The Year End Spend and Planning

It’s been a banner year for me and content. I managed to blog and make a video pretty much weekly, I’ve put out more podcast episodes, and I live stream weekly too. Plus, I put out several LinkedIn Learning courses, launched Podcast Liftoff, and published a book. Keeping up with that amount of content has been an interesting challenge, but luckily it’s December. This time of year, I generally think and talk about the same topics: end of the year planning, spending, and reflection.

End of the Year Reflection

I like December because in general, it’s predictable. Work slows down and emails you send after the 20th may not be answered until the next year. It’s a practice in patience, but it also gives you time to reflect.

While I like to take the week between Christmas and New Year’s off, I still like to do some blue sky thinking. I’ll think about the projects I completed, the ones I wanted to complete but didn’t, and where to steer the ship in the coming year.

This is the first part of my end of year planning because I want to have a clear path from one year to the next. I want to tie up any loose ends, like projects that have gone on too long, or sun setting projects I started but don’t intend to finish.

End of the Year Planning

Once I look at how the year went, I’ll start planning the new year. Generally my year-end planning looks like this:

  1. Figure out my Yearly Theme based on the criteria above, as well as personal goals
  2. Define 4-5 big projects I intend to accomplish and put them on a calendar (this calendar, to be specific)
  3. Come up with a loose content plan around those projects
  4. Look over my spending for the past year and prepare my accounting so I can get it does as early as possible.
  5. Review the tools I use in my business and optimize / update.

This plan always includes implementing the direction I’m taking my podcast in for the year, which I’ll do in November to give myself time to book guests and come up with topics.

This year, I’m also being much more intentional about my blog and YouTube content. Not only did my blog get redesigned in 2020, but it’s also become a hub for all my other content. Further, I’ve made great strides on my YouTube channel, and it’s officially being monetized now.

Lastly, my affiliate income for this year shattered previous years’ income, and I want to learn into that even more.

Big Changes in Direction for 2021

I’m extra excited about 2021 because I feel like it’s going to be a very transformative year for my business. I’m changing directions significantly, and I have really good guideposts for meeting my goals and working my way into a new niche. That, along what everything I’ve learn in 2020, makes me very optimistic for the coming year.

End of the Year Spending

I have a small confession: I’m a little bit of an accounting nerd. I like looking over my books, I probably ask my accountant so many questions she thinks I want to steal her job, and I’m organize.

I have my main source for income and expenses, FreshBooks, and I have a spreadsheet with 3 different sheets: recurring expenses, contractor rates/spend, and lifetime deals highlighting what I spent, and what I save in a 3-year period.

Now, normally my expenses are a lot higher by this time because I traveled a lot in the before time. I traveled exactly once in 2020, and it wasn’t on a plane. So I’m partaking in what many other businesses do at the end of their fiscal years: spending more money1.

What I’m Buying at End of Year

I wish I could tell you I’m biting the bullet and buying an M1 Mac. The truth is I just bought a MacBook Pro in August that I’m financing on the Apple Card. So the Mac I’m “buying” is paying it off by Dec 31 (like a year ahead of schedule).

It’s likely M-series iMacs will come out in 2021, so I’m saving money for those. I’ll then probably trade in both computers for that sweet sweet Apple Silicon.

So what am I buying? Well, in accordance with point 5 of my year-end planning, I’m looking at tools I’ve used or what to use and making decisions around them. Do I want to nix them for something else, or do I want to: A) Start paying for the pro plan, or (B) Upgrade / switch to annual payments to save 20%.

Digital Tools

For example, I’ve used Airtable for years. But now that I have my VA working in there too, I think it’s finally time to start paying for it.

And Zapier, which my business basically relies on to function, is a tool I pay for monthly. I’ve decided to pay for that annually, and upgrade to the next tier up.

I’ll also consider apps that might be worth paying for here.

Analog / Hardware Tools

In the analog tools category is usually notebooks and pens, refills for my William Hannah journal, and gear.

However, I’m pretty happy with my gear setup for the first time in a long time, so I don’t think I’ll be getting any new hardware. Where I might buck that trend is smart devices for my office. Oh…and a Stream Deck XL.

Wrapping Up

I’d love to hear how you’re reflecting and preparing for next year. Let me know in the comments below!

  1. I am not an accountant, nor do I play one on TV. Don’t take this for tax advice. ?

Similar Posts

  • |

    40 and Grateful

    Last updated: October 20, 2025Today I turn 40. Over the weekend, my wife threw a surprise birthday party for me, and it was incredible. I think the cake tells you everything you need to know: It is elaborate, impressive, and uniquely me. She did an amazing job, and I was genuinely surprised for a few…

  • | |

    Recap: Year Two of Self Employment

    As I sit here writing this, I can’t believe I’ve completed 2 full years of self employment. I think another shocking revelation is I’m actually doing pretty well. This has been a strong growth year for me, and I’ve got a lot more clarity in what I’m doing, and what I need to do.

  • |

    Great Review of Apple Music Classical

    Last updated: March 30, 2023If you’re as interested in Apple Music Classic as I am, check out this great review by Kirk Mcelhearn on Tidbits: Two types of people will want to use Apple Music Classical. Those who don’t know much about classical music but want to explore it, and those who are already classical…

  • Why Kickstarter is bad for Christmas Gifts

    Don’t get me wrong. I love Kickstarter. I spend too much money there. I almost buy something everyday and have 2 projects I’m patiently awaiting the arrival of. But now that Christmas and the season of gift giving is upon us it’s important for people, especially first-time Kickstarter users, to know that the release dates are not…

  • My First Automation Didn’t Feel Like a Big Deal

    Last updated: January 6, 2025There are some events where we know the first time is a big deal. We know the first signed of the Declaration of Independence was John Hancock because the Second Continental Congress knew how important it was. We know Neil Armstrong was the first person to step foot on the moon,…

  • |

    Learn a Programming Language

    Note: This article was published while I was in my early 20s. I was much younger and dumber. Please don’t hold it against me. One of the perils of having a 20+ year old website!Over at LifeHacker, they are hosting a spirited discussion on what the programming language to learn first is. I think this…

One Comment

Comments are closed.