If You Want Financial Freedom You Can’t Ignore This (Parts 1 and 2)

We avoided estate planning for a long time; here’s why you shouldn’t. Without an estate plan, you’re giving over the control of what happens to all your assets to others. In part one of this two-part series, Eric + Jason talk about what they did to – finally – get their respective plans in place. Topics discussed in this episode include the elements of estate planning, why people delay + how to get started, living trusts, and taking care of your heirs. Don’t be like those who put this off “until they’re older”: join us now for the first episode of this two-part series.

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.

Part 1

Part 2


Show Notes

Essential Background: If you’re not familiar with our family situations, check out our earlier videos where we’re joined by our spouses (part 1 and part 2), and the recent episodes about our kids (part 1 and part 2). Note that each is a two-part series, and separate links are provided for all videos.

Estate planning FAQs: After viewing these videos, you’ll be better equipped to ask deeper questions about your own estate planning needs. We found this resource from the American College of Trust and Estate Counsel (ACTEC) to be really helpful. All of the high level topics discussed in our series are covered here.

What is a trust? This Investopedia article is a good starting point for clarification on the different types of trusts and other pertinent details. This is a subject where it’s easy to fall down a very deep rabbit hole, and having a good foundation first is always helpful. Be sure to research the particulars of your state or country as well, as things differ substantially.

Advanced care planning is an essential element of estate planning, and one we touched on in part 1 and expand upon in part 2 of this series. Thinking through your own preferences can be difficulty, but planning for them is vitally important.

Umbrella Insurance is among the most important (and least expensive) tools available to protect your assets. These policies sit on top of your existing liability coverage (auto, home, etc) and extend it. To learn more about umbrella policies, check out this Investopedia post.


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

Our FIRE Portfolios Are Down 20%, What Now?

How has the recent market downturn changed our plans? Jason + Eric candidly discuss their pre- and post-FI moods in this volatile time. Learn what they’re doing and thinking about right now as Jason nears the two-year post-FI mark and Eric contemplates pushing his 2024 FI date back.

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.


Show Notes

Essential Background: Let’s start out with some definitions. Terms like correction, market crash, and bear market are thrown around casually at times and knowing their meaning is important. This Fortune article is a brief and effective summary.

Buying Stock in a Down Market is a part of show guest, Fritz Gilbert’s, post-FIRE strategy, which he discussed in a recent conversation with us. In this episode highlight, we discuss how he felt during the 2020 market decline and learn about his approach to continue buying in order to take advantage of low equity prices.

The Psychology of Money (Morgan Housel), is the book Eric discussed in this episode. Subtitled “Timeless lessons on wealth, greed, and happiness”, it recounts 19 short stories “exploring the strange ways people think about money and teaches you how to make better sense of one of life’s most important topics”.

Fixed Income has an essential role to play in any portfolio, particularly as you approach your retirement date. Did you miss our two-part series on Eric’s recent efforts to change their asset allocation from 100% stock? As he referenced in the current episode, that was an important part of increasing his confidence in this down market. Be sure to check out part one and part 2 of our conversation, as well as the behind the scenes conversation Eric and his wife Laura shared on this essential topic.

Tax Loss Harvesting is a concept we’ve discussed on the show before, but haven’t dug into deeply. This Investopedia article is a good summary. In brief, TLH is an approach by which investors can sell an asset at a loss, reducing the total amount of capital gains taxes due from the sale of profitable investments. You can then use the sale proceeds to purchase a similar asset or security, maintaining your asset allocation.


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

Teaching Our Teens About FI and Money (Parts 1 and 2)

Having children comes along with many necessary expenses, but also provides a key opportunity to provide them with a solid financial education. In part one of a two part series, we tackle a topic that’s been requested many times by viewers: all things relating to kids. Topics discussed in this episode include our own financial upbringing, early attempts to teach our kids about saving + investing, the value of teens having jobs, and talking with them about FIRE. Join us for the first episode of this two-part series.

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.

Part 1


Part 2

Show Notes

Essential Background: If you haven’t watched our very first episode of Two Sides of FI which contains much of our own financial backstory, this is definitely material relevant to our discussion here.

UTMA custodial accounts may be useful investment vehicles for you to consider for your children, particularly when they don’t yet have earned income and are not eligible for a Roth IRA. These accounts are very flexible by design, and unlike with a 529 plan, the funds in a custodial account do not have to be used solely for higher-education expenses. 

