Mama Shaker: Jessie, Giving Back On Your Terms

Chicago-based event planner Jessie Williams could have succumbed to the school of hard knocks, but instead she pays it forward in all elements of her business and daily life with her daughter.

“I want people to realize that just because you grew up in a certain neighborhood or with a certain financial status doesn’t mean you can’t make something of yourself,” she says.

“I grew up with not a lot,” says Jessie, sharing that she traversed teen pregnancy and adoption at 17 years old. She credits her mother for pushing her to go to school and get a job. Eventually, she married a supportive partner and they started a family of their own.

“I’m super blessed right now,” she says. “I could have potentially not been; I could have been a complete statistic.”

Jessie’s resilience paved the way for her to create a business–on her terms–in response to a toxic boss.

“I woke up one morning and I was like, I can’t do this anymore,” she says. “I’m too old to have to work for somebody like that and like dread going into work, or go in crying, because he asked me if I needed to be home early so I can make my husband dinner.”

Jessie built a purpose-driven event planning business, WE Events Chicago, to help non-profits and individuals incorporate activities that give back while hosting fundraisers, parties and parents night out.

“Everything I do has a charitable component with my event planning,” she says. “This way I can do it my own way doing something I love, which is the creative side, as well as, we have a crafty side to it to like collaboration art and all that kind of stuff.”

In addition to paid client work, Jessie and her lean operation make time to support preferred charities through a pro bono program. This year, that list includes Hello Baby, The Nora Project and Shine Fertility.

“I’m exhausted,” she admits. “I wish that I could shut off after five o’clock. But it has also been fantastic because I have made some amazing connections and it’s also nice to know that I’m doing it on my own and I’m a role model now.”

Jessie tries to make it a fun work environment for her “twenty-something” employees as well as family-friendly enough for parents to bring their kids if childcare falls through.

“If it’s something that we can do and you can still hang out with your kids–we’re prepping a backdrop, whatever–I’m fine with that,” she says.

“I want it to be a better work experience more fun, open, making people feel good, too, because every part has some sort of giving back component.”

Giving Back: How This Mompreneur Makes it Work

Jessie feels the same way about building a business model that works for her, and a workplace that supports the unique needs of her employees, that she does about giving back.

“There’s no one size fits all,” she says. “Some people want to write a check. Some people want to go volunteer at their organization. Some people want to do it at home.”

When we spoke, Jessie rattled off several ways to give back that don’t require a lot of time or money, including picking up trash in your neighborhood, or using sidewalk chalk to write inspiring notes.

She encourages clients to rethink occasions where guests feel compelled to bring a gift as an opportunity to give back, like asking for board books that can be donated to a local shelter.

“It doesn’t have to cost a lot of money and just getting your kids involved early on, makes a huge difference,” she says.

Jessie’s daughter wanted to do something for babies at her birthday party, so she set out to donate 100 boxes of diapers.

“She wrote letters to everybody and she ended up getting 250 packages,” says Jessie. “She saw that impact and it was enormous.”

Even if you’re in a season of parenting puts time or money at a premium, Jessie believes that small gestures like holding the door open, or making an extra batch of cookies for a nursing home, can go a long way.

“A lot of it is just like being kind,” she says. “A smile can make a big difference, and that is a way of giving back.”

Mama Shaker: Tash, from Coastermatic to Corporate Life

For first-time mom Tash, the birth of her son seemed like the right time to pass the torch to another mompreneur-in-the-making. Within days of welcoming his arrival, Tash signed over her other “baby” Coastermatic to its new owner Megan, and began settling into her next chapter.

“With Remi coming, it was becoming clear that I needed to move on from Coastermatic and let it go,” she says.

Timing was everything, as she had been working on projects with Megan, a mom of two “bitten by the entrepreneurial bug” who “already knows the business intimately and loves it.”

“It’s really exciting that something I made can give someone that opportunity, and that I can pass this thing on, that I loved really dearly, to somebody who’s really excited about it, and can use it to expand her skillset and grow,” Tash says.

Transitions have been a way of life for Tash since she left grad school where Coastermatic was incubated with a friend, and became a product designer at a large tech company two years ago.

“At this stage in my career it’s a really good fit and a good spot. It’s really nice to have maternity leave and health insurance,” she adds.

