Alli Webb is a mom, entrepreneur, NYT best-selling author, Shark Tank judge…and an engaged woman! If you’ve ever gotten a killer blowout from Drybar, you’ve got Alli to thank. Or perhaps you’ve gained some priceless entrepreneurial advice from Alli’s podcast with her fiancé Adrian. Alli is a true inspiration who is pioneering a new route of wellness of the mind, body, and soul — for good.
But while her accolades run the gambit (hello, Fortune’s 40 Under 40 and Fast Company’s Top 100 Creatives), nothing quite beats love and family. This is her second marriage and it’s a whole new ball game when it comes to wedding planning again — and with blended families. Below, Alli shared her engagement story (spoiler: she never saw it coming!) and a look at the happy couple’s stunning engagement photos.
It’s rare that we share engagement photos, so you KNOW these are going to be good. With Max Wanger behind the lens, we’d expect nothing less!
Allie + Adrian Engaged
How stunning and unique is that engagement ring! And Alli was totally not expecting it — here’s the story in her words. Her gorgeous ring is by Grace Lee and we are in LOVE as well!
How He Asked
Okay, so I had a girls’ weekend with my besties and now bridesmaids Paige, Lauren, and Sara Happ (SGT is also a bridesmaid but wasn’t here).
We stayed local and had plans to have brunch at AOC in WeHo Sunday morning. Because we were together all weekend, I actually tried to bail on the brunch — I wanted to go to the flower truck and grab my weekly flowers. But the girls insisted I go. (Haha I now know they were freaking out!!)
So we sit down for brunch and Paige was very particular about where we sat. Weird, but not totally unheard of for Paige. So we order and are just chatting when all of the sudden the girls start handing me Adrian Koehler note cards, one by one. I start reading them — they are sweet love letters from Adrian that I can barely process…I’m like, what is going on!! I should mention, he had his kids this weekend so I wouldn’t have expected him to propose when he had the kids — logistics, ya know.
But, low and behold, as I was reading each note and freaking out, out walks Adrian. He knelt down on one knee and had my beautiful ring in his hand and said, “This is for you, will you be mine.”
I said yes.
Alli’s Engagement Fashion
Oh yes, we love a skirt with sneakers. These classic Chuck Taylor All Stars will never get old!
Why wait for the wedding to go all out? Alli wore this Catherine Deane skirt from BHLDN and a cute cropped top to match!

Drybar was just the beginning for Alli. She’s also the co-founder of Becket + Quill, a high-end jewelry brand that’s not high spend.
The sweetest.
A classic Max Wanger shot. Love this!!
All our congrats to Alli and Adrian! Cheers to all that’s ahead!
photography by Max Wanger
WOW! such an amazing and beautiful blog. All the things related to this wedding are just perfect.