529 Plans are tax-advantaged savings plans designed to encourage saving for future education costs. There are many different places that can host these accounts including but not limited to the same brokerages you may use for your own investments. Be sure to look into whether there are (tax or other) advantages in your state of residence before deciding where to invest.

Roth IRAs are well known by most viewers of our channel, but did you know there are compelling reasons to consider them for your kids? For minors, these will need to be custodial accounts just like a UTMA and most brokerages offer them.


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

Buying Bonds. Still Not Convinced I’m Doing the Right Thing! (Part 2)

I reallocated my investment portfolio, sold out of my 100% equity position and I’m not happy about it. Part two of a two-part series, you’ll learn why and how I’m making peace with it. Ensuring that your investment portfolio can fund your lifestyle for the duration of your lifespan is essential to success in FIRE. One of the most impactful elements of that is how your portfolio is constructed, or your asset allocation. In this episode, Eric discusses his desire to reduce the risk of his portfolio with Jason, and ensure he + Laura are set up for success. Topics discussed include the role of bonds + fixed income, the types of investment risk, seeking feedback from internet forums, and tax considerations. Join us for the second episode of this two-part series on Eric’s reallocation experience.

If you missed Part 1, which includes a link to a behind the scenes conversation with Eric + Laura, be sure to check it out first!

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.


Show Notes

Essential Background: If you haven’t watched our previous episodes on asset allocation (part 1 and part 2), this is highly relevant material to our discussion here.

Series I Savings Bonds (I Bonds): These assets are rightfully getting a lot of interest in the moment given their unusually high returns (for now). Get all the details via Treasury Direct. For more details, check out this recent Money Guy Show episode as well.

Investment Policy Statements (IPS) are key guiding documents for your investment portfolio. Don’t have one? Have a look at this Bogleheads wiki article for all the details that you’ll need to help put one in place.

How To Build A Retirement Paycheck:  This is the first of three great Retirement Manifesto posts on author Fritz Gilbert’s implementation of the Bucket Strategy, which we have touched on in several episodes to date. Here you’ll find guidance on how to determine the asset allocation you’ll want to have in place by the time you retire early. The other two articles in the series are linked here as well.

A Bond Tent strategy is one of the common approaches used by the FIRE community to mitigate both Retirement Date + Sequence of Returns Risks (RD and SRR in the images below). As is often the case, Michael Kitces has a great article on the topic. We couldn’t cover sufficient depth on this important topic in our episode, but this post has all the details you need. See the graphics below:


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

I Rebalanced My FI/RE Portfolio and I Hate It! (Part 1)

Eric reallocated his investment portfolio, sold out of his 100% equity position and he’s not happy about it. In this two-part episode, you’ll learn why and how he’s making peace with it. Ensuring that your investment portfolio can fund your lifestyle for the duration of your lifespan is essential to success in FIRE. One of the most impactful elements of that is how your portfolio is constructed, or your asset allocation. In part one, Eric discusses his desire to reduce the risk of his portfolio with Jason, and ensure he + Laura are set up for success. Topics discussed include the role of bonds + fixed income, the types of investment risk, seeking feedback from internet forums, and tax considerations.

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.

Pick up where part 1 leaves off with a bonus, behind-the-scenes look at Eric and Laura’s decision-making process (video below).


Eric + Laura Discuss Their Reallocation

Show Notes

Essential Background: If you haven’t watched our previous episodes on asset allocation (part 1 and part 2), this is highly relevant material to our discussion here.

Vanguard’s Principles of Investing Success is a really great read. It’s chock-full of information, including the chart showing average returns by asset mix (pp. 10) that Eric referenced in this episode. Whether you’re just getting started with investing or are very experienced, we suspect you’ll find something of value in this easy read.

How To Build A Retirement Paycheck:  This is the first of three great Retirement Manifesto posts on author Fritz Gilbert’s implementation of the Bucket Strategy, which we have touched on several episodes to date. Here you’ll find guidance on how to determine the asset allocation you’ll want to have in place by the time you retire early. The other two articles in the series are linked here as well.

Financial Independence: How Long Will It Take? We showed visuals from this Go Curry Cracker post, which highlights the dramatic impact that your overall savings rate has on determining your FI timeline. This concept is also covered in the “Principles of Investing Success” article linked above.


