Fear to Freelance: Transform A Photo With Digital Doodling | Jena Holliday | Skillshare

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Fear to Freelance: Transform A Photo With Digital Doodling

teacher avatar Jena Holliday, Digital Illustrator

Watch this class and thousands more

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Taught by industry leaders & working professionals
Topics include illustration, design, photography, and more

Watch this class and thousands more

Get unlimited access to every class
Taught by industry leaders & working professionals
Topics include illustration, design, photography, and more

Lessons in This Class

    • 1.

      Hi! Class Intro


    • 2.

      Our project


    • 3.

      Photo Selection


    • 4.

      Digital Doodle Basics


    • 5.

      Warm Ups: 40+ Doodle Examples


    • 6.

      Sketch Your Doodle Scene


    • 7.

      Completing Your Doodle


    • 8.

      Final Thoughts + Thank You!


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About This Class

In this Skillshare class, you'll transform a photo into a magical digital illustration piece!

I'll walk you through my workflow and what I learned to help me get started in my journey of digital illustration! Along the way, you'll pick up tips and tools for planning, sketching, coloring, and editing your digital doodle drawings. We will also go over doodle warm ups and get your creative juices flowing for your own piece.

By the end of the course you will create your own doodles on a photo of your choice! You can share it with me on social media with #JenaHollidaySkillshare or #TheMagicOfIllustration


A Little Back Story:

As a self-taught illustrator, when I first started practicing the best way for me to learn was by drawing doodles all over magazines and photos. It helped me gain confidence and identify my personal style. Now, one way that I integrate my love for digital illustration into what I share online is by using digital illustration on my photos. These bring in the highest engagement and people always ask how I do it. I am happy to share my process with you!


This class is great for:

- Beginners

- Those looking for a new, fun creative exercise

- Anyone looking to kick fear and start a digital drawing practice

For this course you WILL need:

+ Access to a program that has layer editing capabilities like Photoshop or iPad apps such as Adobe Sketch or Procreate. I will be using an iPad Pro and Apple Pen and sharing step by step in Procreate.

++ Basic knowledge of these programs will be helpful, but I will be walking you through how I use them for this specific project.

+++ There is no need to have any prior drawing experience, you can create fun doodles with many of the themes we will be discussing in class. If you do have drawing experience - its a bonus!


Meet Your Teacher

Teacher Profile Image

Jena Holliday

Digital Illustrator


Hi everyone, I'm Jena! I am self-taught artist and illustrator who loves to create whimsical illustrations that incorporate children, color, and encouragement! I am a huge believer that we all have something to share and everyone can get CREATIVE! 

My work has been featured on a variety of publications including Essence, Yahoo, Today's Parent and more. My personal style is inspired by my life as a mom, my faith, and my heritage. I have worked on a few published children's books + I love to work in watercolor and gouache as well as create digital watercolor illustrations.

I also run an online community for mamas who love to make things called Mother Creative.

Follow along on Instagram here and for more personal life and w... See full profile

