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Small Business Series – Introduction

Small Business Series - May. 08, 2021 - Jessica OklaRoots

Since I've been working at my small business for a few years now, I thought it would be great to jot down what I've learned so far, in hopes it may be of some interest to anyone else in a similar position. 

Let me preface this entire series by saying this is not a tutorial on creating a small business (let along being successful at it). If I've learned anything from my failures, it's that every circumstance is different. Every business owner works differently, customers respond differently, heck the period of time we're in changes how a business will operate (looking at you 2020). A super successful month in February doesn't imply that March won't tank. So I can't tell you how to become rich quick while making your hobby your career. I haven't done that, and honestly I don't want to.

More...

I can tell you about my successes and failures, though. And most importantly, I can explain what I've learned from them. I can describe the emotional toll this takes on not just the owner, but the family. We can talk about community and taxes and logos and oh-my-goodness should I be on ETSY?! I'll tell you everything I wish I'de known before I started a small business years ago. And I'll tell you right now that it might be completely useless information. 

But it might not. 

To kick off the series here's a brief run down of my history:

OklaRoots started as a public Instagram account in 2016, so that I could participate in a quilt block party. It was 100 blocks in 100 days and I'de never made a quilt, but all of a sudden I was overcome by a strong desire to sew. 

After participating in the quilt along, I become absolutely hooked. Not only did I want to spend more and more of my time sewing, I wanted to create my own patterns. So I drafted up a free pattern, and started this website (oklaroots.com) to have a place to share it.

So "selling free items" doesn't require much. You need a way for people to download it, but you don't have to worry about financial information. However, if you want to get paid for your work, now it's time to think about security (you aren't going to ask folks for their credit card numbers) and making sure you're following all tax rules for your state. After researching as much as I could, I created an online shop (using Shopify and Etsy, we'll have a whole post about that later). 

Spoiler alert: my pattern writing (more like pattern selling) life was short lived. About a year after I opened shop, I shut it down.

And then made a video for YouTube.

Which lead to another video, which 6 months later lead to an exponential increase in my subscribers. 

And about a year and a half after shutting down the doors of shopOklaRoots, I opened them right back up. Except this time I had physical items to sell, and an incredible community who wanted to support the work I was doing. 

And that's where I am now. YouTube videos every week, shop openings (with the hard working help of my mother) every month, quilt patterns back in the works and who knows what's next. 

We'll dig into each of these events and lessons deeply over time. I just wanted to show you the roller coaster, and I've only just gotten started. Imagine what we'll add to this over the next 5 years. 

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← Previous Post
Block Party – Month 12
Next Post →
Crafty Weekly Roundup! 7.26.2021 – 7.30.2021

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Small Business Series : Choosing My Name and Logo

Reader Interactions

Comments

  1. Heather Dries says

    May 8, 2021 at 9:02 pm

    Thanks for sharing your story, looking forward to reading your next post.

    Reply
  2. Jen C says

    May 10, 2021 at 2:14 pm

    HA!…I’m backwards!…had a dog grooming business for over 15 years along the way added a retail shop and lastly a pet bakery…great times and great stress at times. Thanks 2020 I abandoned the dog house and now I’m grooming only out of my house. Cheaper than therapy I bought a sewing machine about 4 months ago stared at it and talked to it for a few weeks and now I have a pile of wallets bags etc. And a kicking kam rivet press. Thanks for the Jumpstart now where’s the Monday video 😉

    Reply
  3. Claudia Hughes says

    May 10, 2021 at 3:04 pm

    Thank you for your honesty and candid nature! I recently found you on YouTube and love watching your videos. You explain the sewing process wonderfully. Thank you for inspiring me to try new patterns!

    Reply
  4. Denise says

    May 14, 2021 at 6:22 pm

    Thank you! I discovered your YouTube channel (and subscribed) a few months ago. So far, I have made two Clematis bags and have almost finished a third. I’m a fairly new sewer and really appreciate the time you have taken to help all of us to learn the skills, tips and techniques in your tutorials. I especially appreciate your excellent closeups to the stitching area which must require a lot of time to get so perfectly angled.

    Reply
  5. Lauren Messina says

    May 15, 2021 at 12:55 pm

    Jess, I sincerely love watching all of your youtube videos. After long days with work and twins at home listening and watching your videos keep me sane. I look forward to your next post!

