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Experience with financial planners
As Iâm starting to write more about early retirement, I think more and more about financial planners and advisors Iâve talked to along the way. The first financial planner I ever talked to (whoâs been now fired from a role of my financial advisor and promoted into a position of friendship) reminded me about the beginning of the journey after reading one of the FIRE articles Iâve posted earlier this month.
Iâve talked to half a dozen financial planners over the past 5-or-so years. Some of those conversations have been very influential, and some have been more aggravating than anything else â but it was a net positive experience for me.
The aforementioned financial advisor Iâve had the pleasure to talk to was a colleagueâs spouse. Iâve voiced my interest in early retirement, and we decided to sit down and run through a financial overview.
Iâve learned a lot from this meeting, and the advisor helped me frame my knowledge, and fill in the gaps for everything Iâve learned on the Internets. The biggest value came from leveraging tax-advantaged accounts and employment benefits: maximizing 401(k), IRA, and HSA contributions, leveraging IRA backdoor and 401(k) megabackdoor (I just talked about these in detail in âAccessing retirement funds earlyâ). We discussed fund selections, risk profiles, and even touched on housing. It was great to have an opportunity to have someone who knows what theyâre talking about answer all the questions that built up over the years.
The conversation had profound impact on my initial portfolio and investment strategy, and set pace for early retirement planning. With the confidence of having my plan and assumptions validated, I went on with my investments (employing the âslow, boring and steadyâ strategy, if youâre interested).
After some time said colleague and his spouse became our family friends: and I donât much care for doing business with friends.
After that experience, I struggled to find the person I would work with for a prolonged amount of time.
At some point I thought I found âmy guyâ: a financial planner who was familiar with early retirement, and was eager to do additional research for just about any topic I could ask. Unfortunately for me it didnât take long for âmy guyâ to soar through corporate ranks and get promoted past working with individual clients.
This is where the cracks started to show. For many financial planners, early retirement refers to age 55. And that makes sense â retirement in your 30s is such a niche topic! Most financial planning tools donât account for this. Things like tapping into 401(k) or IRA balances before age 59 1/2 is not something supported by the rigid financial projection tooling.
Your typical financial planner will not be intimately familiar with the intricacies of early retirement â or any other niche topics for that matter. And thatâs okay. Because financial professionals still know their shit â and itâs much easier for them to make professional judgement about things your smart ass found online.
The best financial planners I talked to were willing to listen and put in work outside of our calls. Those folks would understand my concerns, supplement their answers with research, and come back with educated opinions.
A model that works for me is providing my questions and concerns in advance of the call, giving the advisor time to research niche and domain specific questions.
Financial planners worked for me especially well for two purposes:
- Confirm that my understanding of something is correct.
- Tell me about things I donât know or havenât thought about.
This is where a financial planner pointed out that I misunderstood 401(k) contribution limits, or didnât consider implications of varied cost of health insurance in retirement. This is the person I bombarded with an hour worth of questions about my auto insurance or the need for umbrella policy.
One time fee advisors worked best for me. I know some folks who moved assets under management for a certain percentage of those assets in fees, and are now trying to get out. This worked okay for them early on, but ended up not being what they want as they became more financially savvy. And it turned out to be oh-so-expensive in the long run.
And there are many things I had to watch out for along the road. Some advisors Iâve talked to seem to have no idea what theyâre talking about, and just sound misguided. And itâs not solely my opinion - sometimes I would write down something a person would say, ask for independent opinion, and get back âWhat drugs are they on? I would like some of that!â
Thereâs also the question of their interest.
Some financial advisors might be inclined to sell things like lucrative whole term life insurance, and while in certain cases itâs appropriate, it might not always work for all individuals. But it sure as hell pays well for those advisors, so itâs hard to fault them for peddling the insurance.
The United States has a fiduciary system thatâs supposedly requires a planner to work in your best interest (I personally learned about it from this Last Week Tonight show episode).
