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You are here: Home / Blog / Living to Wynn with Maisha Wynn

Living to Wynn with Maisha Wynn

June 1, 2021 by Chi@glance

Maisha Wynn: Author of “The Wynning Way”

Some say she’s a stylist, some say she’s a fitness trainer, some say she’s a nutritionist, and some say she’s a notable book author. If you ask Maisha Wynn to define herself she would say she’s ALL that and much more! Maisha has many talents and she plans on using ALL of them to build her legacy. She has never been a stranger to success. Maisha has worked in advertising and sales. She’s elevated multi-million dollar companies to the next level of stardom. After discovering her passion for helping others she decided to use those skills in her entrepreneurial pursuit of the “Wynning Way.” Maisha is a Lifestyle Specialist that uses her brand to inspire, ignite, and initiate change in others. She speaks her mind and walks in her purpose throughout all facets of her life.

I was super excited to interview Maisha after stumbling across an Instagram post giving her a shout out. It eluded to a TV show she has in the works called “What’s on the menu, Chef.” You know my love of food, so I was immediately intrigued. Maisha has been living a Vegan lifestyle for over five years now. She plans on using her platform to educate others on how to preserve and protect their bodies on the inside and on the outside.

When I called Maisha for our interview I was immediately drawn to her super positive and bubbly personality. She had been up since the wee hours of the morning filming her first International TV segment in Toronto. Her vision of being a powerful international voice to be reckoned with is materialzing just like she knew it would. Want to know her secret? Read our one on one interview below. If you like what you read make sure to pick up a copy of her book, “The Wynning Way: A guide to creating success your way.” For those looking to make an impactful change in your life check out her monthly virtual 14 day reboot program. The practice of self-love is not just a one time event, but an ongoing process. Will talk more about the program in more detail in the interview below. Get ready to Wynn!

Tavi J One on One Interview with Maisha Wynn

One of your philosophies is slow and steady wins the race. Over the last ten years you lost over 120 pounds. You went from a size 20 to a size 4. Can you tell us a little bit about your background and weight-loss journey?

My background is in advertising and sales. I’ve had the pleasure of working with fabulous opulent brands like Salvatore Ferragamo, Mercedes, and Harry Winston (to name a few). I had a real love for people, lifestyle, and just living. When my mother became sick I had a shift in my life and my existence. I received a call from my aunt one day and she said your Mother is having difficulty swallowing and you need to go get her. When I got to the house my mother was slumped over and it was not a pleasant sight. I’m the only child. My mother was my biggest cheerleader, my biggest supporter, and my biggest confidant. She was literally my bestfriend.

My mother would always tell me growing up: Maisha you’re beautiful, you’re great, you’re a leader, and you’re destined for greatness. So that’s how I always lived my life.

To see her slumped over was devastating to my spirit and my soul. I took her to the hospital where the doctor’s discovered she had stage 2 stomach cancer. On the day we were supposed to treat the cancer my mom caught pneumonia and she never came out of it. On Thanksgiving I recall visiting her in the hospital. She wasn’t able to talk or move. She made her transition on New Years Eve.

I tell people all the time you truly don’t know how resilient you are until you’ve reached your lowest point in life. It was in the mist of this darkness where I found my greatest light. I had been making six figures in advertising and then I lost my mom and then I got laid off. I didn’t walk away from my company I actually got laid off the day before Thanksgiving because the company I worked for lost their funding.

I thought back to my Power Boards. What do I mean when I say Power Board? When we put things on paper we’re giving it power. My power boards always have my face in the middle of the board and everything else goes around it because I’m giving power to who I am and where I desire to be in life. I was looking at one of my boards and the board said:

Change
Inspire Lives
You’ll be the next Oprah Winfrey
You’ll be global

God will put us in places where we don’t think we should be, but it was his way of saying this has been something you’ve been praying on and creating these Power Boards for the last few years. It was time to take flight. So I took flight and a month later the company came back and said we have funding again and we’d like to have you back onboard. It was that day I said you know what I’m good. I said that I was good because I had made other people millions of dollars increasing their vision and their brand. It was time for me to give birth to Live to Wynn where we inspire, ignite, and initiate change in others.

