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Meet Kendra Maister and Stacey Messina of SD PopUp PlayDate in North County, San Diego

Today we’d like to introduce you to Kendra Maister and Stacey Messina.

Kendra and Stacey, please share your story with us. How did you get to where you are today?
Aspiring to work with kids and wanting to create a space where we could work with our children is what inspired us to create SD PopUp PlayDate! Stacey is a fine artist who teaches classes and creates custom paintings. She also hosts an extensive background in art manufacturing, international logistics, and business development. Kendra is a hairstylist by trade that has an amazing eye for fashion and trends. She grew up in the fair industry; helping her parents run their food concessions every summer from a very young age!

Together, we’ve managed to intertwine the two worlds of business and parenting to create an environment that not only offered small business camaraderie, but also a safe space for moms to mingle while interacting with their children and peers! We take the awkwardness out of traditional playdates by offering free crafts, activities, and vendors to strike up a conversation with. It’s nice to talk about our babies, but there is so much more to discuss at our free events around town! We truly thrive on supporting small owned businesses while watching friendships blossom simultaneously.

We’re always bombarded by how great it is to pursue your passion, etc – but we’ve spoken with enough people to know that it’s not always easy. Overall, would you say things have been easy for you?
Like most, we’ve had some challenges and quite a few learning curves, but that is to be expected when starting up a new business. Event planning and marketing is A LOT of work and requires a ton of time between us both. The workload can be overwhelming while raising kids, but seeing all the smiling faces at our events makes it all worthwhile!

Thank goodness our strengths and weaknesses balance out so that we can lean on each other! For example, Stacey is horrible at grammar but has a knack for creativity, design, and keeping us organized. Kendra has a knack for writing, social media, and awesome people skills! Another challenge is that we rarely talk on the phone because of the kids screaming in the background, so we get most of our work done via text and slightly illegible talk to text.

We often struggle balancing home and work duties with our crazy schedules. Kendra tends to be more inspired in the morning and has all these ideas and motivation! Stacey needs like 29 cups of coffee to get going. She is more of a night owl and feels inspired after the kids go to sleep! Guess that’s how we manage to work around the clock answering emails etc.

Tell us more about the business.
Giving a brief moment to laugh and sip a beer together while the kids are engaged! Our PopUp Playdates bring young families together to support kid friendly establishments and small owned businesses while enjoying free activities, live music, and endless socializing! We are grateful for the partnerships that we’ve made with local establishments along with the ongoing support of all our sponsors.

We are proud of spreading awareness and raising funds for local charities in the area. We have worked closely with Angels Foster Family Network this past year and feel fortunate to have the opportunity to shed light on the growing need for foster families in San Diego county. With the help of the community, we were able to raise $702.86 for Angels; assisting in providing recruiting, training, & approving families in San Diego county.

We are also super flattered to have a local beer named in our honor called “Playdate Little IPA” at My Yard Live! Our goal is to create and deliver a kid friendly shopping experience because dragging your kids to the mall is the last thing on a mom’s list.

Has luck played a meaningful role in your life and business?
We honestly couldn’t run this business without one another and are so fortunate to have met; giving us the ability to bring this vision to fruition! We have also been extremely lucky with the weather surrounding each of our events! Nearly all of our events are held outdoors and we haven’t had any rainstorms thus far!

Contact Info:


Image Credit:
Nasai Photo

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