If youâve done a lot of your own research (and especially if you havenât) â it certainly wouldnât hurt to talk to professional and review your decisions. Someone who has an idea of what theyâre doing can go a long way in making sure youâre not heading down the wrong path â and if you are â youâre doing it with full awareness of the trade offs youâre making. Just be mindful of pitfalls when doing so.
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Journaling for work-life balance
When writing about snippets at Google earlier this week, I omitted a fairly important bit: how lists and journaling help me create distance between work and life. This became especially relevant in the pandemic, as I had to work with my therapist on being able to mentally disconnect.
I wrote about my strained relationship with ToDo lists before: all the way back in 2014. Back then I focused on moving away from a monolithic ToDo list, and focusing on just a few major things Iâd like to accomplish each day. I continued to do this, but with some changes to my philosophy.
Iâm back to keeping a ToDo list, but itâs a bit more complex than a single list I used to keep. I split things I care about by days, weeks, and months, and I review these lists regularly.
Last year I learned about bullet journaling, often shortened to âBuJoâ. Akin to artisan coffee and avocado toast, this hipster friendly and highly marketable approach has a solid foundation. At its core bullet journaling consists of two parts. First is a consistent and simple notation for tasks, notes, and events: some simple guidelines on how to document what happened, what will happen, and what you need to remember. Second part is a rule set on organizing these lists: daily and monthly notes, custom logs, and so on.
I rigorously keep daily notes about work, meeting annotations, records of important thoughts and ideas, and things I need to do (or have already done). This helps me leave work at work â or more precisely leave work in a journal. Once itâs closed - Iâm done for the day. Everything I need to think about is written down, and thereâs no need for my mind to wonder back.
Some weeks I omit note taking, and the contrast in my well-being is jarring. My mind wonders back to the events of the week, and I even have trouble sleeping some days. And no one wants to dream about work â Iâm sure as hell not paid enough for that.
Another technique I picked up from the bullet journal keeps me from getting overwhelmed and keeping focus. BuJo advocates for regular migration of ToDo items â meaning that you should be crossing out and rewriting the same thing over and over again, day by day, week by week. At some point it becomes either to either do something about those ToDos, or choose not to do them altogether. Either way, itâs a huge weight off my shoulders.
And this is where the aforementioned snippets come in. At the end of the week, all I have to do is go through the weekly set of notes, and transcribe noteworthy bullet points. Thatâs the time I take to look back at my week, migrate tasks I choose to revisit at a later date, or cross off tasks I choose not to do.
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Communicating via snippets
Iâve learned a lot of cool things during my tenure at Google.
One of those things are snippets. Google (and from what I hear other Silicon Valley giants as well) utilizes a system of snippets: a transparent and widely accessible set of weekly notes. Itâs not mandatory, and some groups use it more often then others. Sounds ordinary, but I think itâs a lot more interesting then that.
Communication and visibility is one of the major challenges in any paid creative work, but itâs especially important in software engineering. Engineers often settle on tasks they know nothing about: tasks are hard to measure and estimate. This makes it even harder to communicate progress broadly.
There are ways around this communication barrier â regular standups or periodic reviews come to mind. But thereâs a better (although not necessarily exclusive), more asynchronous way to communicate and increase visibility. Enter snippets - a condensed list of what happened with you and your colleagues last week, delivered straight to your inbox.
Every Friday, an email notification reminds you to fill in weekly snippets. These snippets might look something like this:
- Project X
- Authored a design doc (link), sent for a review
- Discussed roadmap with stakeholders A and B (notes)
- Debugged issue Z, to no avail (link)
- Project Y
- Cleared backlog for the past 6 months
- Attended a summit about G
- Had 1:1s with C, D, E, and F
On Monday, an email goes out compiling our teamâs snippets in a single digest. Skimming through snippets covers any communication gaps from the past week, and raises visibility on what everyone is working on.
This system has many benefits:
- Transparency: you know what everyone around you (including higher ups) is up to.
- You actually remember what youâve done a month from now.
- All the important documents, events, and notes are linked from snippets. Snippets are are time bound, which makes these documents easy to find.
