation shapes outcomes
  • How heat, hydration, and equipment choices influenced the long ride and its lessons
  • Why support systems matter when facing difficult moments or big goals
  • How intentional preparation mirrors the steps needed for retirement planning
  • The value of seeking growth at every stage of life and staying engaged
  • And more!

Resources:

Connect with Josh Leonard: 

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