Josh Youngblood
@joshyoungblood.bsky.social
EA, NTPI, CTRS, CRETS, Tax 💰, Tech🧑🏻💻 , Traveling ✈️. http://joshandtaxes.com | http://josh.tax | joshyoungblood.eth
Giving Tuesday tip for tax pros: teach clients how to vet a charity before they give. I break it down in my new post: verifying 501(c)(3)s, spotting red flags, and reading Form 990s. #TaxSky #EA #CPA open.substack.com/pub/joshandt...
Vetting a Charity Before You Donate
A Giving Tuesday guide for tax pros and the clients who trust us
open.substack.com
December 2, 2025 at 5:17 PM
Giving Tuesday tip for tax pros: teach clients how to vet a charity before they give. I break it down in my new post: verifying 501(c)(3)s, spotting red flags, and reading Form 990s. #TaxSky #EA #CPA open.substack.com/pub/joshandt...
Updated @ignitionapp.bsky.social review. What’s new, what still works, and how it fits into my workflows. Black Friday – Cyber Monday offer included. #TaxSky
Ignition: My Updated Review and an Offer Worth Grabbing
Early last year, I wrote a full review of Ignition and how it transformed my proposals, onboarding, and billing.
joshandtaxes.com
November 29, 2025 at 7:42 PM
Updated @ignitionapp.bsky.social review. What’s new, what still works, and how it fits into my workflows. Black Friday – Cyber Monday offer included. #TaxSky
Happy Thanksgiving everyone! I want to take a moment to thank all of you who have subscribed and shared my posts, I really appreciate it. What started off as an experiment to do something fun has turned into more than I ever imagined. Enjoy your day! #TaxSky #EA #CPA #cybersecurity #JoshAndTaxes
November 27, 2025 at 2:18 PM
Happy Thanksgiving everyone! I want to take a moment to thank all of you who have subscribed and shared my posts, I really appreciate it. What started off as an experiment to do something fun has turned into more than I ever imagined. Enjoy your day! #TaxSky #EA #CPA #cybersecurity #JoshAndTaxes
I kept my Black Friday and Cyber Monday list simple this year and shared what I’m actually buying and why. If you’re sorting through deals or trying to decide on tech or gear, feel free to join the subscriber chat and ask anything. open.substack.com/pub/joshandt... #TaxSky
My Black Friday and Cyber Monday Short List
I’m keeping my Black Friday and Cyber Monday shopping focused this year.
open.substack.com
November 26, 2025 at 3:20 PM
I kept my Black Friday and Cyber Monday list simple this year and shared what I’m actually buying and why. If you’re sorting through deals or trying to decide on tech or gear, feel free to join the subscriber chat and ask anything. open.substack.com/pub/joshandt... #TaxSky
I wrote about the pressure to always be “on,” the blur between work and life, and what I’m learning about rest, guilt, and remote work. If you have ever struggled to step away from your business, this one is for you. #TaxSky #EA #CPA open.substack.com/pub/joshandt...
There’s Always Something To Do
But That Doesn’t Mean You Should Do It
open.substack.com
November 25, 2025 at 5:12 PM
I wrote about the pressure to always be “on,” the blur between work and life, and what I’m learning about rest, guilt, and remote work. If you have ever struggled to step away from your business, this one is for you. #TaxSky #EA #CPA open.substack.com/pub/joshandt...
TRMNL might be the first device I’ve used that actually respects your attention. Excited to be joined by @emdeeem.bsky.social and his thoughts on it.
Quiet tech is underrated. open.substack.com/pub/joshandt... #TaxSky
Quiet tech is underrated. open.substack.com/pub/joshandt... #TaxSky
Meet TRMNL
The Anti-Notification Device That Actually Helps You Work
open.substack.com
November 20, 2025 at 4:52 PM
TRMNL might be the first device I’ve used that actually respects your attention. Excited to be joined by @emdeeem.bsky.social and his thoughts on it.
Quiet tech is underrated. open.substack.com/pub/joshandt... #TaxSky
Quiet tech is underrated. open.substack.com/pub/joshandt... #TaxSky
Apple just added digital passports to Wallet.
No, you can’t use it for international travel yet.
Yes, Android folks, we know you had it first.
Still a win for TSA, hotels, and ID checks. Took me 5 minutes to set up. Huge fan of carrying less stuff. ✈️
open.substack.com/pub/joshandt... #TaxSky
No, you can’t use it for international travel yet.
Yes, Android folks, we know you had it first.
Still a win for TSA, hotels, and ID checks. Took me 5 minutes to set up. Huge fan of carrying less stuff. ✈️
open.substack.com/pub/joshandt... #TaxSky
Your Passport Is Now on Your iPhone
But Here’s What It Actually Does
open.substack.com
November 13, 2025 at 12:52 PM
Apple just added digital passports to Wallet.
No, you can’t use it for international travel yet.
Yes, Android folks, we know you had it first.
Still a win for TSA, hotels, and ID checks. Took me 5 minutes to set up. Huge fan of carrying less stuff. ✈️
open.substack.com/pub/joshandt... #TaxSky
No, you can’t use it for international travel yet.
Yes, Android folks, we know you had it first.
