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ARTICLE 22

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Why Taxes Feel Random

Founder, the problem isn’t that you don’t understand taxes.
You’re confused about when profit gets taxed.

Cash accounting records income when money hits your bank.
The IRS taxes income when you earned it, even if you haven’t been paid.

That mismatch is why founders feel blindsided.

Here’s what it looks like in real life:

You finished a big project in Dec, but didn’t get paid until Jan.
Cash says: “No revenue yet.”
IRS says: “Actually, you earned that last year.”
➡️ Surprise tax bill.

You purchased inventory in Oct, but you won’t sell it until next year.
Cash says: “Huge expense this year.”
IRS says: “Nope. Inventory is an asset, not an expense yet.”
➡️ Profit looks higher than cash feels.

You collect deposits long before doing the work.
Cash says: “Big revenue month!”
IRS says: “Whoa… that’s not earned yet.”
➡️ Taxable income appears when work is done, not when cash arrives.

Your taxes aren’t random.
Your cash method is creating illusions about when things happened.

That’s the pain accrual accounting solves.

It removes the distortions that make taxes feel unfair, unpredictable, or out of sync with reality.

SO… DOES ACCRUAL SAVE YOU MONEY ON TAXES?

 Let’s be direct.
Accrual does NOT lower your total taxes.
✔️ But it CAN change when you pay taxes.

Sometimes sooner. Sometimes later. 
That timing power is the real benefit.
Let’s make it real.

1️⃣ The Late-Year Client Win (Pull Expenses Into This Year)

You close a major client in December.
Big revenue hits this year, but the work spills into next year.

With accrual, you can intentionally pull forward legitimate expenses tied to that project:

  • Contractor deposits, materials, software, inventory, travel, or setup costs

Why it matters:
You reduce this year’s taxable profit. The tax bill reflects the work and cost structure, not the cash timing.

2️⃣ The Slow First Quarter (Make Seasonality Predictable, Not Painful)

Every year, you run hot in Q4 and quiet in Q1.

But cash accounting twists that pattern:

  • Q4 looks too profitable (next year’s expenses haven’t hit)

  • Q1 looks awful (ALL those expenses land at once)

  • Your tax bill is based on inflated profit

  • You start each year financially underwater

Accrual fixes this by placing the Q1 expenses into the year they support.

Why it matters:
Seasonality stays. But the distortion disappears.
Your first quarter finally starts clean, and your tax bill reflects reality.

3️⃣ The Entity Change Year (Strategic Timing Before an S-Corp Switch)

You’re switching from LLC to S-Corp next year.
That changes how your profit is taxed.

Accrual helps you:

  • time expenses into the current year before switching

  • time revenue into next year if the work isn’t completed

  • avoid paying tax under the old structure for profits earned in the new year

Why it matters:
Your tax position reflects the structure you want, not the one you’re leaving.

The Real Advantage

Accrual won’t cut your tax bill. But it lets you decide which year the bill belongs to.

That control turns tax season from a jump scare into something predictable, plan-able, and calm.

Simple clarity beats surprise every time.

Community Note

Every founder wrestles with tax confusion.
But most wrestle quietly, thinking they’re the only ones.

You’re not behind.
You’re not alone.
You’re just seeing timing clearly for the first time.

At NestLedger, we believe in shared clarity.
When one founder gets a breakthrough, the whole community rises.

📣 Add Your Voice to the NestLedger Playbook

Share one sentence: “What part of tax timing finally clicked for you?”

Your insight becomes a resource for every other founder stuck in the same tax fog.

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We rise by getting clearer together. Until then, breathe easy, Founder.
NestLedger (by ProfitNest) 🪺

Teaser for Next Issue:
👉 Coming up in the next NestLedger: Financial Forecast

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