My first event was in the South Loop of Chicago. It was the Live to Wynn Lifestyle series. It was my first Lifestyle series event at a small loft and I was charging $50 a person. I’ll never forget someone was like no ones going to pay $50 to come to your event. That’s all I needed. All you need to do is tell me what I can’t do and I’m going to show you what I can do. I had a sold out affair with people standing against the wall.  The Lifestyle series grew and I had events at The Park Hyatt, Neiman Marcus, Drake Hotel, and Bloomingdales. Something that had started off so small had manifested into something great. I say all that to say the people that we hang around including family members can either propel us to be who we are truly destined to be or they can bring us down. It’s very important that we are mindful on who we give our energy and our light too. Because they either really increase that flame or burn it out.

When your company had offered you your job back and you responded no… I’m curious what was the final moment or push that you decided I’m going to go the entrepreneurial Lifestyle route?

I had just lost my mom six months earlier and I was thinking, “What is my legacy going to be?” Are people going to say “Oh she worked for such and such”…or do I want my legacy to be “She created her own global brand.” Why global? Because my Mother sent me to Cuba at the age of 11 years old. I speak Japanese, I’ve lived all around the world, and I’m working on my third passport. There was no way I was going to continue working for somebody else when I could create my own legacy. Our legacy is what we do when we are still living. It’s not something we do when we’re 6 feet under. That was my push. It was time for me to create my own legacy versus building up someone else’s.

Let’s go back a minute to the weight lost. If you can tell us how you were able to lose the weight? Also, your journey to a Vegan Lifestyle.

It wasn’t a miracle. A miracle is something that is highly impropable. I’m a living, walking, breathing witness that it is possible. Change is possbile. Change begins first with focusing on your new self versus focusing on your old self. The moment you do that is the moment you become free. That’s why we must be extremely mindful and cogniscent of what we say, what we do, what we think, and what we eat.

Maisha Wynn Before and After Transformation

I was walking by the mirror one day and I looked in the mirror and I said, “Is that me?” I broke down in tears. All the years that people were calling me names it never registered because everyone in my household looked like me. From my mother to my mother’s sister we were all overweight or obese. That day of discovery I called my buddy and I said can you meet me at the gym in my building. He met me at the gym and he showed me around. I never worked out or took a PE class a day in my life. I always had a doctor’s note. I was just lazy.

That day we did a little walking on the treadmill. I always like to say slow and steady wins the race. It is not a sprint, but it’s a slow jog. I slowly started working out once a week and I slowly started taking things out of my lifestyle. That’s where the mental piece comes in. So often you’ll see people lose weight and then gain it back. It’s not because their not working out and it’s not because their eating. It’s because they have not made the commitment to their mental.

Our mind is the greatest gift bestowed to us by our creator and if you desire change it begins with the mind. I said I want to live. I slowly started taking red meat out of my diet and fried food. I loved orange juice, but not the fresh orange juice. The orange juice you buy in the carton with all the sugar. I said okay I’m going to start drinking more water and instead of eating fried chicken I’m going to eat baked chicken. With just those slow changes I started to see a difference in my body. What I have learn is that we have to celebrate every victory. Just drinking a glass of water versus orange juice is something to celebrate. So often we wait for the big monumental celebration, but if we celebrate every small milestone it leads to a larger milestone. We must treat our bodies the same way we treat that new car or those new pairs of stilleto’s or that new hand bag. Just like you cherish material items you need to cherish your body baby. Your body is non- replaceable. Once it breaks down it’s hard to build it back up.

Your book the wynning way is a guide for personal and professional development. Without giving too much away what is the first thing we should do when deciding to make a lifestyle change? 

First thing you have to do is really focus and get clear on your WHY. Everything begins with WHY. We have to be extremely intentional with our life. With that comes self reflection. So example…”Why do I desire to lose weight?” “Why is it important for me to lose weight right now.” You want to think about it and then write out at least 3 to 5 reasons on why you need to lose weight. For me it was 1) I don’t want to end down the same road as my beloved Mother, 2) I want to look like the person who I feel like I am inside with my spirit. I want to make sure my spirit matches up with my body. 3) I want to be able to walk up a flight of stairs without being out of breath. Those were some on my Why’s. It’s important that you write it down because seeing is believing and believing is achieving. It’s one thing to know it but it’s another thing when you write it down because once again your giving it power.

You’re a woman of many talents and one of them will be hosting a new show. Can you tell us more about your show “What’s on the menu, Chef” and where we can tune in to watch?