Tash has found the lessons she learned from running her own business and “thinking about everything that goes into making a product and bringing it to market” to be “hugely beneficial” working in the tech world.

“I have much greater empathy for all the other people I work with, and understanding the roles that they have and their responsibilities,” she says.

Tash believes “going back to into a corporate workplace with a more holistic toolset” makes her better at her job, and wouldn’t have happened without the experience she developed in grad school and while running her own business.

Transitioning into Motherhood

As for motherhood, Tash has eased into it with the same pragmatism she applied in her evolution from entrepreneurship to corporate life.

“I’d heard from friends that there’s not a lot of getting things done once the baby comes,” she says. “That was helpful to hear since I’m definitely a to-do list person. It’s been kind of nice to take the pressure off and not worry about all the things that need to get done.”

While Tash admits it took a few weeks to “relax into it,” she now feels like she and Remi are “getting into a groove.”

“Sleeping would be good,” she adds.

Whether she’s being peppered with questions from inquiring friends considering their own journey into parenthood, or speaking to aspiring entrepreneurs, her insights could easily apply to both.

“We didn’t know answers to any of these questions the day before he was born,” she says.

Fortunately for Tash, her start-up experience is coming in handy in more ways than one.

Why Breaking All the Rules is Best for the Moment

While I’ve become accustomed to my weekend ritual of writing about a Mama Maker or Mama Shaker during nap time, this was one of those weekends where life had other plans — in the best way possible.

Life with our 2.5 year old is giving us the full colors of the rainbow. One minute he’s falling into a puddle of tears and resistance, the next he’s all hugs and I love you’s. It is both the hardest time and the most wonderful time, all in one.

I started the weekend with full determination to psych myself up for potty training. But after reading one book that felt like too much pressure, and another that felt just right, we carved out our own little rhythm.

After a little bit of potty talk over coffee and lego videos, we continued on with our Saturday morning music class, complete with full drum set encore, and walk to the grocery store afterwards. Inside, the ordinary became the extraordinary in the eyes of my fire truck-loving toddler.

We spotted three “real life firefighters” who my son admired from a couple of feet away. They pointed out that his yellow rain boots were the same color as their truck outside, and he lit up with anticipation. Afterwards, one of the firefighters chased after us to hand my son a sticker. Day officially made.

The rest of the day consisted of mutual naps, lots of potty “reminders,” bribery, and hovering near tile and hardwood. My germaphobe self had to confront the realities of a very natural thing in the eyes of a curious toddler. We put in a few good hours of practice, and then ultimately gave ourselves “the night off,” breaking all the rules of potty training books.

(Here are the Potty Training Essentials that helped us through it.)

Dinner out as the three of us felt extra special, even though it ran a lot later than we intended. Seeing your toddler through the eyes of admiring strangers saying how well behaved he is definitely made us feel like there’s light at the end of this very tiring tunnel.

Mac & cheese, french fries and cheeseburgers never tasted so good after 8 p.m. We were treated to our own live performance on the ride home, as my son sang B-I-N-G-O and Itsy Bitsy Spider at an hour that would normally be reserved for bedtime.

My third trimester’s sleep was not surprisingly interrupted and I lay awake thinking about the logistics of the road ahead with our new baby. It feels like his older brother is well aware of his impending independence by putting on his own pants for the first time or climbing up on a step stool to help himself to a banana.

Our little firecracker continued on with his showering of affection and big boy behavior at my parents’ house, and told us all how he loved us over his second or third peanut butter and jelly sandwich of the day.

I felt pampered myself by resting my growing belly while listening to inspiring sound bites from a future Mama Shaker, getting a surprise Facetime call from my college besties and their babies, followed by a sunny patio visit with two of my longest-running local girlfriends.

The weekend wrapped with a quick walk with my overly fluffy labradoodle in pre-sunset light, more hugs from my energetic toddler for myself and the baby, and a cobbling together of dinner amidst the chaos of a very messy house. Knowing full well that tomorrow morning I will get back on the train, and have a moment of working mama independence, I wanted to soak up all that life.

Mama Shaker: Janice of Healthy Pregnancy Made Simple

With the swarm of warnings about what not to eat while you’re pregnant, Janice wants to help conscientious mamas-to-be figure out what to say yes to.