Level: Beginner

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1. Hi! Class Intro: Hi, I'm Gina Holiday and I am an artist. An illustrator from Minneapolis, Minnesota. As a freelance illustrator, I worked on a variety of projects, from Children's book illustrations, portrait's logos, product design in so much more. I share most of my work and behind the scenes on my website spoonful of faith dot com. In this course, I'll be teaching you how to create digital doodle illustrations and put them on photography . As a self taught artist, digital doodling helped me overcome my fears and learn how to illustrate. This course is great for beginners bills looking for a new creative exercise and also those looking toe overcome fear and get illustrating. I'll be going over all the necessary steps that will teach you doodle basics, choosing a photo tips and tools and procreate, as well as editing and sharing your piece. By the end of this class, you will make your own digital doodle illustration and share with the world. I can't wait to see what you dream up. Let's get started 2. Our project: for the class project. I'm gonna be teaching you how to go from sketching your doodle to creating a finished piece on photography. You will learn doodling basics like planning themes and coming up with ideas, basic tools and tips on doodling my personal workflow and creative practice as well a short cuts and tips and procreate that you can use for any future project. Now let's dive in. 3. Photo Selection: Step one is photo selection. Finding the right photo is going to be the basis of our doodle design. This is also the first step in completing the class project. What you will learn in this video is where to find photos, what to look for when you're choosing one different types of photos that I think work well for doodling and also demo. How I bring my Photo into procreate. Let's talk about where to find a photo. You can start with your personal photo library, looked through your phone around your house on your computer and see what photos you have to choose from. Another great resource. Our stock photos. There's many stock photo sites, but the one I use is unspool ash dot com. It's free, and you can use it as well. So what should you look for in the photo to make sure it's the right one? There are three things that I think you should definitely take a look at when finding a photo. The first is blank space or room to create the second, an opportunity to enhance or add to the scene the third. Is it exciting and fun? These are all really important things to think about when you're going to be doodling on top of a photo. Now, with those tips in mind, let's look at some photos that work really well. Landscape photos are great because they give ample space for you to create in doodle Flat lays also work well as there's room to create on flat services. The same goes for birds. Eye view images I love to make word art, doodles, patterns and more walls are probably my favorite thing to do. The lawn creating patterns word our designs. There's just so much you can do with a creative wall space. Black and white photos offer the opportunity for you to add pops of color, which can get really exciting and fun to do a lot. Minimalist images are great because they usually have not much going on, and you can add to those quickly. Action shots are great toe add moving doodles and enhancements to in the last is layered. And what I mean by this is there's multiple types of photos in here. The women are wearing black and white there, sitting against the wall. It's very minimalist, and there's just room an opportunity for you to doodle. Now that we've gone through how to choose a good photo, you'll need to take these tips I have given you and gather 123 photos for your class project. Once you pulled them together, bring your photo into the program of your choice. So in my case, I'll be using procreate. You can definitely use procreate or adobe draw Photoshopped or basically any photo editing program that offers painting and layer capabilities. I'll quickly walking through my process of opening procreate so I will save it from the source I'm using. Unspool ash dot com. For my photo, I'll open up procreate. Choose photo to open the photo into procreate. Once that's done, I have my photo. But if I don't like the canvas size, go back out to the gallery, choose the plus sign in the right hand corner and select the size canvas that I looking for . Once that canvas opens, I will click the tool button in the top left hand side, select the image icon and choose insert photo, find my photo, and once it pulls up, I will resize it to my liking for the campus. Now that you've taken the time to find a good photo, let's get doing 4. Digital Doodle Basics : Step two is digital doodle basics. What we will discuss in this video are the definitions of different doodle processes, various inspiration, sources, different types of themes and styles of doodling to explore. And you also get some doodle warmups to practice. So doodling by hand is one of the most classic ways that illustrators and those that love to draw get started in the creative process. Here, you can see me at home just doodling away, using shapes and objects, floral whatever just comes to mine and putting it on paper generally. From here, I can create patterns. I could also take pieces of this doodle and put it into another project. This is a great starting ground. Digital doodling is a very similar process, but just taking the doodling to a digital format. So here I am, using procreate in my apple pen and I am on a blank campus, just doodling what comes to mind. I have a regular ink tool, um, and just shapes, patterns, floral. Whatever comes to mind just helps me to really start the creative process, and it's a great art practice. So how do you get inspired to doodle? Here are some of the ways that I stay inspired and dressed. I love Pinterest