- Teammates and managers can always check snippets to get an idea of progress on certain efforts.
- You manager (whoâs hopefully your biggest ally when it comes to career development) has a great idea of what youâre up to.
- Itâs easy to find artifacts and proof during performance reviews.
- Higher visibility of glue work (all the little things you do to keep the place running).
This doesnât have to be a particularly complex system. A running doc with notes could suffice, although email notifications remove a lot of the overhead needed. Even if the organization doesnât follow the model, I find it worthwhile to keep snippets, and to share them with my manager and team.
- Project X
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Accessing retirement funds early
As Iâm reentering a society after the pandemic, I had the pleasure to chat with a family friend about early retirement strategies. One of the many topics that popped up was about accessing age-locked retirement funds - namely 401(k)s and IRAs. Conventional wisdom is that these account stay locked until you hit a certain age, but funds from these accounts are accessible as long as youâre ready to jump through some hoops.
I put together this post to test my understanding of the subject, so please let me know if thereâs something I misunderstand. I used the IRS and the United States Code websites as the sources of truth, and I link to each throughout this piece. The links are likely to get out of date within a few months to a year though, so donât hold your breath for those.
This article is for retirement accounts in the United States only.
Tax-advantaged accounts
There are 5 tax-advantaged retirement vessels that Iâm somewhat familiar with:
- Traditional 401(k)
- Roth 401(k)
- Traditional IRA
- Roth IRA
- HSA
These are not the only tax-advantaged accounts out there for different employment situations, but I think these are fairly common. Hereâs a quick reference for each with some stats as of June 2021:
 401(k) Roth 401(k) IRA Roth IRA HSA Employer-sponsored? Yes Yes No No Sometimes Allows for employer match? Yes Yes No No Yes Tax-advantaged contrib. limit $19,500 + match $19,500 + match $6,000 $6,000 $3,600 Total contrib. limit $58,000 $58,000 $6,000 $6,000 $3,600 Contrib. increase at age 50+ $6,500 $6,500 $1,000 $1,000 $1,000 (55+) Taxation Deferred Exempt Deferred Exempt Exempt/free Withdrawal timeline 59 1/2 59 1/2 59 1/2 59 1/2 or 5 years Qualified/65 Mandatory withdrawal 70 70 72 N/A N/A Early withdrawal penalty 10% 10% 10% 10% 20% I dig into each a little bit more below.
Traditional and Roth 401(k)
401(k) is an employer sponsored plan: it allows you to invest in a choice of funds selected by your employer. 401(k) often comes with an employer match, which allows the employer to contribute additional amount on top of the tax-advantaged contribution limit. At age 50, you can contribute additional amount in âcatch-up contributionsâ.
There are two limits for 401(k) plans: the tax-advantaged contribution limit (at $19,500/year in 2021, not including employer match), and the total contribution limit (at $58,000) (IRS website). You donât get any tax benefits from contributing to your total contribution limit, but itâs primarily used for â401(k) megabackdoorâ - to funnel money into a tax-advantaged Roth IRA. The limits are shared across Traditional and Roth 401(k).
From what I understand, Roth 401(k) also requires the employer match to be contributed to a Traditional 401(k) account.
Traditional 401(k) is tax-deferred, meaning you donât pay taxes on the amount contributed, but you pay taxes on withdrawal â this includes paying taxes on the principal (the investment income). In contrast, Roth 401(k) is tax-exempt. You pay your taxes in advance, and investment income or withdrawals are not taxed.
Early withdrawal penalty of 10% applies if you attempt the funds before age 59 1/2, but keep on reading to learn how to get around that. You must begin withdrawing from your 401(k) by age 70.
Traditional and Roth IRA
IRA is an individual plan which allows for tax-advantaged investments. Direct contribution limit is at $6,000, however rollovers are not capped. Meaning the above mentioned 401 megabackdoor funds donât follow the limit. At age 50, you can contribute additional $1,000 a year. The limits are shared across Traditional and Roth IRAs.
