31-Day Creative Challenge

So ya girl was facing a lot of rejection early 2025, and I mean A LOT. No one really talks about how much rejection effects your creative motivation, so, in attempt to fall back in love with creating, I challenged myself to make something everyday.

Here’s everything I made from beginning to end. So sit back, grab some popcorn, and prepare to fall in love with me!

@tiffanyssimone Ya girl is tired of waiting for opportunities, so, this is me making my own! I’ve struggled with rejection these past few months, and nobody talks about how much it effects your motivation. In attempt to fall back in love with creating, I’m challenging myself to make something everyday. From sewing to graphic design to heartfelt poetry, I’ll be testing my creative flexibility! Y’all ready to see the journey? Follow for more! #BlackCreatives ♬ Doo Wop (That Thing) (Instrumental) - Lauryn Hill

@tiffanyssimone Y’all…Day 1 threw me for a loop! I went into this project with a simple idea: create a midi skirt out of an old @adidas hoodie. But, it was TERRIBLE. I wasn’t satisfied with the product so I HAD to change it. Two hours later and I made a dress that I LOVE! Do y’all think I did too much? Or was the dress the better option? Lmk! Stay tuned for Day 2! #creativechallenge #adidas #upcycledfashion #upcycle #thriftflip #sewing #fashion ♬ NASTY (Instrumental) - Russ

@tiffanyssimone Today we got a copywriting prompt! 🎉🎉 It’s day 2 of my 31-Day Creative Challenge and today I had to script a radio ad for a random brand. Using @Jeremy Carson | Creative+Tech ‘s Brandomizer, I landed on Motel 6. Initially I wasn’t too interested in this brand, but I remembered those old "We’ll Leave The Light on for You" radio spots by The Richards Group. I did some research, found my insight (spoiler: it’s pee), scripted my copy, and cloned Tom Bodett’s voice to create my ad. I had fun with this one! If you’re in advertising, I would love to know your thoughts. See you guys tomorrow! #creativechallenge #copywriter #advertising #creativedirector #marketing #radioads #motel6 #adagency ♬ original sound - Tiffany

@tiffanyssimone I’m officially a rapper! On Day 3 of my 31-Day Creative Challenge I was tasked with creating a song in under an hour. Lucky, I was already feeling the creative juices (thanks to Mary Jane) and I knocked out a short snippet in about 45 minutes. I like to play around with music as a hobby, so getting this challenge really helped me overcome my fear of sharing my music. Stay till the end to see the visualizer, and lmk what you think! #creativechallenge #songchallenge #creatives #songwriting ♬ original sound - Tiffany

@tiffanyssimone In my quest to prove I'm a creative God, I took on a design prompt. But like Icarus, I might’ve flown a little too close to the @Canva sun. Graphic designers… why didn’t y’all warn me it’s this hard?? Today’s challenge was to make a music festival lineup poster. What I made looks more like a 3rd grade art project but tbh? It kinda eats if you tilt your head and squint. #CreativeChallenge #GraphicDesign #FestivalPoster #DesignFail #Day4 #Canva #31DayChallenge #CreativeProcess ♬ Cochise X Playboi Carti Beat - Staysee

@tiffanyssimone I’m writing…. again On day 5 of my 31-Day Creative Challenge I had to create an ad for a gas station. I chose @7-ELEVEN Because just like a late-night text from your ex… you can’t resist the craving. Stick around till the end to see how I used AI to mock it up, (because I don’t have a design partner…yet). But if you’re down to collab, let’s connect! See you guys tomorrow! #31DayChallenge #fyp #Designer #Copywriting #Advertising #GraphicDesign #BlackCreatives ♬ Black Lambo (Instrumental) - The808Wizrd

@tiffanyssimone I think I just hit my first failure! Today I had to make a TVC concept for @Verizon and everything was going so smoothly: the insight, the concept, the script… Until it was time for the storyboard. I copied and pasted my script with the visual direction into ChatGPT and the mock-ups came out terrible. I tried my hand at creating my own storyboard visuals but ultimately settled with the script. At the end of the day, I’m just a writer! Let me know what you think and I’ll see you for Day 7! #31DayChallenge #Copywriter #BlackCreatives #GraphicDesign #Advertising #SpecWork #Marketing ♬ trap hip hop(1396717) - Jasper Lab

@tiffanyssimone On Day 7, my sewing machine was calling, and ofc I answered! The task was to create something small and functional from my scrap fabric. I chose to make a hobo bag because it’s cute, and ngl, I’ve made this before so I already knew the process. Nonetheless, the task still came with its challenges (that I obviously overcame). So let me know your thoughts on this bag and I’ll see you guys tomorrow for Day 8 woooo!! #31DayChallenge #Sewing #ThriftFlip #Fyp #Upcycle #sewingproject ♬ original sound - Tiffany

