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Josh Youngblood

@joshyoungblood.bsky.social

270 followers 75 following 100 posts

EA, NTPI, CTRS, CRETS, Tax 💰, Tech🧑🏻‍💻 , Traveling ✈️. http://joshandtaxes.com | http://josh.tax | joshyoungblood.eth

joshandtaxes.com

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Josh Youngblood @joshyoungblood.bsky.social · 6h

You made it through tax season. The final deadline is behind you. Now’s the time to rest, reflect, and be honest about what’s not working. Some clients probably need to go. No one’s coming to save you; it is up to you. open.substack.com/pub/joshandt... #TaxSky #EA #CPA

You Survived Tax Season

Now Fix What Broke You

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Josh Youngblood @joshyoungblood.bsky.social · 5d

Today is National Coming Out Day. I don’t usually write about topics like this, but this one’s about something bigger than taxes or tech — it’s about being human. Special thanks to Natalie & Tom for their perspective. open.substack.com/pub/joshandt...

National Coming Out Day

The Courage to Be Seen

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Josh Youngblood @joshyoungblood.bsky.social · 6d

After years of chasing productivity apps, I’ve learned the truth: the yellow legal pad was right all along. #TaxSky #EA #CPA #Productivity open.substack.com/pub/joshandt...

Focus, Found in Ink

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Josh Youngblood @joshyoungblood.bsky.social · 11d

I turned 44 and decided to write about it — not taxes or tech this time, just life, coffee, clutter, and the fine art of depreciating gracefully. #TaxSky open.substack.com/pub/joshandt...

Depreciating Gracefully

44 Truths at 44

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Josh Youngblood @joshyoungblood.bsky.social · 13d

Sympathy ≠ exclusion. In Fortune-Paladino, a harassment settlement was fully taxable. Why the words in a settlement matter, and how to avoid §6662 penalties. #TaxSky #EA #CPA #TaxCourt open.substack.com/pub/joshandt...

The Fortune-Paladino Case and the Taxation of Settlements

open.substack.com

Josh Youngblood @joshyoungblood.bsky.social · 21d

Yesterday I broke down the Personal Amex Platinum. Today? The Business Platinum just got a refresh: $895 fee, $600 hotel credits, $1,150 Dell perks + more. Worth it for small biz + tax pros? #TaxSky #Travel open.substack.com/pub/joshandt...

Amex Business Platinum Gets a Refresh...

and a Price Hike

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Josh Youngblood @joshyoungblood.bsky.social · 22d

The @americanexpress.bsky.social Platinum Card now costs $895. Sounds ridiculous? It’s not. Here’s why I gladly pay it — and how I turn that fee into $3,000+ of value. 👇 #TaxSky open.substack.com/pub/joshandt...

Expensive? Yes. Ridiculous? No

Here’s Why I Love My American Express Platinum Card

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Josh Youngblood @joshyoungblood.bsky.social · 29d

$190M spent. $39M/year burned. 0 legacy systems retired.
TIGTA’s latest report shows the IRS’s modernization effort is stuck in neutral. I explain why this matters for taxpayers + practitioners. #TaxSky #EA #CPA open.substack.com/pub/joshandt...

IRS Modernization

All Spend, No Shutdowns

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Josh Youngblood @joshyoungblood.bsky.social · Sep 10

The results are in! Thank you for the feedback, you want more IRS representation, practical tech, and practice management. Plus, the prize winner and a quick tech snippet. Find out below. #TaxSky #EA #CPA
open.substack.com/pub/joshandt...

And the Winner Is…

Plus a Quick Snippet on the Best Tech

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Josh Youngblood @joshyoungblood.bsky.social · Sep 9

He never sat on the Supreme Court, but Judge Learned Hand shaped the way we think about tax planning, substance over form, and even liberty itself. His words still matter in 2025. #TaxSky #Taxlaw #EA #CPA open.substack.com/pub/joshandt...

Loopholes, Liberty, and Judge Learned Hand

If you’ve been around seasoned tax educators, you’ve probably heard them quote Judge Learned Hand.

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Josh Youngblood @joshyoungblood.bsky.social · Sep 5

Josh & Taxes just hit 1,000 subscribers!
I’m so grateful for everyone who’s read, shared, and encouraged me along the way.
To celebrate, I’m hosting a giveaway. #TaxSky #EA #CPA open.substack.com/pub/joshandt...

1,000 Subscribers 🎉 Let’s Celebrate With a Giveaway!

Today Josh & Taxes crossed the 1,000 subscriber mark — and I couldn’t be more grateful.