Yes!!! I’m super excited about this. We unveiled the show to the world during black history month as well as Vegan cuisine month. I’ve been Vegan for over 5 years and I became Vegan when I realized I was living with a brain aneurysm. How does it corrleate with being Vegan? Well when my mother was living she was on fifthteen different meds. Four of those meds were for high blood pressure and high blood pressure only elevates ones aneurysm. People don’t understand that the food we eat often times adds inflammation to the body. Inflammation causes other things like cancer, high blood pressure, diabetes, and basically all the things that are really plauging alot of American’s. Espeically women who look like you and I. My primary physican said based upon my family history I really needed to look at a plant based lifestyle. It was the best life decision for me. It changed the way I think to the way that I move. I’m more compassionate and empathetic to myself as well as others. I’m also not on any meds.

“What’s on the menu, Chef” show highlights this lifestyle change. It’s the first of it’s kind travel food show that’s centered around Vegan food, the power of love, and forming human connections. The aim of the show is to offer aspiration and practical guidance for individuals that are looking to live a more abundant and well balanced life which begins on your plate. At the end of the day Chicken or Fish would not be tasty if you took away the seasonings. Am I right? It takes red meat 30 days to digest through the system. Really focus in on your body. On the days that you don’t eat anything except things from the earth, ask your body how it’s feeling versus when you eat chicken, or fish, or beef, or pork. Say body how do I feel now? Your body will tell you everything you need to know. It’s your bestfriend for life.

Awesome! Where can we tune in to see the show?

Right now we’re shopping it around to various networks, but starting this summer we are going to start doing some digital pieces online that you will be able to find on our IG and YouTube @livetowynn.

Where are you going to be filming at?

A lot of places are still shut down. We will be doing things virtually as far as connecting with the Chefs. Once we close our TV deal will be sharing a lot more. Stay connected to us online.

Livetowynn.com
Instagram, Facebook, YouTube – @livetowynn

Last, but not least can you tell us a little bit about your monthly Virtual 14 day Reboot program and how to sign up?

The program starts again on June 21st. It’s for those who are looking to connect with their inner winner self. How to show ourselves self love, self compassion, and self worth. How can we be good to others unless we are great to ourselves first? For more details and to sign up for the next session click HERE.

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Grab your gal pals 👯‍♀️ and head on over Grab your gal pals 👯‍♀️ and head on over to  @RobertsPizzaCo for Galentine’s Day 💕 February 13th. They’re a great spot to share a heart shaped pizza 🍕 with your bestie. Make your reservations NOW! For more suggestions on how to spend your Galentine/Valentine’s Day head to www.choosechicago.com @choosechicago
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February is Black History Month! ✊🏾The Illino February is Black History Month! ✊🏾The Illinois Holocaust Museum is traveling back in time with the “𝑻𝒉𝒆 𝑵𝒆𝒈𝒓𝒐 𝑴𝒐𝒕𝒐𝒓𝒊𝒔𝒕 𝑮𝒓𝒆𝒆𝒏𝒃𝒐𝒐𝒌” exhibition. The @IHMEC exhibition reveals how the handbook provided African American travelers with information on restaurants, gas stations, department stores, and other businesses that welcomed African Americans during the era of Jim Crow, including here in Chicago. 

The Motorist Greenbook was first published in 1936 for the growing African American middle class who had the desire and financial means to travel the country but were restricted from many of the resources and accommodations necessary. The Greenbook had over 180 businesses listed and nearly 80% of the listings were located in the Southside community of Bronzeville. 

The exhibition allows the viewer an opportunity to travel back in time through the perspective of the traveler with an immersive and participatory exhibit.

𝐈𝐧𝐟𝐨: “𝑻𝒉𝒆 𝑵𝒆𝒈𝒓𝒐 𝑴𝒐𝒕𝒐𝒓𝒊𝒔𝒕 𝑮𝒓𝒆𝒆𝒏𝒃𝒐𝒐𝒌” Exhibit 
Location: The Illinois Holocaust Museum
📍9603 Woods Drive, Skokie, IL
Dates: January 29th - April 23rd
For more info: Link in @IHMEC bio
#greenbookexhibit #ihmec
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New Chicago Movie Theater Alert! 🚨 Texas based New Chicago Movie Theater Alert! 🚨

Texas based dine-in Movie theater chain @Alamochicago opens in Wrigleyville TODAY (1/27). This theater will show the most anticipated Hollywood blockbusters and first run releases next to art house titles. 

The theater is equipped with six screens and offers full service dining during screenings. There’s also a stand-alone cocktail bar paying tribute to retro video rental stores. #alamochicago
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I absolutely ❤️ unique dining experiences! The @Mroomchicago (situated next to @Rokaakorchicago) is paying homage to the @the_macallan in a unique first-of-its-kind restaurant concept. 