@tiffanyssimone Day 8 in the books! 😅 Whew, y’all, it’s been a long week for me and staying consistent with these videos is a whole feat! Doing the prompt is never the problem, but when it comes time to edit—I be ready to throw the whole video away. So today’s video is short and sweet: I drew some cartoon characters based off my photos. I still tried to give some effort with my editing (i.e the Santana clip LMAO), so hope y’all enjoy! #31DayChallenge #crafting #drawing #coloring ♬ Life Will Be - Cleo Sol

@tiffanyssimone If you ever wondered what a magazine dedicated to me would look like… now you know. Today’s prompt was to design a cover that reflects who I am as a creative. I chose a photo from my Howard University Models of the Mecca shoot and built a layout around everything that makes my brain tick—storytelling, culture, and a little (organized) chaos. And honestly? I’d read it. #CreativeChallenge #MagazineCoverDesign #EditorialDesign #BlackCreatives #DIYMag #DesignChallenge #CreativeProcess #ArtDirection #DigitalDesign ♬ water (instrumental) - no/vox & karaokey

@tiffanyssimone You can’t name a brand Raising Cane’s and not expect someone to turn it into a mockumentary. For Day 10 of my 31-Day Creative Challenge, I had to concept a social series for a brand. I was eating @Raising Cane's Cane’s when I thought: “Who is Cane? And has he been raised?” So I made "Raising Cane": a chaotic mockumentary about a chicken tender-boy just trying to find his place in a human world. Coming soon to a For You Page near you. #CreativeChallenge #Copywriter #GenZMarketing #raisingcanes ♬ Playboi - Instrumental - Teoifolis

@tiffanyssimone For Day 11 of my 31-Day Creative Challenge, I had to design a new product based on a human insight. So I tapped into the ultimate Black household remedy and created @canadadry’s Stomach Relief. A real product (not really) for the real ones who’ve been sipping ginger ale since birth. Because if we’re already treating it like medicine, might as well make it official. #31DayCreativeChallenge #copywriter #productdesign #graphicdesign #canva #blackcreatives #advertising #marketing ♬ original sound - Tiffany

@tiffanyssimone Sooo, Day 12 didn’t go as planned. The challenge was to make an outfit from a thrifted item. I planned on making a mini halter dress, but I messed up, and had to make a top instead. I’m actually so upset because the print is FIREEE and I envisioned such a cute summer dress. But, it’s okay, I can’t win them all. Trust me though, I WILL avenge the death of this dress. Until next time! 👋🏽 #31DayCreativeChallenge #Upcycle #ThriftFlip #Sewing ♬ Lover/Friend (Instrumental) - KAYTRANADA

@tiffanyssimone OMG I’m cutting it close today! Lemme hurry up and write this caption before it’s midnight. Today I made a social activation (i’m actually not sure if this is an activation or not) for the launch of @Sprite + Tea, which drops in 4 days. Just watch the video, I explain everything in there. Bye! ✌🏽 #31DayCreativeChallenge #ProofOfConcept #Copywriting #Advertising #BrandActivation #Branding #Sprite ♬ Paint The Town Red (Instrumental) - Doja Cat

@tiffanyssimone Ayee we’re almost halfway through this challenge!!!!! Enjoy me upcycling this trench coat into a maxi skirt for day 14. I’ll see you tomorrow! #31DayCreativeChallenge #upcycledfashion #Upcycle #upcycling #sewing #sewingproject #thriftflip ♬ original sound - Tiffany

@tiffanyssimone Ya girl is tired of waiting for opportunities, so, this is me making my own! I’ve struggled with rejection these past few months, and nobody talks about how much it effects your motivation. In attempt to fall back in love with creating, I’m challenging myself to make something everyday. From sewing to graphic design to heartfelt poetry, I’ll be testing my creative flexibility! Y’all ready to see the journey? Follow for more! #BlackCreatives ♬ Doo Wop (That Thing) (Instrumental) - Lauryn Hill

@tiffanyssimone Needed a little break from the prompts so I made a paper squishy, something I’ve been seeing on my #Fyp for a minute. This was a fun way to decompress and creatively recharge! See you tomorrow! #31DayCreativeChallenge #papersquishy #crafts #coloring #paperart #paper #squishy ♬ In your eyes Kayarchon remix - KayArchon

@tiffanyssimone Day 16: upcycle a tee This challenge took about 10 minutes (thanks to no sewing machine!) All I needed was a pair of scissors and muscle memory from 2012 DIY YouTube. #31daycreativechallenge #upcycledfashion #diytshirt #upcycledtshirt #nosewing #thriftflip ♬ What You Need (Instrumental) - KAYTRANADA

@tiffanyssimone Today’s prompt was to create a carousel about a social issue and I said let’s throw a block party instead. Introducing Bop on the Block, a concept for @ghettogastro bringing free breakfast and fresh groceries to the neighborhoods that need it most. Let me know your thoughts and I’ll see y’all tomorrow! #31daycreativechallenge #proofofconcept #creativeconcept #advertising #copywriting #marketing #campaign #brandactivation ♬ original sound - Tiffany