Thereâs technically an income limit on Roth IRA contributions (MAGI of $140,000 single or $208,000 married), but Traditional IRA contributions can be rolled over into Roth IRA (IRS.gov), effectively nullifying the limit. This is referred to as âIRA backdoorâ.
Just like with 401(k), Traditional IRA is tax-deferred: you get a tax refund for contributing to it, but youâll have to pay back those taxes on withdrawal. Roth IRA front loads the taxes, making earnings and withdrawals tax free.
Traditional IRA can be accessed at age 59 1/2. Roth IRA can be accessed either immediately upon reaching age 59 1/2, or after holding IRA account for 5 years. Thereâs a 10% withdrawal penalty otherwise, and you must begin withdrawing Traditional IRA contributions by age 72 (Roth IRA doesnât have the mandatory withdrawal period).
HSA
Health Savings Account is another tax-advantaged investment, but itâs not tied to the employer (however employers might choose to offer an HSA plan). HSA contribution limit is at $3,600 for 2021, which includes employer match if employer offers any. This can be increased by $1,000 if youâre over the age of 55.
HSA is effectively tax-free, meaning that you donât pay when you contribute, nor do you pay when you withdraw (but there are caveats). HSA can be withdrawn to pay for qualified medical expenses without a penalty. Reimbursing for expenses does not have an expiration date, as long as the expense was incurred after your HSA was established. You can also withdraw HSA without qualified reasons once you hit the age 65 (which is higher than 59 1/2 used for 401(k) and IRA).
Early withdrawals
Now that the basics are out of the way, letâs discuss early withdrawals from each of these accounts.
Traditional and Roth IRA
Letâs look into IRAs first, since the most common way to access 401(k) funds early leverages IRA peculiarities.
5-year rule
Iâve also heard the 5-year rule referred to as a âRoth conversion ladderâ.
The most obvious candidate for early access is Roth IRA. Roth IRA contributions (money you put in), can be accessed at any time without a penalty or paying additional taxes. Roth IRA distributions (aka the principle, or the money youâve earned) can be accessed using whatâs referred to as a â5-year ruleâ.
There are confusingly three 5-year rules when it comes to IRAs, and even more confusingly we care about two of them (the third rule deals with beneficiaries).
The first 5-year rule lets us access Roth IRA distributions within 5 years of owning the Roth IRA account. Simply enough, if youâve had Roth IRA account for more than 5 years, you can access both the money you put in, and the money youâve earned.
The second 5-year rule covers rollovers. Rollovers from Traditional IRA or Roth 401(k) need to marinate for 5 years (per transaction) before being accessible. So if you converted between your Traditional IRA and Roth IRA twice â in 2021 and 2022 â youâll be able to access the money in 2026 and 2027 respectively.
This means that Roth IRA can be accessed if you hold the account for at least 5 years, and Traditional IRA can be converted to Roth IRA (a taxable event) and accessed penalty-free after 5 years.
For example, if you opened a Roth IRA account in 2015, and itâs now 2021 â you can access all the funds at any time without paying taxes.
In a more complex example, youâd convert the Traditional IRA to Roth IRA, and access the resulting money after 5 years:
- Convert a certain amount from Traditional IRA to Roth IRA
- Pay taxes on the transaction
- Wait 5 years (for each transaction)
- Withdraw transaction amount + earnings
This works out similarly for Roth 401(k) to Roth IRA conversion (but with less steps and without taxes):
- Convert any amount from Roth 401(k)
- Wait 5 years
- Withdraw transaction amount + earnings
72(t) SEPP
72(t) SEPP (Substantially Equal Periodic Payments) can be used to sign up for a payment plan from your Traditional IRA (technically youâre able to use SEPP for your Roth IRA as well, but this will incur double taxes). This is quite a commitment, and youâll be receiving periodic payments from your IRA until you hit the age 59 1/2 (or for 5 years, whichever is longest).
For a Traditional IRA example, you can sign up for SEPP to receive $5,000 annually. This means that each year (until you turn 59 1/2 or 5 years passes â whichever is longest) you will pay taxes on those $5,000, and withdraw the difference.