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Josh Youngblood @joshyoungblood.bsky.social · Sep 2

Tax pros argue about plenty of things — from pancakes vs waffles to obscure corners of the code. But one topic brings us together: we hate mortgage comfort letters. #TaxSky #EA #CPA open.substack.com/pub/joshandt...

Blow It Out Your Tubenburbles

The Truth About Mortgage Comfort Letters

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Josh Youngblood @joshyoungblood.bsky.social · Aug 28

Empathy gets them in the door. Boundaries keep you from walking out.
The people who do this work well? They lead with empathy.
The ones who last? They know when to set a boundary.
I wrote about why empathy matters — and how it can destroy you if you don’t protect yourself. #TaxSky #EA #CPA

Empathy with Boundaries

The Underrated Skill That Keeps You in the Game

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Josh Youngblood @joshyoungblood.bsky.social · Aug 26

Public Wi-Fi = unsafe.
ISPs = selling your data.

Do you still need a VPN in 2025? Yes. #TaxSky #EA #CPA open.substack.com/pub/joshandt...

The Case for VPNs

Privacy, Streaming, and a Little Bit of Stubborn Freedom

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Josh Youngblood @joshyoungblood.bsky.social · Aug 26

Looking forward to this @incite.bsky.social event tomorrow @ 1PM EST with @emdeeem.bsky.social where we talk about using an @elgato.com Stream Deck in your practice. If you aren't an InCite member, check it out! Incite.Tax #TaxSky #EA #CPA

Josh Youngblood @joshyoungblood.bsky.social · Aug 20

Thank you. ChatGPT for the win! lol

Josh Youngblood @joshyoungblood.bsky.social · Aug 19

IRS transcripts = clunky. Most software = dated.
I’ve been using @PitBullTax Transcript Delivery and it’s a game changer: fast pulls, clean client reports, and runs right in the browser (yes, even on Mac). #TaxSky #EA #CPA open.substack.com/pub/joshandt...

IRS Transcripts Made Easy

My Review of PitBullTax Transcripts

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Josh Youngblood @joshyoungblood.bsky.social · Aug 12

Passwords on sticky notes?
Saved in Chrome?
Still using the same login everywhere?
You’re one breach away from disaster. #TaxSky #EA #CPA

Password123? We Need To Talk

You need a password manager!

open.substack.com

Josh Youngblood @joshyoungblood.bsky.social · Aug 10

53 says. . Liz Truss served the UK 50 days.

Josh Youngblood @joshyoungblood.bsky.social · Aug 9

Billy Long shares what he loved most about leading the IRS and what his next chapter in his career will be. #TaxSky #EA #CPA #Taxes open.substack.com/pub/joshandt...

From the IRS to Iceland

Billy Long's Unexpected Career Pivot

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Josh Youngblood @joshyoungblood.bsky.social · Aug 5

Why read court cases? Because tax is law, and we work in it every day. Court opinions show how rules get applied, where taxpayers go wrong, and how to sharpen your advice. #TaxSky #EA #CPA open.substack.com/pub/joshandt...

From Code to Courtroom

Why Tax Pros Should Read Court Cases

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Josh Youngblood @joshyoungblood.bsky.social · Jul 28

Useful, Thoughtful, Creepy? I tried 3 AI meeting tools—Krisp, Plaud Note & Zoom’s AI Companion. What’s helpful, what’s overkill, and what’s just creepy. Plus $50 Amazon gift card giveaway! #TaxSky #EA #CPA #TaxTech open.substack.com/pub/joshandt...

Useful, Thoughtful, Creepy?

Real Talk on AI Meeting Tools

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Josh Youngblood @joshyoungblood.bsky.social · Jul 23

To charge or not to charge? That’s the question for business owners when it comes to credit card fees. I break down the pros, cons, and how I personally handle it in my latest article. #TaxSky #EA #CPA open.substack.com/pub/joshandt...

To Charge or Not to Charge

That Is the Question

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Josh Youngblood @joshyoungblood.bsky.social · Jul 16

NotebookLM - How are you using this? #TaxSky #EA #CPA open.substack.com/pub/joshandt...

AI That Cites Its Sources? Yes, Please.

open.substack.com

Josh Youngblood @joshyoungblood.bsky.social · Jul 9

Amazon Prime Day = 96 hours this year 😳
Here’s my short list of stuff actually worth buying—AirPods, Anker gear, protein hacks & one espresso tip you didn’t know you needed ☕💻 open.substack.com/pub/joshandt...

My Favorite Prime Day Picks (and Why)

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