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

Retirement Is Nothing Like I Thought It Would Be

We all daydream about what retirement will be like, but will reality live up to expectations? In this episode, Eric and Jason are joined by Fritz Gilbert, who blogs at The Retirement Manifesto. Now nearly four years after retiring early, Fritz brings valuable experience + perspectives to this question. Our discussion goes well beyond the numbers, covering topics including finding your purpose, working “one more year”, determining your FIRE timing, and the keys to success in retirement.

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.


Show Notes

Retirement Is Nothing Like I Thought It Would Be – This is Fritz’ post that inspired us to make an episode of Two Sides of FI together. As you may have gathered from our earlier episodes, Jason completely agrees with Fritz that it’s impossible to really know what retirement is going to be like until you experience it. Now in his fourth year of early retirement, Fritz has a lot of experience to reflect upon and we’re grateful that he’s chosen to share it with us.

Keys to a Successful Retirement – As we discussed in this episode, Fritz recently wrote a book capturing lessons he learned on his retirement journey so far. His own description of the book is a really apt summary: “Covering topics like finances, embracing your passions, and dealing with feelings of aimlessness, grief, and depression that may crop up, this in-depth guide to retired living answers all the burning questions you want to ask—as well as those you’re afraid to. Take a complete look at your newfound freedom and explore what it really means to have a successful retirement.” We highly recommend it!

In this episode, we referenced a number of different blog posts Fritz wrote that we found useful, inspiring, and impactful. Please be sure to check them out:

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.” This project is clearly an important part of their lives and we’d recommend you check out the great and impactful work they’re doing together with their volunteer community.


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

Financial Independence, Retire Early…Go Back to Work?

Discussing the concerns, worries, and interests occupying our thoughts right now. A temporal look from their respective sides of FI, Eric and Jason discuss a new job prospect, while Eric is a little too focused on saving to achieve FI. They probe ideas about how “vacation time” is different post-RE, as well as their current favorite podcasts and books. 

Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.


Show Notes

Eric’s “NOW” page @ 30X40 Design Workshop is where you’ll find links to some of the things that are inspiring Eric right now in his studio: tools, books, YouTube channels, podcasts and more. This includes links to the content he referenced in this episode.

Jason’s reading list – Here’s a list of all the books he’s read recently, is currently reading, or are up next. This is an example of a simple Notion page where you’ll find links out to learn more about these titles. Simply click on the triangles to the left of each section header to expand the respective lists.

Tenet was one of Jason’s favorite movies of 2021 and the link will take you to the film’s website. This movie can be a little challenging to wrap your brain around at times, so be forewarned. But once you get comfortable with “how the world works” in Tenet, it’s a really wild ride. It’s also visually stunning, so watch it on the largest screen you can. At the above linked you’ll find paths to digital copies and other purchase options. Depending on your region, you may also find it streaming on HBO or HBOMax, and potentially other services.


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

Financially Independent. Retire Early? Let’s Discuss!

You’ve reached financial independence, but are you really ready to retire? Join us as we discuss what FIRE means to us, why traditional retirement isn’t very interesting, and the challenges of speaking to friends and family about it. Whether you’re already on the FIRE path or simply interested in learning more about it, Eric and Jason bring perspectives from the two sides of financial independence.


Show Notes

You can find information on the tools we mention in the episode along with additional information in the Resources section of this site! To navigate to this material at any time, just click the menu button at the top of any page on the site.

Two Careers, Two Paths to Financial Independence

Our path through life is heavily influenced by the career choices we make early in adulthood. Learn how we leveraged our chosen professions in science and architecture to chart our respective paths to achieving financial independence. One of us employed a job “leveling up” strategy to accumulate wealth, while the other started their own business and became a successful content creator. There’s a lot to learn from our journeys and we walk you through how we did it!


Show Notes:

Given the length of our episodes, it’s impossible to cover all of the depth we’d like on any topic. As a follow up to this installment, Jason wrote a blog article diving into his “career leveling up” strategy. The piece concerns how he approached advancement in the workplace. Irrespective of your own FIRE status or chosen career, we believe you will find information you can use!

You can find information on the tools we mention in the episode along with additional information in the Resources section of this site! To navigate to this material at any time, just click the menu button at the top of any page on the site.