🥃 The High end drinking dining affair combines luxury pours of The Macallan with a tasting menu inspired by the whisky, making for an expert marriage of dish and dram. The tasting menu priced at $185 highlights the flavors and ingredients used in the Scotch whisky making process, including barley, yeast, oak, sherry and, of course, whisky.

Beverage pairings include craft cocktails as well as neat pours featuring The Macallan, utilizing hard to find whisky’s including The Macallan Rare Cask and Macallan Harmony.  Wine pairings are also available. The Macallan and wine pairing menus ring in at an additional $145 each. I’m sharing more details and my favorite pairings on the blog (link in bio). Chiataglance.com
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72 Hours in New Orleans, LA! Drop your favorite N 72 Hours in New Orleans, LA! Drop your  favorite NOLA Spots in the comments 👇🏾 

This is what we did: 💜💚💛
📍7 Course Senegalese tasting menu @Dakarnola. 📍#French Market - Oldest America Public Market 📍Wine Tasting @Secondvinewine 📍Brunch @eatsofianola 📍Swamp & Bayou Tour 📍Riverboat Tour 📍 Happy Hour @Morrowsnola 📍Nightcap @Barrelproofnola
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I’m in NOLA! So EXCITED I tried a cuisine I‘ve I’m in NOLA! So EXCITED I tried a cuisine I‘ve never had before. I checked out @Dakarnola which offers a Senegalese tasting menu with a modern twist. Chef @Serignembaye_ menu is inspired by his childhood memories in Senegal. 

The menu highlights seafood from local waters and produced by farmers in South Louisiana. The multiple courses are served family style in homage to west African dining traditions. I can see why Chef Serigne Mbaye was one of the James Beard 2022 Best Emerging Chef finalists. Definitely add Dakar to your list when you visit NOLA! 😋 

Tip: Dakar is BYOB. Head to @secondvinewine_ to pick up a bottle of wine. They’ll help you pick one that pairs perfectly with the menu. 🍷🍷
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Event Alert! 🚨 The First Look For Charity Gala Event Alert! 🚨 The First Look For Charity Gala 💃🏽 is next month. (2/10/2023) I went to the media preview yesterday and you’re in for a treat! @thechicagoautoshow runs this year 2/11 - 2/20. The First Look For Charity Gala is hosted the evening before the show, which means you get to preview the auto show a day before the public. 🤗

