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Daryl L Smith Sr.

@bossmandaryl

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Entrepreneur | Inspirational Speaker | Author | Strategist | Co-Founder: WingIT @eatwingit 🍗 & SipIT @drinksipit 🍹 | San Antonio, TX 📍

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We asked WingIt & SipIt Co-founders to send us a picture every hour so we could see what their day looks like. 📸🍗

Everything was going great… until 1 PM. 😂

No more pictures. No more updates. Both founders went MIA. 📵💀

Should we try this challenge again? 👀😂

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Business expansion…? Will @drinksipit hit the east!

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@bossmandaryl speaks on his debut book titled, “Food Truck 101” where he details the experience and come up in the food truck world and the expansion that’s led to a multitude of @drinksipit & @eatwingit locations around the city of San Antonio as well as new areas around Texas.

Food Truck 101: https://a.co/d/0c2sBjOH

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@sipit.hydration will be the new go to hydration product in the streets starting October 10th 2026! Everyone needs to stay hydrated so let’s go with a product that we can trust and that actually works… brought to you by the good folks over @drinksipit

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So about last night… 👀🔥 Chris Brown + Usher at the Alamodome!

And yes — Tank and Mario got to sample the wings while they were in the building. 😮‍💨🍗

Now it’s your turn because today is $10 Tuesday — 10 wings for $10!

Pull up and grab your favorite flavor. 🔥

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We got owners @b.baxter_ & @bossmandaryl of San Antonio based food and drink chains @drinksipit x @eatwingit here as we speak on their business success and expansion, brief history, new best selling book and much more! Two great minds on one podcast. Tune in.

Link in bio or stream: https://linktr.ee/cheapsuitspodcast

Show sponsored by @lavidacoffeelounge x @devilsrwhiskey

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Rich, because I have them✨

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Behind every event is a little cleanup, reset, and prep for the next one. 🧼🍗🚚

Trailer clean and ready to roll.

See you at the next stop!
Hosting an event? Book WingIt now. 🔥

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No such thing as a life that’s better than yours✨

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Watching something that started as an idea turn into an actual product is different.

Formulas, packaging, changes, setbacks, decisions… and now seeing @sipit.hydration coming off the line.

Still a long way to go, but this is one of those moments where you realize we’re really building this.

Launching 10/10/26

Train hard. Play hard. Recover smarter.

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Happy 38th Birthday to my husband! 💙 Chapter 38, know that you are SO loved.

We celebrated you yesterday, and my heart is still so full. Thank you to everyone who helped me bring this vision to life and to everyone who came out to celebrate with us. It truly meant so much.

Together since 2010, and 16 years later I’m still in awe of you. Your drive, your heart, and the love you have for our family never go unnoticed. You keep us dreaming bigger, pushing further, and believing there’s always another level to reach.

Watching your vision grow and seeing the man and father you continue to be has been one of my greatest blessings. I’m so proud of you.

Here’s to more love, more wins, more memories, and more life together. Happy Birthday, babe. We love you! 👑❤️

#Chapter38

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