    Reply
  6. Stacey says

    May 17, 2021 at 11:37 pm

    I really enjoyed this post!! It’s nice to learn a bit about my FAVORITE Youtuber! Love your videos and how REAL you are! Keep up the awesome job!! Starting a business can be so daunting… (I type this ON tax day, while avoiding hitting the submit button to Uncle Sam!) Live and Learn… We all go through the trials of small business. Hang in there and just keep plugging away. You have such wonderful ideas and a terrific personality. You’re gonna soar!

    Reply
  7. Sheryl Jackson says

    May 21, 2021 at 6:40 pm

    I just “discovered” you as you had a tutorial video for one of my patterns I was going to make, one the designer didn’t have, Sallie Tomato’s $2 Lucky wallet. I love your videos. I just completed Emmaline’s Road Trip wallet by watching your video. I want to say thank you. I didn’t start sewing until my mid-50’s, and I love your honesty and enthusiasm. I love that you show we don’t have to be “perfect”. It is all right to make mistakes. Anyway, thank you.

    Reply
  8. Jaime says

    May 22, 2021 at 2:31 pm

    I love your story! Thank you for sharing!

    Reply
  9. Luz says

    May 26, 2021 at 12:14 am

    Thanks for sharing…I’ve been sewing since I was a kid but could never find something to sew that I could be passionate about until I saw your tutorials. I love watching your tutorials and now I’m making pouches and bags, with your help. Keep teaching, you’re awesome at it!!!

    Reply
  10. Melanie Hargreaves says

    June 4, 2021 at 8:17 pm

    I am looking forward to reading about your experiences 😊

    Reply
  11. Laura Sandy says

    July 8, 2021 at 8:42 pm

    Thank you for taking the time to share all of your pearls of wisdom that you’ve gathered over the years. I look forward to this series!! I found your YouTube channel shortly after I was laid off last March due to the pandemic. I was able to find a Singer machine, refresh my skills, and have been watching your channel ever since. Thank you!! 😊

    Reply
  12. Vonnie says

    July 17, 2021 at 2:14 am

    I am 75. I am a guilter and a sewer. I saw your YouTube and decided to do bags. I am now collecting patterns and am starting to sew. My goal in the have a booth in the market in the town square where we have tourists from all over. You are my inspiration. You have my sense of humor and I love to watch you. Thank you for keeping my life interesting and giving me a new adventure to try

    Reply
  13. Vonnie says

    August 1, 2021 at 4:35 pm

    Hi. I am a 75 young. Long time sewer and quilter. Live making bags now. I am going to get a booth at upper scale farmers market in old Spanish town in New Mexico. I could not do this with out your help with the patterns. Thank you so much. You are a blessing and a wonderful teacher.

    Reply
  14. Danise Shields says

    August 1, 2021 at 5:11 pm

    I have followed you for the last year or so. Your tutorials have taught me how to make bags and to quilt. I would not have attempted this sewing without you. You saved my sanity through the COVID isolation.
    I look forward to and enjoy all your videos.

    You should be proud of what you have created. Thanks.

    Reply
  15. Elaine Thompson says

    August 2, 2021 at 6:14 am

    An inspiring story, I always look forward to your daily updates, things coming up, sneaky peaks, and things you have purchased or been sent. Your enthusiasm for anything sewing is infectious and had encouraged me to get back to sewing after very many years

    Reply
  16. Beverly George says

    August 4, 2021 at 10:13 am

    It may be a roller coaster but it’s help all of us DREAM bigger! Thanks for your continuous videos, blogs, live chats etc.

    Reply
  17. Candice Gander says

    August 5, 2021 at 5:04 am

    Thank you so much for your videos. I found you while I was searching for mask tutorials. You made it feel so easy to start sewing. I hadn’t sewn since I made Disney costumes for my kids when they were young. Minnie and Snow White. My sister and I have started making bags and many other things and selling at markets and Etsy. Your videos and business information have been very helpful. Thank you so much and I look forward to your videos everyday.