As you walk the floor of the Nations Largest auto show in your black-tie attire you get to feast on elegant hors d’oeurves, desserts, champagne, wine, and soft drinks. Ticket proceeds benefit 18 area nonprofits. For more info and to get your tickets head to firstlookforcharity.org. $275 per ticket and corporate packages available. #FLFC2023 #CAS2023
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The @EsquirebyCH visiting chefs series is welcomin The @EsquirebyCH visiting chefs series is welcoming a new Chef! Starting TODAY you can experience Celebrity Chef and TV personality Brooke Williamson  SoCAL menu. @Chefbrookew menu highlights delicious dishes from the California coast. You have until May 18, 2023 to check out the menu. Make your reservations NOW! 
😉 Save this post so you don’t forget 
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Team 🍪 with 🥛 ….or nah? Last meal of 2022 Team 🍪 with 🥛 ….or nah? Last meal of 2022 I enjoyed was at @Livachicago. Extra points if you know what the name of this restaurant used to be…????🤔
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21328CE6-D5A7-456E-AE08-2AEAFE74E13D
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9BC98AC4-45F8-43B9-A236-577A4412AE64
Hebru Brantley and Tavi J.
Hebru Brantley and Tavi J.
Gayle King and Tavi J.
Gayle King and Tavi J.
Tavi J. Interviews Celebrity Chef Chris Valdes
Tavi J. Interviews Celebrity Chef Chris Valdes
Anti-Cruelty Society - Bark in the Park
Anti-Cruelty Society - Bark in the Park
2019 James Beard Gala Awards
2019 James Beard Gala Awards
2019 James Beard Gala Awards
2019 James Beard Gala Awards
Tavi J. and Food Network Star Tyler Florence
Tavi J. and Food Network Star Tyler Florence
Tavi J. and 93.9 Lite FM Radio Host Melissa Forman
Tavi J. and 93.9 Lite FM Radio Host Melissa Forman
Tavi J. and Chef Chris Valdes
Tavi J. and Chef Chris Valdes
Tavi J. and Chef Patrick
Tavi J. and Chef Patrick
Sobe Wine & Food Festival
Sobe Wine & Food Festival
2019 First Look For Charity Chicago Auto Show
2019 First Look For Charity Chicago Auto Show
Santa Baby Bar
Santa Baby Bar
Phor  from Chicago Black Ink Crew
Phor from Chicago Black Ink Crew
Sommlier Derrrick C. Westbrook
Sommlier Derrrick C. Westbrook
Brian McKnight - Gateway for Cancer Cures
Brian McKnight - Gateway for Cancer Cures
2018 Leading Ladies Luncheon
2018 Leading Ladies Luncheon
Tavi J and Executive Chef Lamar J Moore
Tavi J and Executive Chef Lamar J Moore
The Frock Shop Dresses
The Frock Shop Dresses
Windy City Live at First Look For Charity Auto Show
Windy City Live at First Look For Charity Auto Show
Black Creativity Gala
Black Creativity Gala
Amazon Influencer
Amazon Influencer
Chiataglance.com 886-F750E51174FA
Chiataglance.com 886-F750E51174FA
Tavi Johnson - The Jam TV Show Model
Tavi Johnson - The Jam TV Show Model
Mens Book Winter Issue Release Party
Mens Book Winter Issue Release Party
Tavi J - Gateway to Cancer Research Gala
Tavi J - Gateway to Cancer Research Gala
Gateway for Cancer Research Gala
Gateway for Cancer Research Gala
Taste Talks Check Please
Taste Talks Check Please
Gabrielle Union
Gabrielle Union
Chicago Gourmet 2017
Chicago Gourmet 2017
ace hotel
ace hotel
A Tribute to Jane Fonda
A Tribute to Jane Fonda
Power Screening with Cast
Power Screening with Cast
Leading Ladies Luncheon
Leading Ladies Luncheon
Ladies Luncheon Interviewing Julie
Ladies Luncheon Interviewing Julie
Tavi J and BMW
Tavi J and BMW
Tavi J and JNiice
Tavi J and JNiice
Shelley Young and Tavi J
Shelley Young and Tavi J
Ji Suk Yi and Tavi J
Ji Suk Yi and Tavi J
Tavi J and Showbiz Shelly
Tavi J and Showbiz Shelly
WGN and Cubs Celebration
WGN and Cubs Celebration
Tavi J and Zo
Tavi J and Zo
First Look For Charity Auto Show Gala
First Look For Charity Auto Show Gala
Doug MCDermott
Doug MCDermott
Chicago Henna
Chicago Henna
Black Creativity Gala
Black Creativity Gala
Bassment at Hampton Social
Bassment at Hampton Social
Anti Cruelty Society Gala
Anti Cruelty Society Gala
2nd-row-at-the-bears-vs-detroit-game
2nd-row-at-the-bears-vs-detroit-game
gateway-for-a-cure-red-capet-media-event
gateway-for-a-cure-red-capet-media-event
skydeck-at-the-willis-tower
skydeck-at-the-willis-tower
tavi-j-and-abc-jim-rose
tavi-j-and-abc-jim-rose
photoshoot
photoshoot
H20
H20
Usher at Amnesty International Event
Usher at Amnesty International Event
Rick Bayless
Rick Bayless
Loni Swain being honored Women empowerment
Loni Swain being honored Women empowerment
Larenz Tate and The Game of Silene Screening Event
Larenz Tate and The Game of Silene Screening Event
Jaguar Screening
Jaguar Screening
Jack Daniels Party
Jack Daniels Party
Hellicopter Ride
Hellicopter Ride
Hebru Brantley
Hebru Brantley
Courtney Hall from CLTV
Courtney Hall from CLTV
Chef John Manion
Chef John Manion
Carnivor Event
Carnivor Event
Car Event
Car Event
A Better Day with Julie
A Better Day with Julie
A Better Day with Julie Set
A Better Day with Julie Set
Check Please
Check Please
Hakeem DJ on Empire
Hakeem DJ on Empire
Taste Talks - Juding
Taste Talks - Juding
Chicago Scene 1
Chicago Scene 1
Toyota Eephus Tour
Toyota Eephus Tour
Sunglasses
Sunglasses
Riverwalk
Riverwalk
Oak Street Beach
Oak Street Beach
JandT
JandT
Chicago Scene 2
Chicago Scene 2
Chiataglance
Chiataglance
The Bean at Millineum Park - Cloud Gate
The Bean at Millineum Park - Cloud Gate
Daley Plaza - Thursday Farmers Market
Daley Plaza - Thursday Farmers Market

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