Am I Failing at Early Retirement?

Has your shrinking retirement portfolio left you considering part-time work to ease your anxiety? Inspired by a blog post from Go Curry Cracker, we discuss BaristaFIRE, time freedom, what it means to be “unemployable”, and what work we might consider post-retirement. Be sure to see the links below for the show notes and to the blog post referenced in the video.

Show notes may be found below the video


Show Notes

Essential Background:

Failing at Early Retirement, a Go Curry Cracker blog post, was the inspiration for this episode. As we discussed in the video, in the article you’ll learn how author Jeremy took on some seasonal part-time work as a UPS driver, and what he learned from the experience.

We talked a lot about BaristaFIRE in today’s episode. The linked post from Financial Samurai is a comprehensive look at this path, and is a good primer for those seeking more information. In addition to the financial calculations provided in the article, there are numerous supporting tools available online including this BaristaFIRE calculator from Walletburst.

Volunteer Income Tax Assistance (VITA) is a great IRS program for US taxpayers who qualify for free federal tax preparation. If you’d like information on VITA including how you can volunteer like Jason is doing, be sure to see the IRS Tax Volunteers page.


You can find information on the tools we mention in each episode along with additional information in the Resources section of this site.

Never Run Out of Money in Retirement – Use This Free FIRE Calculator!

Show notes may be found below the videos

Part 1: Walkthrough of the SWR Toolbox

Do you want to avoid the biggest retirement risk? This simple to use tool will let you model your safe withdrawal rate and help ensure you don’t run out of money. In this walkthrough video, we teach you how to use this powerful, flexible, and FREE tool created by Karsten Jeske. Using the SWR Toolbox, you can ensure that you have a personalized plan that works with your own financial situation.

Part 2: Eric + Jason discuss how they’re using the SWR Toolbox and how Jason is struggling to spend as much as he can safely do in early retirement

How much money can you safely spend in retirement? In part two of this series on safe withdrawal rates, we discuss the #1 tool we’ve found to help you answer that question. Topics covered include the SWR Toolbox, our thoughts on Social Security, the challenges of spending in retirement, and how to get comfortable with increasing your withdrawal rate.


Show Notes

Download the Safe Withdrawal Rate (SWR) Toolbox

  • The Safe Withdrawal Rate Toolbox is available via Karsten Jeske’s Early Retirement Now blog. The current version can be downloaded via Part 28 of the SWR series. This is also the post where the revisions to the calculator are described. To see the history of this tool, you’ll need to go back to Part 7. We found reading both posts to be essential to really understand how the tool works. Please ensure you follow the directions in the video to make your own copy of the tool. There’s no need to email Karsten to request edit rights!

Essential Blog Posts

Safe Withdrawal Rate series: This is the landing page for the 56-part SWR series (it will surely continue to grow) for which Karsten is best known. Be sure to start with the guidance he provides on how to navigate this great but expansive content. Many essential topics are covered in the series and not all of them involve deep dives into math! While we think all of his posts are interesting, you’ll find guidance below about the specific articles we think are most important to the topic of this video – in addition to Parts 28 and 7 listed above.

In the video, we mentioned the CAPE-Adjusted Safe Withdrawal Rate tab in the Toolbox, and talked a bit about what the Shiller CAPE is. While we didn’t go into details (yet – stay tuned), there’s ample material available on the blog for you to review if you’re interested in this topic. Big ERN recently wrote several posts concerning a new “better” CAPE ratio. This article introduces the concept, while the next, “The 4% Rule Works Again! An Update on Dynamic Withdrawal Rates based on the Shiller CAPE – SWR Series Part 54” dives into details on how his SWR Toolbox can use this factor to model withdrawal rate in retirement. If you’d like to try it out, these posts will definitely help you on your way.

Sequence Risk is more important than your average return rate. Surprised? Be sure to check out Part 15: More Thoughts on Sequence of Return Risk. As mentioned in the video, SWR is overwhelmingly determined by the first 10-15 years of portfolio drawdown.

Are you the kind of person who wants all the gory details about the math underlying the SWR Toolbox? If so, you won’t want to miss Part 8: Technical Appendix. It’s got all the information you need to fully understand how Karsten’s approach works. There are also some good references at the bottom of the post on related material found elsewhere.

Did you know we’ve spoken to Karsten twice before? “What the FIRE Community Gets Wrong” was the first time he came on Two Sides of FI. We covered a lot of ground in this episode about safe withdrawal strategies – so much so that we also released a follow-up video called “Karsten Spoke, We Listened. Here’s What We Learned”. These two episodes are popular with our audience for a good reason and are definitely worth viewing for anyone interested in SWR strategies.

Our second conversation with Karsten also featured Fritz Gilbert (from The Retirement Manifesto), in a continuation of their debate about the merits of bucket strategies. In “What’s Wrong with This Popular Retirement Strategy?” we covered a lot of ground that you won’t want to miss!