Additionally, IRA can be used to pay for large medical expenses (within the same year), high education expenses, home-related expenses ($10,000 lifetime limit), and a few more niche cases.
10% penalty
10% penalty sounds large, but itâs really not a terrible choice if the other options donât work (although I donât see why they wouldnât). Given the tax-advantage growth that these assets have been enjoying, 10% penalty is not a steep price to pay. Although understandably loss aversion kicks in, and either a 5-year rule or the 72(t) SEPP sound preferable to paying the penalty.
In case with the Traditional IRA, the penalty would have to be paid in addition to paying taxes on withdrawn amount. Roth IRA only imposes a penalty if you didnât wait for 5 years since the account creation or the rollover transaction.
Traditional and Roth 401(k)
401(k) can be accessed early (before the required 59 1/2 age) in multiple ways. Both the 5-year rule (aka the Roth conversion ladder) and the 72(t) SEPP can be used to access 401(k) funds.
Roth conversion ladder leverages the ability to rollover Traditional 401(k) to Traditional IRA, and subsequently convert Traditional IRA to Roth IRA (a taxable event). Within the 5 years of that second conversion, you should be able to access the money.
For example, when getting ready for retirement, you may convert all your Traditional 401(k) balance to Traditional IRA. Then each year, you could do the following (this may look familiar from the above):
- Convert $5,000 from Traditional IRA to Roth IRA
- Pay taxes on the transaction ($5,000)
- Wait 5 years (for each transaction)
- Withdraw transaction amount ($5,000)
This works with Roth 401(k) to Roth IRA as well. Itâs simpler too, as Roth 401(k) to Roth IRA conversion is non-taxable. Convert Roth 401(k) to Roth IRA, wait 5 years, and withdraw at your own leisure.
HSA
As you may have guessed, HSA balance can also be accessed before the age 65. But it does come with a caveat.
You see, HSA allows you to pay for qualified medical expenses tax-free. No taxes on withdrawal, tax-free growth, and no taxes when paying out. However, these qualified medical expenses donât expire. As long as you had an HSA account at a time of medical expense occurring, you can get a refund on that medical payment.
This is something that weâre doing â banking medical receipts (which isnât hard, given the overpriced American healthcare system) to cash in at a later date.
Thereâs a number of ways to access retirement accounts in the United States. Be it through Roth conversion ladder, 72(t) SEPP, or even by using old medical receipts. And now I have somewhere to look back to once I inevitably forget how any of this works.
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How I write
I donât blog consistently, and Iâm still struggling to find my voice. I find writing difficult for many reasons, especially when it comes to identifying topics worth writing about. I want to bring a combination of passion, expertise, and a fresh perspective into a topic â which makes finding a theme to cover challenging. To top it all off, English is my third language. Getting the content to flow well is difficult, and I donât always have the ear for it.
In contrast, I find it straightforward to write once I know what to write about. In part due to the volume of writing I have to do for work: as a technical lead at Google I routinely use extensive design documents to communicate my ideas. I also wrote a book once.
I found a set of techniques that work well for me. I donât know if these techniques help me write higher quality material â youâll be the judge of that. But these techniques help me express ideas from my head and onto paper. Hopefully in a digestible and entertaining format.
I never took journalism 101. Like with many things in live, I found my own way of doing things: why take an easy path, when a difficult one could work just as well?
I break down writing process into a set of distinct steps. I start with some preliminary research, write an outline, do my in-depth research, write a wine draft, turn that into a coffee draft, and finally proofread the result. I try to take breaks and get some distance from whatever Iâm working on in between these steps.
Preliminary research
This is a step zero, although it might not apply to everything I write about. This is a breadth-first, âopen as many tabs as computer can handleâ type of research. Thereâs no in-depth reading at this point, and only high level information is consumed.
I picked up this approach from my wife, who is an indisputable queen of online research. I find it tempting to dig into the first source I find. Stopping myself from digging too deep helps me understand the information landscape.
