Yeah, great article from Jeremy. I've referenced it on this forum many times. Good stuff.
However, I think you're missing the essence of the article. There are many types of income. Most are taxed. Some are not taxed at all. Some are taxed if they are high, and not taxed if they are low.
Play with this:
https://turbotax.intuit.com/tax-tools/calculators/taxcaster/ to see how this all works, or better yet read some of the tax code to solidify everything.
Here's a summary of a few of the items you've discussed that are currently or will be part of your income stream:
Wages - Subject to FICA tax (7.65%) Federal income tax (variable) and State and Local income tax (check local listings).
Occasional Consulting Work - See wages above, but you can deduct certain expenses and add another 5-6% tax for the employer portion of FICA.
Rental income - No FICA, same federal and state rules, only net income is taxed, many possible deductions.
Roth Conversions - No FICA (you already paid FICA when you earned it), same federal and state rules
Interest (lending club/bonds) - No FICA, same federal and state rules
Qualified Dividends (not regular dividends) - Not taxed until you reach the 25% tax bracket - This is what the Curry Cracker preaches.
Long-term Capital Gains (not short-term) - Not taxed until you reach the 25% tax bracket - This is what the Curry Cracker preaches.
Short-term capital gains and regular dividends are subject to ordinary tax rates. Social security income will be taxed unless your ordinary income is under about $20K. You will certainly be paying taxes based on your plan, it's just a question of how much. The tax code as it's currently written encourages investing in domestic businesses on a long-term basis. Rental income is not subject to these magical rules.
There is nothing currently in your portfolio, or the plans you've mentioned in this thread, that fits the "never pay taxes again" model other than a slow conversion of your 401K/IRA into a Roth IRA. However, with a 17% ROI you mention, rentals provide a higher cash flow than a 4% SWR would in a qualified dividend portfolio. You will have to choose/calculate which path leads you to a quicker retirement.
Maybe you're not quite ready for FIRE since it doesn't seem like you've factored taxes into this equation. Re-run your expenses after calculating what your taxes will be, then fill the gap with an income stream.