Josh ‘OG’ Bannerman

speaker

7,875 appearances 29 recordings 1 series first heard May 2026 last heard 12 Aug

Josh ‘OG’ Bannerman’s voice in public audio — every appearance, attributed to the second.

Trend

recordings per month · last 12 months

Recordings per month over the last 12 months — 29 in all, peaking in Jul 2026 with 10.

Appearances

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The Stacking Benjamins Show · Your Mid-Year Tax Checkup: Fix Problems Before They Become April's Problem (SB1878) · 3 Aug 2026 podcast

I earned $100,000 evenly throughout the year.

And then literally on December 28th, I got a check for $100,000.

Now that buys you out of that tax penalty problem to some degree, but you still have to have the withholding in by, you know, those quarterly estimated payments, which is also kind of stupid because it's not really quarterly.

And I just, I, as a taxpayer slash business owner, I,

just cannot understand how someone set this up and then called it orderly.

So horrible.

And no one has ever challenged us.

Like no one has, or maybe they have and they just don't win, but your taxes are due January 15th.

That is for Q4 of the prior year, your tax withholding payments.

I should say, uh, if you're self-employed, something like that, April 15th for Q1.

Okay.

Stands to reason that's in the ballpark, uh,

Also April 15th for any mistakes from the prior year.

Okay.

You know, kind of self-inflicted, I guess maybe, but it's a big day.

June 15th because that... Right.

And September 15th because that also...

Yeah, but then your taxes are due October 15th if you filed an extension or September 15th.

It certainly feels like that if you're a business owner, I can tell you.

So the way that you avoid the tax penalty on your personal income tax side is one of two things.

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