because it's just a search engine of ideas, and sometimes looking at images keeps me inspired. Also following other artists on that platform also helps me to just get an idea of what else is out there. Elissa Burke is one of my favorite artists. Also, I just create my own inspiration boards. Having my own board or mood board to look at of images, especially doodle images, really helps me to just get the creative juices flowing. The other idea is to look at other industries. Take a look at fashion and architecture, just different things to get your mind flowing. Another idea is journaling. Just looking over your day to day and you're weak. And taking ideas from that space is good. Also just getting out and seeing the world around you. All of these are great. Resource is for inspiration, but the best resource is you, your unique take on the world and ideas are what is going to make you send apart from anyone else. So get inspired. But turn it off at some point and just create what is inside of you that is the best source of inspiration. Next, we're gonna discuss some doodle theme ideas that I've come up with geometric shapes, geography or place themes. And there's some good examples like What would you put in the North Pole? Theme patterns that could be made with pretty much anything. But we'll include lines, entangle and shapes, and that characters like people, animals, imaginary creatures anything that you can make into a character. Floro, which is one of my favorite usually includes flowers and plants, leaves things of that nature. Lettering and word art is something that I love to include in my doodles. Objects and enhancements might include things that don't fit to specifically into other categories, but that could be just accessories or other enhancements that you're going to add like lions, actual movement, things that help story tell and just enhance the photo. The next thing we're gonna do. Our doodle warmups 5. Warm Ups: 40+ Doodle Examples: the next thing, we're gonna do our doodle warmups. So before we draw on our photo, it's really important that we get comfortable doodling had left to walk you through a few different doodles that you can easily do. So we'll start with shapes, which are the basic shapes I'm gonna share. Triangle, square circle, rectangle, oval, Octagon, a star and last, ah, heart. You can use those basic shapes to help create patterns and also other doodles. The next is florals. Try your hand at a few of these by taking two curved lines to create a leaf. You can also create a vine with those small leaves on there, or do like I'm doing here with the longer lines to connect them and then try a wavy line. Um, by creating two wavy lines that connect and then just aligned straight through them or curvy line through them, that gives you entirely different Look. The next is just some twigs, which you could do with straight lines that connect at the center in a circle at the top. So the next flower is created by using that same leaf design and centering it, repeating Lee around one point followed by another version of this flower that has a bold center. So you do 1/2 curve with a line underneath, and then you use that same leaf technique to create the petals of the flower and then fill in as much as you would like. Also, you can add lines for the stems, so just make him curve a little bit, and that will create a stem for you. The last flower that I'm going to show you is made by just doing a curved line on the bottom and then a wavy line on top, adding some additional lines in the middle in one line straight down for the stem. The next thing that will discuss our lines, you can create a straight line, a vertical line, also a zigzag line, a wavy line, ah, hashed line or dashed. And then you can also just create boldness for any of those lines. You can use these to create patterns, are just designs on your photo, and you can also adjust the size of the curve or this exact in those lines to create something different. The next thing will go through our characters. What I love to do is actually start with a bunch of shapes billing my page with shapes, circles, squares, triangles, a peanut shape and then also on some of those circles. I'm gonna add some ears so I'd use some triangles, circles and then ovals for years, going back over those characters. Great, different, I type so you can do dots for, like, a beauty. I like to do just curved lines that make them happy or sad or sleepy. Also, straight lines circles with black dots in them glasses, which I did with the squares. And then I just drew lines connecting the squares. And then you can choose what type of eye you want inside of that. And then also, you can do the almond shaped eyes where it kind of use that same technique that will use for the leaves to create that round. I end color in a black circle in the middle, and lastly I did on I that was shaped like an arrow. And then from there, um, you can do the nose and there's just so many different ways you can do it. Play with shapes. I like to use triangles, or this next shape is like a staple. You can use it facing up or facing down circles. Two dot colored in triangles Ah W or an m. Those air also fun to create, and then, lastly, you'll end it with the mouth. Try using different line types. Curves, zigzags, circles even to create different facial expressions on your characters. The next theme is place. I chose the beach, and I'm creating a palm tree here by starting with the triangle that's on a slight curve and creating each leaf with one curved line that connects to a zigzag line and repeating that across the top of the tree. Next is an umbrella in the sand, and I made this by doing 1/2 circle with a wavy line connecting at the bottom in the line for the pole, you can easily make sand by drawing a lying haas horizontally and filling under with thoughts for the next suitable. I'm creating a son, so I'll use a circle for