@tiffanyssimone I don’t claim this piece of work I created today. For Day 18, ya girl was playing Copywriter and Designer and let’s just say….Imma stick to the words. But hey! I tried. Right? Let me know your thoughts! #31daycreativechallenge #proofofconcept #creativeconcept #advertising #copywriting #graphicdesign #artdirection #specwork #lefthanded ♬ 1 Thing (Instrumental) - Amerie

@tiffanyssimone @McDonald’s can we make this a real thing? For Day 19 I concepted an in-app feature that lets McDonald’s customers know which ice cream machines are broken in their area. Because there’s no greater disappointment than craving an Oreo McFlurry, and not being able to get one. Let me know your thoughts! #31daycreativechallenge #proofofconcept #mcdonalds #specwork #copywriting #marketing #advertising ♬ original sound - Tiffany

@tiffanyssimone Call me a hat maker now. On day 20 I had to sew something without using a pattern. And like the old saying goes: no pattern, no problem (that’s actually not a real saying, I just made that up). Byeeeeee #31daychallenge #diyfashion #thriftflip #crochet #crochethat #summerstyle #sewing ♬ original sound - Tiffany

@tiffanyssimone @Grammarly is committed to "bias mitigation and inclusive language," but still flags AAVE as incorrect. For Day 21 of my 31-Day Creative Challenge, I created a feature update for Grammarly, called “Sociolect recognition,” that understands AAVE. Because not everything is a typo. #31daychallenge #Proofofconcept #copywriting #advertising #grammarly #concepting ♬ original sound - Tiffany

@tiffanyssimone I guess Friday has now become my easy days. Enjoy me drawing! #31daychallenge #crafting #coloring ♬ Yacht Club - MusicBox

@tiffanyssimone 5 min crafts ain’t got nun on me! I can’t lie y’all, this morning I got lit at brunch and I didn’t feel like doing a whole lot. BUT Y’ALL SEE MY CONSISTENCY THOUGH? OH OKAY #31daychallenge ♬ Sossaup (Instrumental) - KAYTRAMINÉ & Aminé & KAYTRANADA

@tiffanyssimone Can y’all believe it’s Day 24?? As part of my Memorial Day Weekend relaxation, I created a quick small tote from some scrap fabric. Enjoy! #31daychallenge #Sewing #scrapfabricproject #thriftflip ♬ original sound - Tiffany

@tiffanyssimone Back in the studio today but please go easy on me bcs I can’t sing and this is my first time using Band Lab. Anyways lemme know what y’all think, I gotta hurry up and post this before midnight!! #31daychallenge #bandlab ♬ original sound - Tiffany

@tiffanyssimone Are college students cooked? Today I made an ad campaign for college campuses that bully students into using their brains again. Inspired by a recent New York Magazine article on how college students are getting way too comfortable with chatgpt. #31daychallenge #Proofofconcept #Copywriter #mockupads #chatgpt #collegelife ♬ original sound - Tiffany

@tiffanyssimone Today I wrote a diss track on periods. Ladies, this one’s for all the cramps, back aches, heavy flows, and back-expanding cravings. Hope you enjoy! #31daychallenge #Disstrack #periods #beingawoman #womenshealth #copywriting #songwriting ♬ original sound - Tiffany

@tiffanyssimone These designer brands really be making pieces you can replicate at home. And I did just that… well, kinda. I *attempted* to replicate this @acnestudiosofficial jean tote bag but I needed some interfacing (which I didn’t have) to make it sturdy. So Idk if this was a fail or not, but I’m not all the way satisfied with how it turned out. But, that’s the way life goes! At least I know what to fix for next time! See y’all tomorrow! #31daycreativechallenge #sewing #diy #thriftflip ♬ Moesha Diary - Laura

@tiffanyssimone Y’all I think I might’ve discovered my new favorite hobby. Today I wanted to paint, but since I didn’t have any, I used another type of medium—my scrap fabric. I actually had the perfect scrap pieces to help me create a landscape portrait. I had so much fun doing this, I felt like a little kid in art class. This will definitely be something I do as a hobby! #31daychallenge #scrapfabric #painting #crafts ♬ original sound - Qewly

@tiffanyssimone We’re back with another proof of concept, but this time, a brand collab! I got @Spotify and @Dave & Buster's which was a cake walk. The idea was simple: You can’t have a great party without music, food, and games. Spotify brings the music, D&B brings the food and games, so what if we threw the ultimate summer party? Would you guys attend? #31daychallenge #proofofconcept #brandactivation #copywriting #marketing #experientialmarketing ♬ original sound - Tiffany

@tiffanyssimone What Kamala Harris say?? WE DID IT HO! For the final day of my 31 Day Creative Challenge, I wrote a reflection piece that summarized my top 3 lessons I learned from this challenge. If you wanna read it, it’s scheduled to go live on my Linkedin tomorrow. But don’t worry, if you’re not much of a reader, I’ll be making a separate video. Anyways, thanks for tuning into this series!! Until next time! #31daychallenge ♬ Naija Afrobeat - Made By J