“We have this mama bear instinct to want to protect our babies, even though they’re not ‘here’ yet — because we know that they’re at their most vulnerable stage, growing every organ and every system in their body,” she says.

Janice understands firsthand that despite the desire to make thoughtful choices during pregnancy, it can feel overwhelming.

“You’re in the right to be concerned and to be on top of what you’re eating,” she says. “It doesn’t have to be really complicated, even though the internet makes it seem that way.”

Her Facebook group, Healthy Pregnancy Made Simple, is just the beginning of a new chapter for the wellness coaching business she started 4 years ago. She’s taking a holistic approach to helping women through those crucial 40 weeks.

“It’s not necessarily about what you eat. It could be what you drink, it could be what you’re breathing in,” she says. “So I go beyond the nutrition side of things so that women are feeling great during their pregnancy, hopefully reducing their symptoms, and feeling like they’re doing all they can to set the stage for a smart, healthy baby.”

How Motherhood Inspired a Business

After starting her career in the consumer packed goods industry, Janice decided to get smart about what she was putting in her body before starting a family.

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After spending years trying to increase the consumption of most of the major brands you see in the grocery store, she came to the realization that “the messages that I’m putting out there aren’t really helping anyone.”

She planned it out financially with her husband, left her marketing job, and entered the world of wellness and nutrition coaching.

Her newfound freedom has also allowed Janice and her family to spend a few months abroad in Columbia, where her husband has roots.

“We decided to try and get away from the Canadian winters,” she says. “We have the flexibility, so we figured let’s give this a try.”

Women Helping Women Succeed

“Now that we can do everything online, it’s just amazing,” Janice says, as she describes how she’s tapped into groups of wellness experts, fellow moms, and masterminds to build her business.

“Being a mompreneur can feel very isolating, when it’s just you and the kids and the house,” she says. “So having these connections have been really helpful, because I was used to going to the office everyday and working with 40-50 people and having that social network.”

Similarly, Janice wants the moms she coaches to reap the benefits of a supportive community.

“Sometimes if you’re trying to do things differently, and you’re getting those head turns and eye rolls, having someone in your corner to say ‘yeah, it’s okay that you’re worried about that kind of stuff and trying to take action’ can really help.”

How This Mompreneur Makes it Work

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“If you’re starting a business, and you’re trying to manage being a great parent, you can’t do everything all the time,” Janice says.

She encourages entrepreneurial parents to build a support system and create daily rituals that bring them energy, while letting go of the things that don’t.

“If you can afford to have somebody to clean the house, or do the grass, or shovel the snow, you can then use that time to spend better quality time with your kids or work on your business.”

She gets up before 5 a.m. and writes for an hour and a half before her kids wake up. They have a little bit of “cuddle time” before she heads off the gym, while her husband makes breakfast for the kids.

For any parent who finds it challenging to build in time for self-care, Janice recommends keeping it simple.

“Focus on doing the things that give you joy, whether that’s talking to a friend on the phone who lifts you up, reading a great book, watching a romantic comedy, or taking a nice bath,” she says.

The highs and lows of building her business have felt similar to parenting, “80 percent of the time it’s difficult, and 20 percent of the time it’s the most amazing thing ever.”

“It’s hard work, but at the end of the day I love what I do,” Janice says. “It’s not all rose-colored glasses, but I’d much rather being doing this than commuting 2 hours a day to work, missing my kids.”

Giving Mompreneurs a Boost with The Zoe Report Box of Style

Tuning in to The Rachel Zoe Project on Bravo was part of my early curiosity around the inner workings of a #momboss. Fast forward a decade, and the glamorous mama mogul is now supporting other mompreneurs in The Zoe Report’s Box of Style.

Each season, a new set of emerging beauty and style brands – powered by female founders – are featured in a luxurious package that’s convenient enough for busy moms to feel pampered too.

Women Helping Women Succeed

After arriving in my Spring 2017 box, this foot-loomed Tribe Alive handbag – warmly tagged “Made in India With Love” – became my carryall for everything from notebooks and charging cords during the week, to diapers and wipes on the weekends.