    Reply
  18. Erin Robinson says

    August 12, 2022 at 1:06 pm

    Thank you for all you do and all the inspiration you give. This blog gives me hope! I am just starting my own business “edelweiss studio” and I am reading ALL the things and probably a little obsessive about my favorites (LIKE YOU!) You have helped teach me how to improve my skills and your positive attitude is infectious. We all have our own beginings – Im so glad you shared yours!

    Reply

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oklaroots

Bookcase 2 quilt cotton destash hitting @shopoklar Bookcase 2 quilt cotton destash hitting @shopoklaroots tomorrow, June 17th 💪❤️

We still need have a third bookcase full of custom group fabrics, and then we’ll move on to the Babi Boxes (which include an assortment of vinyl, nylon, waterproof canvas… who knows what!)

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Time to prep for travel! The Globetrot Travel Slin Time to prep for travel! The Globetrot Travel Sling from @chriswdesigns is PERFECT for keeping your items close and easily accessible without any bulk. In today’s tutorial I’m walking you through the unique way this beautiful bag comes together. I could make this over and over ❤️.

Enjoy!

#oklarootstuts #travelbags #sewing
Quilt cotton bundle boxes hitting @shopoklaroots t Quilt cotton bundle boxes hitting @shopoklaroots this week!

Time to destash 😭😭 It hurts to do, but it needs to happen. I’m hoping all the beauties I let go of find new loving homes ❤️.

This is just one cabinet! I’ll tackle the other two later this week. 

Boxes will be listed on the site Monday at whatever-time-Babi-decides 🤣 
Patreon - she’ll post in the Facebook group when they’re ready 💪

#fabric #destash #quilt
Happy #joyrideday2026 from Saint Augustine Florid Happy  #joyrideday2026 from Saint Augustine Florida!

(These candies are actually really tasty. I’m a fan. As is Kiki the sun conure 🤗 and of course the kids)
OklaCruise 2026 … Smashed! (Most of my photos ar OklaCruise 2026 … Smashed!
 
(Most of my photos are of food, I apologize for being so bad at taking photos at meetups 🫣) 

#disneycruise #cruise #bahamas #summer
Comment BIRTHDAY and I’ll message you the link to Comment BIRTHDAY and I’ll message you the link to get your FREE Digital Download for Block Magazine 2023 Volume 10 Issue 3! If you love it, be sure to SUBSCRIBE to the magazine for even more projects. 

Jelly vinyl from @zippervalley 
Bonded nylon from @indolovekreation 
Water resistant canvas lining from @wondergroundfabrics 
Waterproof binding from @wondergroundfabrics 
Holographic tags from @heartwoodandhide_co 

@missouriquiltco #msqcshowandtell #mscqpartner
Today we’re making the CUTEST Mini Bucket Bag from Today we’re making the CUTEST Mini Bucket Bag from @kdillhandmade ❤️❤️

This sweetie is the perfect size for quick outings, craft rooms, kiddos and more. 

This is also June’s @bagmakingbeesclub box, and you have enough materiel to make TWO coordinating bags 😱. Don’t worry, I have cut lists in the video 💪😘

Let me know how you would use this adorable Charley Mini Bucket Bag!

#oklarootstuts #handmade #bagmakingbeesclub
All new colors of our most popular items have arri All new colors of our most popular items have arrived in @shopoklaroots ! We have the popular Large Spiked Craft Bowls restocked as well as the Rounded Fancy Straps. 

I’ve also received requests for clear Strapzeez in standard shapes like the rectangle and circle, for those times you need the functionality of the accessory and not the colorful bling 👍.

Have a great weekend!

#oklarootstuts #bagaccessories #custommade #craftroom
Comment BEACH and I’ll message you a like to today Comment BEACH and I’ll message you a like to today’s video 💪🏝️☀️

This week we’re making the INCREDIBLE Taylor Beach Bag from @uhohcreations ! This is a beginner friendly quick make that can hold a LOT! I am especially loving this vinyl mesh that makes the bag breathable but still supported.

This would also be a great bag for the pool, sleepover, road trips, my secret fabric stash 🤫 You name it! 

All of the material for this bag comes from this months @bagmakingbeesclub BABE box, a great subscription for beginners and sew-jo boosting. 