the center, and I'll create a face in the middle of it with some curved lines, and I also create the rays of sunshine with triangles. Next is the beach towel, which I will make with two curved lines that connect together with the straight line and then also at the end of each of those I will do slash lines on each side and had some lines across the middle horizontally to make some stripes moving along. The next doodle is a poolside drink, which I make from a rectangle shape that's larger on one end. Also 1/2 circle for the limit on the right hand side and a short horizontal line that connects with a long, vertical line for the straw. Then you can also add aligned across the middle horizontally for the juice sign. The next are some birds that are made by rounded V shapes, and the one after that is a beach ball that you can create by a circle and then a small circle in the middle of the ball and then using curved lines that connect to that circle in the middle. The last doodle in the beach theme is a pair of sandals, which you can create from to peanut shapes and then two lines that come to a V connecting in the middle for the sandal straps. The last theme is pattern. Create various patterns by using shapes. So the 1st 1 I'm actually alternating triangles and rectangles to create a pattern. In the next one, I'm using various lines, so I'm using curved lines and changing the curve pattern to create different dimension and just bring something interesting to that pattern. The next time. Alternate lines in changing the direction of those lines to make an interesting design in the last three, I'm choosing one object and re using it to create a pattern. So I have created a set of doodle warmup sheets that you can download yourself in the project area. You can bring them into, ah, digital program of your choice. I am using procreate for mine. This is the first set of sheets and this sheet. There are just empty boxes for you to practice different themes and ideas in each box. Go ahead, get acquainted with it, try out some new ideas and see what you can come up with. This is great just to get comfortable with the program. The different paint tools. So what I like to do is usually use a pencil to start and then go over it with a pin, or you can totally start in the pen or ink tool and then just each box create your own theme that you want to work on. So I toes, flowers, geo pattern characters. This one that you see right here is Santa Fe and the next one is cats. And then the last one I did is just lying pattern. But you couldn't pretty much come up with any idea that you think so. Since we're gonna be doing these doodles on a photo. This is a great practice sheet to start with. The next thing you want to do is just experiment with brushes. Try some brushes that you've never used before. Take some of the themes that you've already done and redo them with some different brushes . Try out the size of the brush and the opacity of the brush, and then also try some texture, just adding additional brushes on top of what you've already put out, or even just in the way that you use your digital pen tool on whatever programmer platform you're using. Or even if you're just using a mouse and photo shot. You know that if you press down hard or let off the pressure, it will give you a different look. Well, using that paint tool. So just play around and see what you can come up with. Because when we get to the point of adding these doodles to our photo, you'll have some good ideas of what you want to create real quick. I want to just go over the last two doodle warm up. She's that you'll see. This one is divided into four sections. Take some time to fill out each section with a different doodle theme for me. I'm gonna be using patterns for a few of them, shapes a theme of music and lastly, live. The last two to warm up is fill the page. You will choose one doodle theme to fill the page with. In my case, I used my name and things about me in my life, and I fill the page with it. You can start there or come up with one on your own. Once you have completed each of those doodle warmups will be ready to move on to sketching your doodle scene. 6. Sketch Your Doodle Scene: Step three is sketching your doodle scene. What you will learn in this video are my workflow for sketching ideas, using procreate a few important things to remember when sketching different ways to sketch and flush out ideas. And I'll show you multiple process demos that you can follow grab tips from and learn. So first you'll need to pull up one of the photos that you chosen. Once you get that photo up, we will start sketching. Now that we've flushed out a lot of our ideas in the Doodle Warmup will want to choose a pencil or some type of tool that we're going to use for sketching. I'm gonna choose a technical pencil. It's my favorite tool. Then I'm going to create a new layer and start sketching out my ideas. Because this is a minimalist photo. I'm gonna add some flowers to the Leafs that are already there. I think that will be a good doodle, and it could bring some color and life to the photo. And now, as I'm sketching, I'm thinking maybe I should add toe fruit to this, too. I'm going to do some lemons, whatever you can come up with, just start using your ideas and sketching them. Nothing is too crazy. Um, and it doesn't matter what level of illustration you have. Just draw some things to keep in mind, as you sketch are to make sure that you've chosen a photo with the tips that were given to you. Determine your theme or ideas that you want to test out. Before you start sketching, focus on a subject or focal point that you want to emphasize. So in my case of the last one, I like to focus on the leaves. It add some floral pieces to it, and then lastly, make sure you sketch your ideas in a new layer. No one wants to find out that it's on the photo layer and that you'll have to redo it all. So now I'm going to show