Tribe Alive Handbag from Box of Style

For Tribe Alive CEO Carly Burson, The Zoe Report’s Box of Style has helped expand her brand’s mission to empower female artisans around the world to raise themselves out of poverty.

“We were able to reach a large audience of women through this collaboration and were thrilled over how well the design was received by Box of Style subscribers and how the mission behind our brand resonated with so many,” Carly says.

“Our team at Tribe Alive is full of hard-working moms and we all act as one support system,” she says. “We take on extra work for each other when one needs it, we offer to help with each other’s kids, and we understand that sometimes schedules need to be flexible. We work really hard to foster a culture that allows working moms to be successful in their career while also feeling successful at home.”

“Our team supports each other every step of the way so that we can accomplish all things in all areas of life,” says Carly.

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Forever India. Forever changed. 📷 @erinloechner

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“I’m honored that my ‘village’ is full of the women who sit beside me everyday to help me build a brand that in turn allows women all over the world the opportunity to care for their families.”

How this Mompreneur Makes it Work

Helping women succeed comes full circle for Carly: “My support system is my life line. I could not do what I do without the Tribe of women who hold me up.”

“I work with so many amazing women who help guide me through the balancing act of being a female entrepreneur,” Carly says. “Most days it feels like an impossible job, but I surround myself with colleagues and mentors who share about the true struggles of being a business owner and a mom.”

“Some of the women and friends I look to for guidance are Erin Loechner from Design For Mankind, Liz Bohannon of Sseko and our own [Tribe Alive] Brand Development Director, Reagan Shedden.”

Stay tuned for more stories of the mompreneurs featured in The Zoe Report’s Box of Style.

Fall 2017 Box of Style

Here’s my hyper-speed unveiling of my Fall 2017 box, which just arrived last week:  

This navy GiGi New York clutch converts into a laptop case…Be still this working mama’s heart!

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(To get $10 off the Fall 2017 box, use promo code FALLBOS10, or to get $20 off an annual subscription, enter promo code BOS20 at Box of Style.)

Hacking Sun Basket for Leftovers

I recently started ordering the family plan from Sun Basket, which provides enough ingredients to make dinner twice for two adults and two children.

This was helpful for providing bigger portions (we nearly eat it all between the two of us) and only having to cook twice was more realistic for my schedule than three times a week.

Even better, I started ordering two of the same recipe and now only have to cook once! We have plenty of leftovers, saving me from cooking or wracking up dishes on another busy weeknight.

(See below for the 8 servings of fajitas we’ll have for dinner two nights this week, and maybe even lunch.)

Get 50% off Family Meals from Sun Basket.





How Sun Basket & Postmates Saved Weeknights

Commuting, daycare pick up, dinner and bedtime for a squirmy toddler was making it hard to feed ourselves before 9 p.m. on weeknights. So we did what every parent quickly learns to do – bring in reinforcements!

After trying Blue Apron and Sun Basket this spring, I ended up going with Sun Basket because they focus on regionally sourced, seasonal ingredients and have a Paleo option.

It worked out well for several months; Emmett would go to bed and I would unwind in the kitchen. It was a win-win to fuel my joy of cooking and our desire to eat healthy, while preserving some of the energy that goes into finding recipes and getting groceries accordingly.

The only challenge was that as Emmett’s bedtime crept later this summer, we found it harder to get dinner on the “table” (aka our couch, in front of Netflix or HBO’s latest) and get ourselves to bed at a reasonable hour – a necessity when your toddler wakes up anywhere between 5:30-6:30 a.m.

It was David’s idea to start ordering Postmates deliveries using some healthy dishes he stumbled upon during the workweek in our neighborhood. Enter Tri-tip with broccoli, Greek souvlaki, and other meat & veggie combos from local restaurants.

Now, we’re typically able to conjure one home-cooked meal per week (our go-to taco salad or burritos). The other nights, we lean heavily on Postmates to keep our sanity, make the most of our evenings with Emmett, and get a little couch-time after he goes to bed.

I’ve temporarily paused Sun Basket because the three recipes per week option was a little too much for us to handle. But, I hear they’re coming out with a two recipe plan, which I can get on board with!

What do you do to make it through the week?

P.S. If you want to try Postmates, use code 44MG to get free delivery. And here’s a $45 off Sun Basket.