Still a win for TSA, hotels, and ID checks. Took me 5 minutes to set up. Huge fan of carrying less stuff. ✈️
open.substack.com/pub/joshandt... #TaxSky
New AskJosh: “Is Grammarly safe to use?” 🤔
After acquiring Superhuman + Coda, Grammarly is now Superhuman Platform Inc. and your data may touch more systems than you realize. (I am a user of Grammarly and Superhuman) joshandtaxes.com/p/ask-josh-i... #TaxSky #cybersecurity #EA #CPA
After acquiring Superhuman + Coda, Grammarly is now Superhuman Platform Inc. and your data may touch more systems than you realize. (I am a user of Grammarly and Superhuman) joshandtaxes.com/p/ask-josh-i... #TaxSky #cybersecurity #EA #CPA
Ask Josh: Is Grammarly Safe to Use?
One of my favorite aspects of writing this Substack is when readers send me questions.
joshandtaxes.com
November 12, 2025 at 1:10 PM
New AskJosh: “Is Grammarly safe to use?” 🤔
After acquiring Superhuman + Coda, Grammarly is now Superhuman Platform Inc. and your data may touch more systems than you realize. (I am a user of Grammarly and Superhuman) joshandtaxes.com/p/ask-josh-i... #TaxSky #cybersecurity #EA #CPA
After acquiring Superhuman + Coda, Grammarly is now Superhuman Platform Inc. and your data may touch more systems than you realize. (I am a user of Grammarly and Superhuman) joshandtaxes.com/p/ask-josh-i... #TaxSky #cybersecurity #EA #CPA
If you work with real estate clients, the CRETS certification is a game changer. I took it when Natalie first launched it. The fall session starts today, don’t miss it. open.substack.com/pub/joshandt... #TaxSky #EA #CPA
Why You Should Sign Up For The CRETS Certification
and Why I Loved It
open.substack.com
November 10, 2025 at 1:44 PM
If you work with real estate clients, the CRETS certification is a game changer. I took it when Natalie first launched it. The fall session starts today, don’t miss it. open.substack.com/pub/joshandt... #TaxSky #EA #CPA
Let’s be honest: our field has a credential fragility problem. Too many people use their letters to divide instead of elevate. The best professionals, know that competence, humility, and collaboration matter far more than titles. #TaxSky #EA #CPA #tax open.substack.com/pub/joshandt...
Credential Fragility
EA, CPA, WTF — Enough Already
open.substack.com
November 7, 2025 at 5:28 PM
Let’s be honest: our field has a credential fragility problem. Too many people use their letters to divide instead of elevate. The best professionals, know that competence, humility, and collaboration matter far more than titles. #TaxSky #EA #CPA #tax open.substack.com/pub/joshandt...
It’s Halloween, and while most scares tonight will be make-believe, one thing gave me a chill this morning. The US may ban TP-Link equipment.
Here’s what you should know. #TaxSky #EA #CPA #Cybersecurity open.substack.com/pub/joshandt...
Here’s what you should know. #TaxSky #EA #CPA #Cybersecurity open.substack.com/pub/joshandt...
A Scary Story for Halloween
The TP-Link Problem
open.substack.com
October 31, 2025 at 11:39 AM
It’s Halloween, and while most scares tonight will be make-believe, one thing gave me a chill this morning. The US may ban TP-Link equipment.
Here’s what you should know. #TaxSky #EA #CPA #Cybersecurity open.substack.com/pub/joshandt...
Here’s what you should know. #TaxSky #EA #CPA #Cybersecurity open.substack.com/pub/joshandt...
Tired of unreliable hotel Wi-Fi or rural dead zones? I tested the Starlink Mini — a backpack-sized satellite dish that promises fast, portable internet anywhere. Here’s what works, what doesn’t, and who it’s really for. open.substack.com/pub/joshandt... #TaxSky #Starlink #EA #CPA
Starlink Mini
A Lifeline for Remote Work or Just an Expensive Backup
open.substack.com
October 29, 2025 at 4:53 PM
Tired of unreliable hotel Wi-Fi or rural dead zones? I tested the Starlink Mini — a backpack-sized satellite dish that promises fast, portable internet anywhere. Here’s what works, what doesn’t, and who it’s really for. open.substack.com/pub/joshandt... #TaxSky #Starlink #EA #CPA
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
open.substack.com
October 16, 2025 at 3:36 PM
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
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
open.substack.com
October 11, 2025 at 4:10 PM
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...
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
or E-ink
open.substack.com
October 10, 2025 at 2:56 PM
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...
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
open.substack.com
October 5, 2025 at 1:07 PM
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...
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...
Taxing Justice
The Fortune-Paladino Case and the Taxation of Settlements
open.substack.com
October 3, 2025 at 1:44 PM
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...
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
open.substack.com
September 25, 2025 at 2:09 PM
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...
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
open.substack.com
September 24, 2025 at 6:08 PM
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...
$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...
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
open.substack.com
September 17, 2025 at 4:01 PM
$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...
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...
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...
open.substack.com/pub/joshandt...
And the Winner Is…
Plus a Quick Snippet on the Best Tech
open.substack.com
September 10, 2025 at 12:48 PM
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...
open.substack.com/pub/joshandt...
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.
open.substack.com
September 9, 2025 at 2:32 PM
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...
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...
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.
open.substack.com
September 5, 2025 at 4:44 PM
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...
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...
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
open.substack.com
September 2, 2025 at 2:28 PM
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...
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
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
open.substack.com
August 28, 2025 at 12:16 PM