For instance, when writing about financial independence in Cote dâIvoire (a topic I know nothing about) my preliminary research consisted of: a brief review of countryâs history, a list of major geopolitical events, investment landscape, and identifying trustworthy sources which could tell me more about currency stability or tax situation.
Iâve also looked for existing sources on the subject, but there wasnât any.
Outline
This post started with an outline. An outline is crucial to pacing and identifying areas of focus. Chapter summaries in a book, outlining headings in technical documents, or putting together a bulleted list for a blog post â you name it.
Outline only needs to make sense to you, and you donât have to use complete sentences. I started with the following outline for this post:
- I write a lot
- Quantity doesnât mean quality
- I donât publish most things I write
- A lot of practice with technical docs
- Outline
- Wine draft
- Coffee draft
An outline is not final, and it evolves as I write. For instance, by the time I wrote the bulk of this post, an outline evolved â something was removed, and a whole lot of things were added:
- I write a lot
- Double down on how bad I am at writing
- Quantity doesnât mean quality
I donât publish most things I write- A lot of practice with technical docs
- Double down on how bad I am at writing
- Preliminary research
- Write an outline (youâre here now!)
- In-depth research
- Write wine draft
- Write coffee draft
- Proofread the result
I like to keep an outline on the screen as I write, as it reminds me to write in context. I often jot down a brief outline when I have ideas about writing something: this way I donât have to start from scratch when I sit down to write.
In-depth research
This is where I actually read through dozens of tabs I opened during the preliminary research. This is where I spend the most of my time for topics I donât feel particularly comfortable with.
I make a point to time box research tasks. Itâs easy to go down a rabbit hole when researching a topic, and thereâs always more to learn the more you understand the subject. Putting a time limit on each research topic helps me stay on track.
Wine draft
Step 4 out of 6: this is when I start writing.
I found it near impossible to write without separating creative stream of conciousness from the editing process. The âwine draftâ is the first attempt at filling in the blanks. The grammar can be all wrong, and the sentences donât always have to make sense. Itâs not necessary for the content to flow or read nicely.
This is where the outline really helps, because writing top to bottom is generally very difficult. Filling in the blanks under the outline however is much easier. I often find myself jumping between different headings and writing a little bit here and there under each heading.
Prioritizing cadence during this step helps, as a stable writing rhythm helps me enter the state of flow. To stay in the flow, I have a wine draft authoring rule: no sentence-level editing. Moving paragraphs or headings around is fine, but changing sentences is generally not.
Thatâs the goal - get as much content out as possible, no matter how much the language rules get abused. I find it easier to edit down a boatload of content, rather than struggle to come up with the missing pieces when editing.
This is the stage when I decide if the content is not worth publishing â many of my wine drafts never see the light of day.
I find accompanying wine mandatory, but whiskey or tea works in a pinch.
Coffee draft
After the wine draft is complete, I take a break. Often couple of hours is enough to create a distance between me and the text. A coffee draft requires more focus and attention. This is when the messy draft takes shape and becomes (hopefully) readable. You tell me.
I make my way down, sentence by sentence, turning ramblings of a madman into a coherent narrative. I rearrange sentences, correct syntactic and grammatical errors, and liberally remove what doesnât contribute to the narrative. If the wine draft is particularly incoherent, I simply rewrite each paragraph one by one.
This is when I add illustrations if need be. A coffee draft is nearly the final result, barring typos and minor mistakes.
Coffee helps here, but, unlike with a wine draft, is not required.
Proofreading
The final step involves good old proofreading (unless you have a proofreader: it was great having one when working with a publisher).
I try to proofread in a different software suite, or with different fonts and colors: it helps create further distance between the content and I. For instance, I write this post in Vim using Markdown, but I proofread by reading the final preview using my blogâs visual theme.
It often helps to read things out loud too: anything you can do to change up the way you perceive the text.
And finally itâs ready to be published: ta-da! This method hasnât failed me yet, be it for writing Mastering Vim, technical design docs at Google, or blog posts like this one. Fingers crossed itâll continue working well for me.
- I write a lot