#oklarootstuts #uhohcreations #bagmakingbeesclub #beachbag #handmade
Follow on Instagram

Recent Posts

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Instagram

oklaroots

Bookcase 2 quilt cotton destash hitting @shopoklar Bookcase 2 quilt cotton destash hitting @shopoklaroots tomorrow, June 17th 💪❤️

We still need have a third bookcase full of custom group fabrics, and then we’ll move on to the Babi Boxes (which include an assortment of vinyl, nylon, waterproof canvas… who knows what!)

I hope you enjoy the destash!
Time to prep for travel! The Globetrot Travel Slin Time to prep for travel! The Globetrot Travel Sling from @chriswdesigns is PERFECT for keeping your items close and easily accessible without any bulk. In today’s tutorial I’m walking you through the unique way this beautiful bag comes together. I could make this over and over ❤️.

Enjoy!

#oklarootstuts #travelbags #sewing
Quilt cotton bundle boxes hitting @shopoklaroots t Quilt cotton bundle boxes hitting @shopoklaroots this week!

Time to destash 😭😭 It hurts to do, but it needs to happen. I’m hoping all the beauties I let go of find new loving homes ❤️.

This is just one cabinet! I’ll tackle the other two later this week. 

Boxes will be listed on the site Monday at whatever-time-Babi-decides 🤣 
Patreon - she’ll post in the Facebook group when they’re ready 💪

#fabric #destash #quilt
Happy #joyrideday2026 from Saint Augustine Florid Happy  #joyrideday2026 from Saint Augustine Florida!

(These candies are actually really tasty. I’m a fan. As is Kiki the sun conure 🤗 and of course the kids)
OklaCruise 2026 … Smashed! (Most of my photos ar OklaCruise 2026 … Smashed!
 
(Most of my photos are of food, I apologize for being so bad at taking photos at meetups 🫣) 

#disneycruise #cruise #bahamas #summer
Comment BIRTHDAY and I’ll message you the link to Comment BIRTHDAY and I’ll message you the link to get your FREE Digital Download for Block Magazine 2023 Volume 10 Issue 3! If you love it, be sure to SUBSCRIBE to the magazine for even more projects. 

Jelly vinyl from @zippervalley 
Bonded nylon from @indolovekreation 
Water resistant canvas lining from @wondergroundfabrics 
Waterproof binding from @wondergroundfabrics 
Holographic tags from @heartwoodandhide_co 

@missouriquiltco #msqcshowandtell #mscqpartner
Today we’re making the CUTEST Mini Bucket Bag from Today we’re making the CUTEST Mini Bucket Bag from @kdillhandmade ❤️❤️

This sweetie is the perfect size for quick outings, craft rooms, kiddos and more. 

This is also June’s @bagmakingbeesclub box, and you have enough materiel to make TWO coordinating bags 😱. Don’t worry, I have cut lists in the video 💪😘

Let me know how you would use this adorable Charley Mini Bucket Bag!

#oklarootstuts #handmade #bagmakingbeesclub
All new colors of our most popular items have arri All new colors of our most popular items have arrived in @shopoklaroots ! We have the popular Large Spiked Craft Bowls restocked as well as the Rounded Fancy Straps. 

I’ve also received requests for clear Strapzeez in standard shapes like the rectangle and circle, for those times you need the functionality of the accessory and not the colorful bling 👍.

Have a great weekend!

#oklarootstuts #bagaccessories #custommade #craftroom
Comment BEACH and I’ll message you a like to today Comment BEACH and I’ll message you a like to today’s video 💪🏝️☀️

This week we’re making the INCREDIBLE Taylor Beach Bag from @uhohcreations ! This is a beginner friendly quick make that can hold a LOT! I am especially loving this vinyl mesh that makes the bag breathable but still supported.

This would also be a great bag for the pool, sleepover, road trips, my secret fabric stash 🤫 You name it! 

All of the material for this bag comes from this months @bagmakingbeesclub BABE box, a great subscription for beginners and sew-jo boosting. 

#oklarootstuts #uhohcreations #bagmakingbeesclub #beachbag #handmade
Follow on Instagram

Recent Posts

  • 2025 ByAnnie SewPINK Blog Hop – Making The Zip It Up 2.0
  • 2026 OklaCruise!
  • January 2025 Livestream
  • 2024 ByAnnie #SewPink Breast Cancer Awareness
  • Itty Bitty Boxy Bag Templates – How To Use

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