For Summer Grays, entrepreneurship has never been about following the traditional blueprint. From working as a flight attendant to sales, healthcare, medical businesses and now technology, the Indy Bosses personality has spent much of her professional life finding opportunities—and when necessary, creating her own.
Her latest chapter puts that journey in front of the cameras as part of Indy Bosses, the reality series centered around entrepreneurs building businesses and generational wealth. The series involves entertainment veterans Yandy Smith and Kim Osorio, with Osorio also serving as a director.
Summer’s introduction to the show, however, started about as casually as possible.
“There was a casting call on Facebook and I was actually laying in the bed in L.A. and said, ‘Let me do this!'” she recalled. “So I went to the audition and it was so many people there, I started to leave, to be honest.”
She stayed.
Once Summer began explaining her background to producers, including the businesses she owned and the fact that she had been married five times, she quickly became difficult to overlook.
“They told me how they had already started filming and that Yandy was one of the producers along with Kim Osorio,” she said. “I told them all of the businesses I own and that I’ve been married five times and they were like, ‘Five times?!'”
That personality also found its way onto camera, including what Summer diplomatically described as “a little of a disturbance” during filming at Brooklyn Chop House.
But reality television represents only one part of her story.
Before Indy Bosses, Grays had already moved through several industries. A former flight attendant, she also owned clothing stores before transitioning into sales, where she sold credit-card terminals and ATMs throughout the Indiana-Ohio-Kentucky tri-state region.
“I didn’t know what I wanted to do, but I knew I wanted to do something where I wasn’t restricted,” she said.
After building a strong client base, Summer decided she’d outgrown the market and relocated to Los Angeles; a move that began, appropriately enough, with another impulsive decision.
“I’ve always been a free spirit. I’ve always stepped to the beat of my own drum,” she explained. “I was laying in the bed in the middle of an ice storm and said, ‘I’m sick of Indianapolis. I’m about to move to L.A.’ I never once had a second thought about it.”
From Sales To Healthcare
Los Angeles opened an entirely different door.
A business contact approached the Naptown native about purchasing a home healthcare company. Initially, she wasn’t interested. Then she saw the numbers.
“She eventually sent me the financials and I said, ‘Hey, this isn’t a bad deal,'” Summer recalled. “We literally started with 10,000 patients.”
That move eventually led to additional healthcare ventures, including hospice operations and the acquisition of an established Black-owned medical practice. She later expanded into the med-spa business after deciding she needed something less serious to balance her healthcare work.
“I got tired of all the seriousness and said, ‘I need to have some fun,'” she said. “My sister suggested that we open a med spa.”
Summer’s experiences in healthcare also exposed her to some of the racial and professional dynamics that come with being a Black woman operating at the ownership level.
She recalled one early Zoom meeting in which she initially kept her camera turned off.
“I could just tell who was in the room,” she said. Once she turned the camera on, Summer said the tone changed dramatically. “I think they expected to see blonde hair and blue eyes.”
Rather than tolerate a business relationship she felt had become disrespectful, Summer terminated the contract and continued building elsewhere.
Building My Butler AL
That same refusal to operate within somebody else’s boundaries ultimately helped inspire My Butler AL, Summer’s social-media venture.
She says the idea developed during the COVID era and the height of the Black Lives Matter movement, when repeated conflicts on Facebook eventually resulted in her being removed from the platform.
Instead of continuing to fight for access to somebody else’s digital space, she decided to create her own.
“Finally, I said, why am I begging this n***a to be on his app?” Summer recalled. “So I emailed Mark [Zuckerberg] and told him, ‘F— you. I’m starting my own app.'”
Finding someone capable of building what she envisioned wasn’t easy.
“I heard more nos than yes when it came to developers, but I finally found a developer who said yes.”
Summer envisioned My Butler AL as more than another place to post pictures and opinions. Her larger goal was a one-stop digital ecosystem incorporating services ranging from telehealth and mental-health resources to restaurant reservations and other functions.
“Right now, it is a social media app,” she explained. “I don’t censor or shadowban. You can basically get on there and say what you want.”
That idea has since progressed beyond the interview stage. My Butler AL received an official launch event in Los Angeles in March 2026 in conjunction with the Indy Bosses season finale. Public materials describe the platform as being designed around personalized content curation, user control and immersive digital experiences.
Summer’s path, from flight attendant to clothing-store owner, saleswoman, healthcare entrepreneur, reality television personality and tech founder, doesn’t follow a straight line.
But that’s probably the point. For Summer G, being a boss hasn’t meant finding one particular lane and staying there.
It’s meant owning whichever lane she decides to enter next.