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Jonathan R. Bailey

Jonathan R. Bailey

Writer and entrepreneur - serving at the intersection of Spiritual Formation and technology. Co-founder at Dwell + Board Chair at Renovaré. jonathanrbailey.com

Photo by rawpixel on Unsplash

The Yearly Check-in

2 min readAug 5, 2018

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“If we were to uproot only one vice each year, we should soon become perfect.”
— Thomas à Kempis

“The smallest good act today is the strategic point from which, months later, you may be able to go on to victories you never dreamed of.”
— C.S. Lewis

“Failing to plan is planning to fail.”
— John Wooden

“Not getting discouraged as we grow is itself an act of humility.”
— Roberta C. Bondi

Restructuring
How do I need to restructure my calendar, time, commitments, etc?

Resolutions
What few things do I want to resolve to do this year?

Goals
Any goals I create should be SMART: specifc, measurable, achievable, relevant, and time-bound.

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Questions to answer:

  1. What book do I need to read in January to jumpstart my goals?
  2. What spiritual discipline spawned the most virtue this past year?
  3. How do I need to restructure my daily or weekly rhythm to flourish more?
  4. How did I perform this past year? Did I achieve my goals? Did I overestimate?
  5. What part does Lent play in my resolutions for this coming year?
  6. What is something that feels like it is productive in the moment, but usually ends up wasting time / energy / resources?
  7. Think about your roles: spouse, parent, and person. Is one out of balance? Can you correct it?
  8. What do we need to work with kids on? What new chore or activity should we be doing?

Plan Your:

  1. Calendars: Plan one year in advance. Get down all the major travel plans.
  2. Purchases: Create a list and prioritize.

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Jonathan R. Bailey
Jonathan R. Bailey

Written by Jonathan R. Bailey

Writer and entrepreneur - serving at the intersection of Spiritual Formation and technology. Co-founder at Dwell + Board Chair at Renovaré. jonathanrbailey.com