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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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Instagram

oklaroots

When you ask for more neutrals, just know, this is When you ask for more neutrals, just know, this is my neutral…

👍 This girl loves color! 👍

But I will do my best to incorporate more… less fun neutrals as well 😘.

#oklarootstuts #color #fabric #quilt
We're going classic and neutral this week with the We're going classic and neutral this week with the beautiful Simple Sling from @ororosapatterns ! This is a great bag in a flattering size and has just enough pockets. 

This is also February's Bag Making Bee Box! Everything used in this bag, besides my personal tag, is kitted in a beautiful box delivered straight to your door. 

Please note! Even if you don't plan on making the bag right away, you NEED to download the pattern ASAP! Patterns included in the subscription box are typically only available for free download for 3 months, so make sure to check those QR codes and email links and download the pattern right away. 

Let's have a good one!

#oklarootstuts #bagmakingbeesclub #bagmaker #handmade #ororosapatterns
Get fit in 2026 with the pattern writers workout! Get fit in 2026 with the pattern writers workout! 

Just kidding 😂 But I will admit, I spend 8-10 hours doing this for each pattern. After thousands of step ups on my kitchen chair I’m going to be angry if my 🍑 isn’t looking better. 

#oklarootstuts #patternwriting #author #bookwriting
Time for Giveaway Bundle Number 6! This box has Time for Giveaway Bundle Number 6! 

This box has SO many fun goodies! It was hard to get it all in one photo. I do need to note, however, that the large clear template in the very back unfortunately broke, so it will not be included. 

To enter this giveaway answer the following question: 

Name a pattern or design (bag or quilt) that you would suggest for someone who is just starting out sewing. Something easy yet satisfying to get them into this craft. 

For me, I always recommend the Itty Bitty Boxy Bag. Yes, I know it's my own pattern, but that little stinker is CUTE and quick. The perfect gateway bag to our world 😉. 

The Rules:
Giveaway ends on February 5th at 11:59pm eastern. Open worldwide, I will cover shipping costs. However, if the winner is outside the US you may have associated fees due upon receipt. This is not sponsored or associated with anyone but OklaRoots.
The winner will be contacted directly by me, OklaRoots, in a direct message AND their name will be announced and tagged to this post. Please don’t fall for the scammers and their scammy tricks!
This post is available on both Facebook and Instagram. Winner must be following the OklaRoots account on the platform they submit their response.
Items come from a dog, cat and bird friendly home.
This week’s tutorial is for a wallet that MUST be This week’s tutorial is for a wallet that MUST be made more than once. The adorable Brooke Bifold from @lindshandmade is addictive!

It’s the perfect size for quick trips, kiddos, travel and gifting. And it’s so much fun to mix and match vinyl scraps, coming up with a new look each time.

This is also the Jan/Feb Bag Making Babe Box, which I’m referring to as the Bestie Box! You’ll have everything you need to make two coordinating Brooke wallets. Perfect for Galentine’s Day! 

Have a great week friends!

#oklarootstuts #lindshandmadedesigns #bagmakingbeesclub #wallet #gift
Congratulations to our winner @jeninok04 ! Don't Congratulations to our winner @jeninok04 !

Don't you worry, I haven't forgotten about our giveaway palooza... and we're now on to Bundle 5!

Ok, easy question to answer for this:

What sewing project are you currently working on? Or if you're in between projects, what's next? A bag? A quilt? Let us know! And if you can tell us the designer and/or pattern name that would be great too. Let's all build a list of fun projects to work on this winter.

I just finished a Totes Cute Tote today and my next project is an easy wallet. It's a custom pattern (by yours truly) that will hopefully come together as planned and can be shared with everyone soon. 

The Rules:
Giveaway ends on January 29th at 11:59pm eastern. Open worldwide, I will cover shipping costs. However, if the winner is outside the US you may have associated fees due upon receipt. This is not sponsored or associated with anyone but OklaRoots.
The winner will be contacted directly by me, OklaRoots, in a direct message AND their name will be announced and tagged to this post. Please don’t fall for the scammers and their scammy tricks!
This post is available on both Facebook and Instagram. Winner must be following the OklaRoots account on the platform they submit their response.
Items come from a dog, cat and bird friendly home.
This week’s tutorial is going over the adorable Qu This week’s tutorial is going over the adorable Quarry Tote from @noodlehead531 

This cutie is a quick pick-me-up pattern that is a nice break from these cold days. And it would be fantastic as a craft bag!

Hugs to everyone ❤️

#oklarootstuts #noodleheadpatterns #handmade
Winter… I’m done with you. Time for spring 🌸 In Winter… I’m done with you. 

Time for spring 🌸

Instructions for the lined version of the Totes Cute Tote coming soon!

Have a good weekend friends. Stay warm ❤️
This week we’re making the Owen Organizer from @uh This week we’re making the Owen Organizer from @uhohcreations ! 

This firm tote can be used for SO MANY THINGS! The car, the playroom, the beach…

Help me test something out, if you can please. Comment Owen below for a link to this tutorial. And let me know if it works❤️

Have a good week!

