James Bailey III

I am a lifelong Chicago resident who is interested in history and travel.

[James Bailey III @JamesBaileyIII]

You h

[Chicago White Sox @whitesox]

Our 2026 MLB All-Star: Miguel Vargas 😤

[James Bailey III @JamesBaileyIII]

@6figga_dilla Nice work with Frank Sinatra's 'Chicago' in the back. #history

[James Bailey III @JamesBaileyIII]

@afuasowusu Happy Birthday to you!

[James Bailey III @JamesBaileyIII]

@curlyfro Especially new ridesharing drivers.

[James Bailey III @JamesBaileyIII]

@curlyfro That's a fortunate turn of events. If they meet in the World Series tho.. 😓

[James Bailey III @JamesBaileyIII]

@curlyfro Otherwise, you are going to see players getting hurt. No one wants that.

[James Bailey III @JamesBaileyIII]

@curlyfro When the Dodgers play the Astros, MLB will need extra security and a firm order of no extra stuff outside the game. And in the game too.

[James Bailey III @JamesBaileyIII]

@curlyfro And somebody is going to get hurt. Or in Michael Morse's case, end their career because of a fight.

[James Bailey III @JamesBaileyIII]

@curlyfro I can't believe he apologized for that. That is a moment exactly when to do a bat flip. And it wasn't even that big. #nofunpolice #beingmindfuloftodaysgame #madovernothing

[James Bailey III @JamesBaileyIII]

@curlyfro Which is why I celebrated the Cubs World series win for two minutes. I saw a bigger picture with the Ricketts family's dealings. Now others are seeing and feeling the effects of those deals. #nojoyforthiscubfan

[James Bailey III @JamesBaileyIII]

@Shoboykin That may be funny, but it looked like that dude is hurt for real. Ouch.

[James Bailey III @JamesBaileyIII]

@Jason1Goff One bad decision can lead to a lifetime of pain. Hopefully the parents can work things out.

[James Bailey III @JamesBaileyIII]

@Jason1Goff Pretty much. #disappointed

[James Bailey III @JamesBaileyIII]

@Jason1Goff @ShadowLeagueTSL Great read Jason. It's nice to see brothers do well at pro hockey this year.

[James Bailey III @JamesBaileyIII]

@LaurenceWHolmes One of the funniest and truthful segments I have heard on the show. Great stuff!

[James Bailey III @JamesBaileyIII]

@MarleyKayden Thanks for the heads up!
#Uberawareness

[James Bailey III @JamesBaileyIII]

I hope the rest of the Big Ten teams can do better than MSU. #bracketdestruction

[Charissa Thompson @CharissaT]

I just had the most interesting conversation w/my uber driver.Put ur phone down & engage.You'll be surprised.Phone in hand only to say that

[James Bailey III @JamesBaileyIII]

@Ecnerwal23 I understand that. #notimeforfoolishness

[James Bailey III @JamesBaileyIII]

@jeannettehewi14 So true. #100%