A banana pudding cookie at BIG Ben’s wife Kerri’s workplace drew Urban Crumbs onto Snackin’ & Yakkin’.

She sent Ben a photo and called it, “sooooo good.”

Cookie lovers and home bakers will enjoy the story.

If you want cookies that are thick, soft-baked, and packed with true goodness, sisters Tiffany and Alyssa bring a tableful. They bring a whole tableful to Charleston-area pop-ups. This lineup will delight cookie lovers and home bakers.

Urban Crumbs CHS began in a family kitchen

Tiffany and Alyssa are sisters from Arkansas. Their baking memories begin with Big Mama, aunts, and older cousins. A kitchen full of love and labor shaped those early moments. They learned patience, precision, and the joy of sharing treats. Those memories still flavor their modern bakes.

For cookie lovers and home bakers, the stories start in a kitchen filled with work. The aroma of vanilla, flour on the counters, and laughter carried through Sundays. They carried those lessons into adulthood, teaching others with steady hands. Even now, friends and family taste tradition in every batch.

They snapped peas, cleaned greens, and gathered around counters covered in desserts for holidays, long weekends, or any excuse someone could find to bake. Everything was made from scratch. Their family has a cookbook, and Tiffany hopes the Urban Crumbs recipes will land in it one day.

Big Mama died in 2016, but the sisters still carry her lessons with them.

“We remember more now than ever.”

Tiffany keeps one of Big Mama’s purses in regular rotation, and both sisters spoke about the family kitchen with a lot of love.

Returning to Arkansas brought the baking memories back

Tiffany moved to Charleston in 2012. When COVID hit, she and her family moved back to Arkansas for three years, reconnecting with relatives and spending time in the family home where they grew up.

She sat down with Aunt Cheryl while pregnant with her daughter and watched her make food from scratch in that familiar kitchen. When Tiffany moved back to Charleston in 2023, those memories stayed close.

The cookies themselves came through a mentor relationship with Natalie at The Cookie Shop in Little Rock. Tiffany learned from those recipes, tested her own ideas, and built a menu she hopes will eventually join the family cookbook.

A home-based business built by two sisters

Urban Crumbs CHS operates from the sisters’ home under South Carolina cottage food rules. The cookies are heat-sealed before leaving the kitchen, and the business follows the state’s home-based food production requirements. The South Carolina Home-based Food Production Law guidance outlines the rules that apply to home-produced foods.

Urban Crumbs makes thick, soft-baked cookies in small batches.

For now, the business is a tent-and-table operation rather than a food truck. Tiffany and Alyssa bring cookies to pop-ups, apartment events, dealerships, and other local gatherings.

Alyssa joined the business one batch at a time

Alyssa became more involved earlier in the year. At first, she helped set up tables, bag cookies, and handle the behind-the-scenes work. Then Tiffany encouraged her to try baking.

She found it therapeutic while caring for her 9-month-old and listening to podcasts. Before joining Urban Crumbs full-time, Alyssa worked as an elementary school substitute teacher, a job she loved and hopes to return to someday.

The sisters split the baking and business work down the middle. Tiffany brings experience in property management and sales, while Alyssa brings a steady hand in the kitchen and a clear affection for cookies, Lunchables, and traveling with snacks.

The first Urban Crumbs pop-ups started with one question

Tiffany knew family and friends would happily eat her cookies. However, she wanted feedback from people who had no reason to be nice about them.

Her sales background had taught her that family and friends are not always the same as customers. So, she pushed past the comfort zone and started asking for opportunities.

A folding table became a regular dealership stop

Food trucks often visited Tiffany’s apartment community. When she received a text about one of those visits, she immediately asked whether she could join as a dessert vendor. The answer was yes.

She ordered a table, showed up, and got started. A few days later, while getting her car serviced at a dealership, Tiffany asked if she could bring cookies in for the staff.

At that first dealership event, she set up a table with her 13-year-old son and 5-year-old daughter. Salespeople gathered around, and every cookie sold out in about 45 minutes. Tiffany got so busy that someone else had to take her car back for its service appointment.

The dealership now brings Urban Crumbs in once or twice a month.

1. Tiffany found a place that might welcome cookies.
2. She asked for permission to sell there.
3. She set up a simple table.
4. Customers tried the cookies.
5. The relationship turned into a recurring pop-up.

A late-night thought became Urban Crumbs

Tiffany spent late nights watching baking videos as her social media algorithm filled with cookie content. Once she bought recipes and learned the ingredients, she felt confident about the baking side.

Then she focused on sales and marketing, which felt familiar after years of sales work. Some nights, she slept very little because the idea kept pulling her forward.

Tiffany described praying to God for a sign and hearing very clearly: “My voice is your voice.” She took that as a reason to trust herself and begin.

Cold butter, chilled dough, and no shortcuts

Urban Crumbs cookies are large, dense, soft-baked, and cakey. They aren’t flat, dry cookies that disappear in two bites. The texture came up repeatedly during the tasting, especially after Big Ben tried the oatmeal raisin cookie.