you a different type of doodle sketch, so I'm still using a minimalist image. But this time I'm actually going to go into it with a character sketch and some floral additions to that. So I'm going to draw a face on the smug and make it into a character I'm using a pencil tool. I mean to the technical pencil, which is one of my favorite pencils to use. Um, and for me, it's just clean, and I like that, and here you will see that I just kind of dude a lot of ideas. If something doesn't work, Ali reset and start over. That's the great thing about doing digital doodles is that you can easily do the undue key that's on the left hand side and erase it. The reason why it's really important to think of your ideas before you scotch is that you kind of go into it with a little bit of a plan. I mean, you are doodling still, so we do want it to be kind of spontaneous, and we like that off the top of your head type of thought. Um, it just helps to say creative and get your mind flowing. But going into it with a simple plan of what you might want to do really helps the sketching process go along much more smoothly. Don't be afraid to start over. Sometimes you'll make something. It'll be great, but you can still flush out some of your other ideas by hiding that layer in creating a new one. So this is kind of what I doodled up, and man didn't like it as much decided to keep my original plan, and that's totally fine. For the next one, I will be using a white pencil tool to sketch on a colorful landscape photo. What I love about landscape photos is that you could really do whatever you like. I personally like to add characters, and so I'll create another layer and start my sketching, using the lines and space that's already available to me on the photo. I am going to make this little character sit right here on the side of the cliff. The easiest way to me to create a character is by using shapes, especially if it's something that you've never made before I take the body, I said, Well, let's make it like an egg in over and let's grab the arms. That air kind of half circles that years or triangle shaped the nose is triangle shaped, and I started creating this little character out of these shapes and then from there, have some fun with it. Add, um, clothing went out of skirt and a bow to accessorize and just things that will make it more interesting and tell the story of this character that I'm putting in this photo, take some time to finish sketching your doodle and then let's move on to completing it with color and detail. 7. Completing Your Doodle: the final step is completing your doodle. What you will learn, and this video is my workflow for coloring and editing. Using procreate, I'll give you tips on layering color rushes and creating texture, and I will show you multiple process devils that you can follow along with and grab ideas and learn from. So first, you'll need to open up your sketch, create a new layer and choose a paint tool that you're going to use. I like to use inking tools like the brush pin or the studio pen, and I generally choose black so that I can outline the lines that I made in the sketch. Then I start outlining those lines in black ink, and I just choose the important pieces to me that I want to stand out and outlined them in black. However, feel free to use whatever illustration strategy you want to. I like to outline everything, and I use black, but you can also use color. See here I'm using yellow to outline the lemons. It's totally up to you how you want to do that. What I love about doodling is that you can keep it really simple and add so much fun to an image. So what I'm gonna do here is I'm gonna color them in. I'm going to create a new layer under the outline layer. I'm using that same pin tool that I was using the studio pin, and I'm just going to shade in all of the doodles. Keeping it simple actually keeps it fresh. The less is more actually works really well here. When you're adding doodles to images. A tip here you can actually find any color that's on your image in the color will by hovering over it, impressing down with your finger. So here you'll see me grab the color of the leaves to use in, drawing in and coloring my own leaves that I drew. It brings a fresh fund, a new doodle to the scene to keep things simple. Just try using one pin tool and use that same one and just play around with colors. So, in this case, on that layer, I am coloring in the lemon, the flowers, the leaves with that same studio pen, and the looming I'm changing is the color. This is a great place to start, and eventually you can add texture and more details to it. But honestly, simple is best. When you're just adding doodles to a photo, you really just want to accentuate and enhance what is already there. If you are feeling adventurous, try a different brush. Look at the texture that it might bring in. The one that I really like to use is the goulash brush. The all other one that I'm using right here is the Kaczynski Inc and that gives like a watercolor or a paint dry texture to it. I'm going to use that to fill in the fluffy flowers, and it just kind of makes them light and airy. And that's the look that I'm going for. Then, once you finish up doing all the coloring in, you'll want toe, take a step back, look and see if there's any additional details that you need to add for me. I am going to add some lines on the limits, and I'm going to create a new layer to do this so I'll create the new layer and then add a few lines. Um, I'm also gonna add some highlights that I think should be there, and this is where you could add texture anything else that you think will make your image look complete. The next is an example of a very simple doodle sketch. I have a pattern on a wall, and I'm going to choose the blotchy brush and just add different colors to that pattern. What I love about this is that it doesn't take too much, and it is a simple way to add