Other Show Notes

cFIREsim (or  Crowdsourced Financial Independence and Retire Early Simulator) is a very popular and powerful FIRE calculator created by Lauren. We found a lot of value in this tool throughout our FIRE journey, and clearly many others do as well. In the developer’s words, “What can cFIREsim do? At its core, you can enter information in the a few simple inputs and return the basic simulation. At its most complicated, it can determine your portfolio success based on 80 individual portfolio adjustments, multiple types of inflation, multiple types of market returns, and graphically show you the results. There are many options to choose from outside of the ‘Basic Inputs’ ”

Variable Percentage Withdrawal (VPW) is another method besides CAPE-adjusted WR for allowing market conditions to influence the amount you take out of your portfolio in drawdown. As mentioned in part 2, VPW is popular among some adherents the Bogleheads approach to investing. As you’ll read at this link, this method “adapts adjustments to portfolio withdrawal amounts to the retiree’s retirement horizon, asset allocation, and portfolio returns during retirement… to allow the retiree to spend most of the portfolio using return-adjusted withdrawals. By adapting withdrawals to market returns, VPW will never prematurely deplete the portfolio.”

stickK is the app Eric mentioned to help track adherence to a goal – like keeping to spending your planned withdrawal rate. Created from a behavioral economics framework, stickK allows you to create “Commitment Contracts, [which are] a binding agreement you sign with yourself to ensure that you follow through with your intentions—and it does this by utilizing the psychological power of loss aversion and accountability to drive behavior change.” We’ve not tried this yet but this is a pretty appealing (an a little scary) idea!


You can find information on the tools we mention in each episode along with additional information in the Resources section of this site.

What’s Wrong with This Popular Retirement Strategy?

Do you worry about running out of money in retirement? How do you draw down your assets without tanking your portfolio? Eric + Jason talk with FIRE bloggers Karsten Jeske and Fritz Gilbert about the bucket strategy. Is it a reasonable withdrawal plan or nothing more than a gimmick? They discuss alternative approaches, how to generate a retirement paycheck, and the role of cash. Whether you’re interested in FIRE or on a traditional retirement path, you can’t afford to miss this episode!

Show notes may be found below the video


Show Notes

Essential Background

START HERE:

The 2023 bucket strategy showdown began with these two blog posts by Fritz and Karsten: “Is The Bucket Strategy a Cheap Gimmick?” (Retirement Manifesto), and “Discussing FIRE Bucket Strategies with Fritz Gilbert” (Early Retirement Now). These articles provide essential background to the debate about the utility and validity of the bucket strategy!

Fritz Gilbert’s Content

  • How To Build A Retirement Paycheck is the first of (currently) four great posts on Fritz’ implementation of the bucket strategy, which we discussed at length in this episode and also in prior videos. The other articles in the series are linked here too, including one he mentioned in this episode, “How to Build a Bond Ladder”.
  • A Strategy For Buying Into A Bear Market is a post which shares what Fritz learned from the 2008 financial crisis and how he’s managing today’s market volatility.
  • In this episode, Fritz mentioned his post “A Step-By-Step Guide for Your Annual Financial Update”. Within you’ll find his guide to an annual review, including a checklist he developed along with links to spreadsheets to help you implement your own process.  
  • In 2021, Fritz recently wrote a book called “Keys to a Successful Retirement” which captures the many lessons he has learned on his retirement journey so far. This is a great read for all current and future retirees. It goes far beyond the financial, and leans heavily into the social and emotional aspects of retirement, just like his blog. Highly recommended!
  • Freedom for Fido is the charity that the Gilberts started, whose stated purpose is to:
    “Free the dogs who live on chains in the North Georgia Mountains. We are a charity which provides free fencing and dog houses for low-income residents of the Blue Ridge area.” To learn more about this passion project, be sure to check out this link,

Karsten Jeske’s Content

  • Safe Withdrawal Rate series: This is the landing page for the 56-part SWR series (now; it will surely continue to grow) for which Karsten is best known. Be sure to start with the guidance he provides on how to navigate this great but expansive content. Many essential topics are covered and not all of them involve deep dives into math!
  • Has Karsten written about the bucket strategy before? Yep! In 2021 he posted Part 48 in the SWR series, “Retirement Bucket Strategies: Cheap Gimmick or the Solution to Sequence Risk? “. Be sure to check it out for all the details, including the financial modeling he referenced in today’s episode.
  • Portfolio rebalancing is an essential part of both strategies discussed in today’s video. This key topic is addressed in Part 39 of the SWR series. Rebalancing isn’t a panacea for sequence risk, but it’s certainly an important element to consider. As we’ve discussed previously, being consistent + avoiding market timing is essential.
  • A topic we didn’t hit on today but have talked about extensively in the past is Karsten’s Safe Withdrawal Rate Toolbox. We will be talking more about this powerful, free downloadable tool very soon. In the meantime, Part 28 is the post where the revisions to the original calculator are described and the latest tool is linked. To see the history of this tool, you’ll need to go back to Part 7 of the series.
  • You may have Karsten mention that Jason is using his CAPE-Adjusted Safe Withdrawal Rate strategy. Big ERN recently wrote several blog posts concerning a new “better” CAPE ratio. This article introduces the concept, while the next: “The 4% Rule Works Again! An Update on Dynamic Withdrawal Rates based on the Shiller CAPE – SWR Series Part 54” dives into details on how his SWR Toolbox can use this factor to model withdrawal rate in retirement. More on this topic soon!

Others Weigh In

Slides from this video:


You can find information on the tools we mention in each episode along with additional information in the Resources section of this site.