Tiffany shared one part of the method: cold butter helps create a pillowy cookie.

The dough often goes into the freezer overnight

The sisters make the dough, shape it into balls, and freeze it overnight. When they are ready to bake, they may leave the dough out for about five minutes or simply let it sit while the oven preheats.

That process takes time. The cookies are baked the same day as a pop-up or the night before, depending on the schedule.

Alyssa said she prefers baking from frozen because the cookies keep their shape better. No shortcuts, no rushed dough, and no skinny little cookie pretending it belongs at this table.

The crunch stays inside the cookie

The big surprise of the tasting was how well Urban Crumbs keeps crunchy ingredients crunchy.

Pretzels in the Kitchen Sink cookie stayed crisp. Oreo pieces in Cookie Monster still snapped. Graham crackers in the S’mores cookie had texture, and Biscoff cookie pieces held their crunch in the middle of the dough.

Urban Crumbs doesn’t only put crunch on top. The crunch carries through the cookie.

The cookie lineup has no interest in being subtle

Tiffany and Alyssa brought a dozen cookies in a dozen different flavors, plus enough extras to make Big Ben reconsider his plan to sample a little piece of everything.

Each cookie has its own personality, whether it is fruit-forward, loaded with mix-ins, or built for a serious sweet-and-salty bite.

Strawberry, strawberry lemonade, and pumpkin spice

The strawberry cookie has a freeze-dried strawberry on top. During the tasting, the berry softened slightly and took on a fruit-leather-like texture, with a tart edge that Big Ben loved. He said he would happily take extra strawberry pieces on top.

Strawberry lemonade adds white chocolate chips and a lemony note. It tasted bright and summery, with the sweet strawberry balanced by a bit of tart lemonade flavor.

Pumpkin spice joined the menu as a fall flavor. The discussion gave pumpkin spice fans their due, even if it turns some people into seasonal “basics” for a few months.

The OG chocolate chip and salted caramel chocolate chip

Urban Crumbs calls its classic version the OG chocolate chip. The sisters use milk chocolate chips, and the cookie has the soft, rich center that ran through the whole lineup.

Big Ben also picked up on deeper flavor in the chocolate chip cookie, although Tiffany kept some details private. A few secrets belong in the recipe box.

The salted caramel chocolate chip took the classic cookie into sweet-and-salty territory. After tasting a lot of sugar-forward flavors, Big Ben said the salt came through perfectly and made this one of his favorites.

Oatmeal raisin surprised the skeptic

Oatmeal raisin was not Big Ben’s usual pick. He said he would normally choose almost any other cookie first.

That changed after one bite. Instead of a flat, dry oatmeal raisin cookie, this one was soft and pillowy, almost like a spoonful of oatmeal. The raisins stayed juicy rather than dry and flattened.

He finished it quickly and called it “so good.” Cold butter and chilled dough had a lot to do with that result.

Biscoff and white chocolate macadamia nut

The Biscoff cookie uses Biscoff cookie butter, Biscoff cookies, and more Biscoff crumbles. It has the sheen and richness of a peanut butter-style cookie, while the cookie pieces inside still have their snap.

White chocolate macadamia nut came with a clear package warning: “Stop. This cookie contains nuts.” Urban Crumbs labels nut-containing cookies carefully, and the sisters said they also label brownies when nuts are included.

Big Ben compared the white chocolate macadamia flavor to versions he had enjoyed at Subway and in Costco cookie assortments. The whole macadamia nuts gave the cookie a firm, satisfying bite without the hard crunch of peanuts.

The loaded cookies brought the loudest reactions

Some cookies don’t need a lot of explanation. They arrive looking like a full dessert situation.

Kitchen Sink has caramel, pretzels, and future potato chip plans

The Kitchen Sink cookie included caramel, chocolate, and pretzels. The pretzels stayed crisp despite being baked into a thick cookie, which got an immediate reaction during the tasting.

Tiffany and Alyssa are considering potato chips for a future batch. The extra salt would fit right in with the caramel and pretzel combination.

Big Ben called it a perfect match for his habit of combining unusual foods. He made sure to grab the bite with the pretzel, and it delivered.

S’mores tastes like the whole campfire snack

The S’mores cookie has marshmallow, chocolate, and graham cracker. Yet it didn’t taste like a plain cookie with a few scattered toppings. Big Ben said the cookie itself carried graham cracker and marshmallow flavor all the way through.

The graham cracker added a little crunchy texture, which Alyssa joked was simply “crunchy love.” S’mores is Alyssa’s favorite cookie, and it is so popular at home that a batch of 12 or 13 can shrink to five or six cookies before customers ever see it.

The sisters may also use teddy bear decorations in S’mores cookies during October.

Banana pudding was the cookie that got Big Ben’s attention

The banana pudding cookie was the first Urban Crumbs cookie Kerri’s workplace experience put on Big Ben’s radar. Kerri took one look at the cookie on her desk, tried it, and refused to bring any home.