a very interesting piece to on already beautiful photo. And I can grab colors that are already in this image, so I'll just hover over it, impressed out my finger, grab a shade and use that to outline the rest of the pattern. Now I'm going to finish this piece by adding some squiggly lines in each of the triangles in the pattern. And voila, we've created a fun cup of tea. This next example is of the character and floral mug scene that we saw in the last video. So I'm gonna actually start the same way. That's just my personal style of illustration that I like to dio. I use the studio pin, and I outlined everything in black ink. Um, I like to also sometimes lower the opacity of the sketch layer if it's getting in the way of what I'm trying to create. So what I'll do is I'll go to the Layers tab, which is those twos boxes in the right hand corner. Click on it, find the sketch layer and then click on the end. Once you do that, it will bring up opacity, and you can bring it down to a level that makes sense for you. Next, I'll finish outlining all of the lines that I made in the sketch. And sometimes I like to add in additional details that I may have forgotten while I was sketching. So I'll do that. Here is well, now it's time to add color. I'm going to make a new layer so I can add color to my piece. I love the studio pen, but you can also play around with different brushes and tools. I'm gonna use that one just to color in and show you an example. Quick tip. You can use the paint tool as a dropper, which will do is you'll drag that circle with the color that you're using down to this green to a selected area, and it'll fill it it. Like many paint programs. If that area is not completely closed, it'll flood the screen. You don't want that to happen, so make sure you close each of those sections before using it that way. From here. I'm just going to finish coloring in each of these leaves and just the detailed pieces of this doodle. I love to use a watercolor type of brush, and so I'm using this blotchy brush that was in calligraphy. But a personal favorite of mine is actually in the artistic area. Um, the goulash brush. It gives you that watercolor feel. If you've ever seen my work. That's the brush that I often use. So I just make it the right size for the area that I'm filling in and make sure in the right layer and start to fill it. As I feel in, you'll see that I'm going to start mixing up the greens that I'm using on the leaves. This actually just adds a little bit of dimension to the peace by using lighter colors as well as darker shades. And as I'm doing that with the watercolor brush in some areas, I'm adding a little bit more color by adding another layer of color over and over so that you're seeing some shadow in areas in some depth in areas. So one thing that I've been doing is making sure that I'm adding a new layer for each separate color of leaf. And this is just so that if I want to change that color or just that I have the ability to do so easily next, I'm just going to go ahead and clean up. Believes so. I grabbed my eraser tool, the top right corner toolbar, and I'm using the studio pen eraser. So you have the ability to muse whatever eraser brush that you like. And I'm gonna use that one because it's clean and it'll help me get a very sharp edge on this editing. Now I'm going to follow the same process with the flowers. So next I'm going to add some darker tones to the flowers as well as some texture by overlaying a new brush and color on top of the flower, and that just makes it a little bit more interesting and adds a little more depth to the overall illustration. So another way that I like to edit the doodle is by using a hue and saturation and cull arising it two different shades. So what we'll do is you go to the adjustments tat, you'll choose hue, saturation and brightness, and then just play around a bit. See if you can get deeper colors or brighter colors, whatever you're looking for, um, and see if you come up with something that you like, you can always go back and undo it. But this is a great way to just play around and come up with some new ideas. So I'm just gonna go ahead and finish coloring in the other areas of this doodle. So a quick tip that I'm about to use by blending the lip color together I'm going to use additional brush on top of the brush that have already put down in the same layer. I've chosen a airbrush tool, and I'm going to use a lighter color that I can lay over top to blend it together. This gives it a great look, and you can utilize this tip in any future digital illustration pieces of yours. I'm gonna head back over to adjustments and change the hue and saturation in the eyes and lips and see what I can come up with. Now that I'm done with that part of the doodle, I'm going to go ahead on the right hand side and do some lettering. I'll create a new layer, test out some colors and play with different brushes and procreate. There's a whole area for calligraphy pens that work well for this type of lettering. So as I flush out my ideas, I decide that I'm going to just freehand letter. Keep growing. I think that's perfect way to end this video. No matter what your piece ends up looking like. Know that this is a place of growth and that it's just going to get better from here. I hope you will use what you've learned to add to your creative process and workflow, start a new digital art practice, create patterns and ideas that you can use on other projects and just they inspired and have fun. Now it's your turn. I would love to see your doodles in the project area, upload them and share them with me. 8. Final Thoughts + Thank You!: Thank you so much for taking my course. I hope you learn some valuable tools and love what you created. Please share your projects with me. I would love to see how you did as well as any questions that you have. Please leave them in the comments below. Thanks again. Happy doodling.