#oklarootstuts #handmade #tote #grocerybag
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

Instagram

oklaroots

When you ask for more neutrals, just know, this is When you ask for more neutrals, just know, this is my neutral…

👍 This girl loves color! 👍

But I will do my best to incorporate more… less fun neutrals as well 😘.

#oklarootstuts #color #fabric #quilt
We're going classic and neutral this week with the We're going classic and neutral this week with the beautiful Simple Sling from @ororosapatterns ! This is a great bag in a flattering size and has just enough pockets. 

This is also February's Bag Making Bee Box! Everything used in this bag, besides my personal tag, is kitted in a beautiful box delivered straight to your door. 

Please note! Even if you don't plan on making the bag right away, you NEED to download the pattern ASAP! Patterns included in the subscription box are typically only available for free download for 3 months, so make sure to check those QR codes and email links and download the pattern right away. 

Let's have a good one!

#oklarootstuts #bagmakingbeesclub #bagmaker #handmade #ororosapatterns
Get fit in 2026 with the pattern writers workout! Get fit in 2026 with the pattern writers workout! 

Just kidding 😂 But I will admit, I spend 8-10 hours doing this for each pattern. After thousands of step ups on my kitchen chair I’m going to be angry if my 🍑 isn’t looking better. 

#oklarootstuts #patternwriting #author #bookwriting
Time for Giveaway Bundle Number 6! This box has Time for Giveaway Bundle Number 6! 

This box has SO many fun goodies! It was hard to get it all in one photo. I do need to note, however, that the large clear template in the very back unfortunately broke, so it will not be included. 

To enter this giveaway answer the following question: 

Name a pattern or design (bag or quilt) that you would suggest for someone who is just starting out sewing. Something easy yet satisfying to get them into this craft. 

For me, I always recommend the Itty Bitty Boxy Bag. Yes, I know it's my own pattern, but that little stinker is CUTE and quick. The perfect gateway bag to our world 😉. 

The Rules:
Giveaway ends on February 5th at 11:59pm eastern. Open worldwide, I will cover shipping costs. However, if the winner is outside the US you may have associated fees due upon receipt. This is not sponsored or associated with anyone but OklaRoots.
The winner will be contacted directly by me, OklaRoots, in a direct message AND their name will be announced and tagged to this post. Please don’t fall for the scammers and their scammy tricks!
This post is available on both Facebook and Instagram. Winner must be following the OklaRoots account on the platform they submit their response.
Items come from a dog, cat and bird friendly home.
This week’s tutorial is for a wallet that MUST be This week’s tutorial is for a wallet that MUST be made more than once. The adorable Brooke Bifold from @lindshandmade is addictive!

It’s the perfect size for quick trips, kiddos, travel and gifting. And it’s so much fun to mix and match vinyl scraps, coming up with a new look each time.

This is also the Jan/Feb Bag Making Babe Box, which I’m referring to as the Bestie Box! You’ll have everything you need to make two coordinating Brooke wallets. Perfect for Galentine’s Day! 

Have a great week friends!

#oklarootstuts #lindshandmadedesigns #bagmakingbeesclub #wallet #gift
Congratulations to our winner @jeninok04 ! Don't Congratulations to our winner @jeninok04 !

Don't you worry, I haven't forgotten about our giveaway palooza... and we're now on to Bundle 5!

Ok, easy question to answer for this:

What sewing project are you currently working on? Or if you're in between projects, what's next? A bag? A quilt? Let us know! And if you can tell us the designer and/or pattern name that would be great too. Let's all build a list of fun projects to work on this winter.

I just finished a Totes Cute Tote today and my next project is an easy wallet. It's a custom pattern (by yours truly) that will hopefully come together as planned and can be shared with everyone soon. 

The Rules:
Giveaway ends on January 29th at 11:59pm eastern. Open worldwide, I will cover shipping costs. However, if the winner is outside the US you may have associated fees due upon receipt. This is not sponsored or associated with anyone but OklaRoots.
The winner will be contacted directly by me, OklaRoots, in a direct message AND their name will be announced and tagged to this post. Please don’t fall for the scammers and their scammy tricks!
This post is available on both Facebook and Instagram. Winner must be following the OklaRoots account on the platform they submit their response.
Items come from a dog, cat and bird friendly home.
This week’s tutorial is going over the adorable Qu This week’s tutorial is going over the adorable Quarry Tote from @noodlehead531 

This cutie is a quick pick-me-up pattern that is a nice break from these cold days. And it would be fantastic as a craft bag!

Hugs to everyone ❤️

#oklarootstuts #noodleheadpatterns #handmade
Winter… I’m done with you. Time for spring 🌸 In Winter… I’m done with you. 

Time for spring 🌸

Instructions for the lined version of the Totes Cute Tote coming soon!

Have a good weekend friends. Stay warm ❤️
This week we’re making the Owen Organizer from @uh This week we’re making the Owen Organizer from @uhohcreations ! 

This firm tote can be used for SO MANY THINGS! The car, the playroom, the beach…

Help me test something out, if you can please. Comment Owen below for a link to this tutorial. And let me know if it works❤️

Have a good week!

#oklarootstuts #handmade #tote #grocerybag
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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