Banana pudding was the flavor that started this whole cookie meeting.

During the tasting, Big Ben said it tasted like fresh banana pudding. The texture was soft, cakey, and almost pudding-like, with banana flavor coming through immediately.

The cookie already has a legend at the car dealership. Tiffany said two salesmen arm-wrestled for the final banana pudding cookie after the rest had sold out.

Cookie Monster is a cookie full of cookies

Cookie Monster is the bright, colorful showstopper. It has candy eyes, Oreo pieces, chocolate chip cookie pieces, chocolate chips, and white chocolate chips.

Big Ben described it as a cookie that had eaten other cookies. The Oreo flavor came through, along with the dark cocoa taste and actual crunchy Oreo pieces.

The mix reminded him of Ben & Jerry’s Half Baked ice cream, which combines cookie dough and brownie pieces. Cookie Monster also earned a special candy-eyeball tasting, with the eye compared to a candy necklace.

Cookie Monster changes color for holidays and events

Children flock to Cookie Monster at pop-ups because they see color first and ask questions later. Urban Crumbs has used several color themes for holidays and special events:

• Green for St. Patrick’s Day
• Orange and purple for Halloween
• Pink for breast cancer awareness events
• Multiple colors for back-to-school events

Halloween versions may get witch feet or spider-web decorations. The sisters also talked about adding sparkle whenever the moment calls for it.

Tiffany described a Disney trip that made her cry in the best way, especially watching her 5-year-old daughter take in the magic. That sense of fun shows up in the cookies. Urban Crumbs likes whimsy, bright colors, and a table that makes people smile before they even take a bite.

Sugar-free requests and careful packaging

Alyssa has Type 2 diabetes, so she pays close attention to sugar. Urban Crumbs can make its cookie flavors with a sugar substitute on request.

The regular cookies sampled on the show used granulated and brown sugar. Sugar-free versions are a request-based option, not an automatic swap for every cookie at every pop-up.

Customers with ingredient questions or dietary needs should contact Urban Crumbs directly before ordering.

The sisters also use heat-sealed packaging and ingredient warnings for nut-containing cookies. That care matters, especially for flavors like white chocolate macadamia nut and brownies made with nuts.

Big Ben’s favorite Urban Crumbs cookies

After tasting pieces of most of the lineup, Big Ben said every flavor was worth trying. Still, a few stood out.

1. Cookie Monster won him over with Oreo pieces, chocolate chip cookie pieces, candy eyes, and all the crunchy bits inside.
2. Salted caramel chocolate chip hit the sweet-and-salty balance he wanted.
3. Strawberry and strawberry lemonade stood out for their bright fruit flavor and slightly tart edge.

He also gave serious praise to the banana pudding, Kitchen Sink, S’mores, oatmeal raisin, Biscoff, and white chocolate macadamia nut. By the end, he estimated he had eaten the equivalent of nearly three full cookies through all those samples.

That is a lot, but these are decadent cookies. A small piece still carries soft dough, big mix-ins, and plenty of flavor.

Where to find Urban Crumbs CHS

Urban Crumbs posts its weekly pop-up locations, changing menu, seasonal colors, and new flavors through its social accounts. The sisters set up around the Charleston area at apartment events, dealerships, and other local spots.

Follow Urban Crumbs CHS on Instagram, Urban Crumbs Charleston on Facebook, and Urban Crumbs CHS on TikTok for current locations and ordering details.

Urban Crumbs ships across the United States

The cookies are available beyond Charleston. Urban Crumbs has shipped to Massachusetts, Arkansas, Missouri, and Texas, and Tiffany said they will ship anywhere in the United States.

For current shipping options, menu availability, and sugar-free requests, contact the business through its social channels.

The next chapter may include wheels, coffee, or a storefront

Urban Crumbs is still growing one pop-up at a time, but Tiffany and Alyssa have discussed what could come next. Possibilities include a concession cart, concession trailer, food truck, coffee shop partnership, or a future brick-and-mortar shop.

None of those plans are confirmed. For now, the sisters are focused on baking, packing, setting up their tent, and bringing a giant spread of cookies wherever they are invited.

The business also has help from family. Antonio carries the heavy cookie boxes, and Daniel designed the Urban Crumbs logo. According to the sisters, Daniel earns free cookies for life.

A cookie business with family history in every batch

Urban Crumbs CHS started with Arkansas family kitchens, Big Mama memories, late-night baking videos, and one woman deciding to listen to the voice telling her to try. It now includes regular pop-ups, nationwide shipping, and a dozen-cookie table full of chewy centers and crunchy surprises.

The cookies are rich, playful, and made with family history and crunchy love. That is why a strawberry cookie gets a freeze-dried berry hat, Cookie Monster gets candy eyes, and a banana pudding cookie can cause an arm-wrestling match at a dealership.