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Joined 2 years ago
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Cake day: July 3rd, 2023

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  • To challenge you slightly: what are your tax reasons for focusing on dividends? People commonly misunderstand the comparative tax implications of dividend vs total return investing. In most cases focusing on dividends is suboptimal both in terms of return and diversification.

    Zooming out, there’s key pieces missing here: what are your goals with your investing? What is your current financial situation?

    My blanket advice for generic scenarios would be:

    • If your taxable brokerage position isn’t large, consider building an emergency fund of 6-12 months
    • Pick a simple, diversified, and easy to automate investment allocation (eg. a three fund portfolio)
    • Outline your goals, investments are a means and not an end unto themselves
    • Sketch out a rough path from today to your goal so you’re not navigating blindly

  • A mega backdoor Roth involves putting money into an “after tax” (not Roth) 401k account and then rolling it over into Roth either within the 401k plan or to an external Roth IRA. It can mean an extra $25k+ in Roth on top of what you’re already contributing to the 401k. Most plans do not offer the features necessary to do this.

    Assuming tax policy stays the same, you’d probably lean traditional if you expect your income to be lower in retirement but you’d also want to consider tax diversification. Another aspect is that Roth IRAs will allow you to take contributions back out tax and penalty free before retirement which can be useful if you planned on retiring early.


  • Apologies, I didn’t intend for this to turn into a wall of text, but I’m posting it anyway. 😅

    Usually Roth vs traditional comes down to a judgement call on whether you think it’s more advantageous to pay your marginal tax rate now vs your marginal tax rate in retirement. The optimal answer is unknowable without knowing the future, so you make an educated guess.

    People early on in their careers (especially, but not exclusively, where they expect to earn significantly more later) or those who feel that tax rates will be significantly higher in the future during their retirement vs now (eg. you believe taxes are at historic lows and will rise) will often opt for Roth accounts.

    Conversely those in a high marginal bracket now who expect to have significantly lower taxes in retirement will often opt for traditional. Indeed if you’re a high W2 earner a traditional 401k is one of the few tax breaks you get.

    There’s also something to be said for tax diversification: we don’t know what tax policy will be in the future nor what your income will be in retirement so you can hedge the risk of guessing wrong by putting funds in both Roth and traditional retirement accounts.

    People looking specifically at backdoor Roth are usually those who aren’t otherwise eligible to contribute based on income limits.

    People looking at mega-backdoor Roth are just lucky (both to have a 401k plan that offers it and to have the money to leverage it).

    Regarding a financial advisor: it’s entirely possible to get one-off financial advice for a fee instead of an ongoing commitment or having them manage your assets. The key is to look for a fee-only fiduciary that offers consultations (checkout napfa.org) and not financial “advisors” at banks, brokerages, insurance companies, etc. Those guys aren’t guaranteed to be bad, but they most often double as salesmen who get commission and have a conflict of interest at best.










  • I just updated my annual spreadsheet (haven’t been on top of it) and some “fun” facts that no one asked for:

    • Our portfolio almost covers my base salary at a naive 4% withdrawal
    • Our net worth is 81% of total lifetime gross earnings
    • My pay at my current job has increased an average of 20% annually over the last decade (with considerable volatility)
    • My pay this year is almost 7x more than my first job out of college (inflation adjusted)
    • Our highest earning year was 4 years ago
    • Our net worth has increased a bit over 6x since I heavily got into FIRE
    • My 401k is worth just under double the gross contributions