The Creative Sailboat Reset: Get Creating Again in 5 Steps | Rich Armstrong | Skillshare

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The Creative Sailboat Reset: Get Creating Again in 5 Steps

teacher avatar Rich Armstrong, ADHD Artist + Designer

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

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.

      Introduction

      1:30

    • 2.

      Where Are You?

      1:45

    • 3.

      The Wind

      2:05

    • 4.

      Your Hull

      1:58

    • 5.

      Your Mast

      1:47

    • 6.

      Your Rudder

      2:12

    • 7.

      Your Sails

      2:03

    • 8.

      Make It Easier

      1:31

    • 9.

      Do It Again

      0:52

    • 10.

      Conclusion

      1:18

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About This Class

Feel like you've lost your creative spark? Like you're drifting, stuck going in circles, or dragging your feet through every project? You're not broken. You're not lazy. You just need a reset.

What Is the Creative Sailboat Reset?

The Creative Sailboat Reset is a short, practical course for creatives who want to start making things again. Without the guilt, the pressure, or the overwhelm. Using a simple sailboat metaphor, it walks you through five powerful exercises that help you understand where you are, who you want to be, and how to move forward in a way that actually fits your life right now.

This isn't about hustle. It's about finding your wind and learning how to sail with it.

Who Is This Course For?

This course is for you if:

  • You used to create consistently, but life got in the way
  • You have a hundred ideas but can't seem to act on any of them
  • You feel burnt out, overwhelmed, or creatively stuck
  • You keep comparing yourself to other creatives—or to your past self
  • You want to build a sustainable creative habit that actually sticks

Whether you're a photographer, illustrator, writer, designer, musician, maker, or any other kind of creative, if you've lost your momentum, this course will help you find it again.

What Will Change for You?

By the end of the Creative Sailboat Reset, you won't just feel inspired. You'll have a clear, personal plan for getting back to creating.

You'll stop drifting and start sailing. Instead of being pulled in every direction by every shiny idea, you'll have one clear creative direction that's genuinely yours.

You'll ditch the guilt. This course meets you exactly where you are. No judgement, no comparison, no pressure to be who you were or who someone else is.

You'll know who you are this season. Not forever. Just right now. And that clarity changes everything.

You'll have one small, powerful habit. Not ten habits. Not a complete life overhaul. Just one sail, raised at the right time, in the right place—catching the wind.

You'll be creating again. That's the whole point.

What's Inside the Course?

The Creative Sailboat Reset is built around five sailboat exercises, each one building on the last. Here's what to expect:

Precursor Exercise: Where Are You? Finding Your Starting Point

Before you can sail, you need to know where you're anchored. This opening lesson helps you acknowledge where you are right now—honestly and without judgement. It's an important step most people skip.

1. The Wind. Identifying What Motivates You

Motivation is gusty, inconsistent, and unpredictable—just like the wind. In this exercise, you'll capture what's genuinely exciting you right now (not what used to excite you, or what excites someone else) and learn how to use it.

2. Your Hull. Energy and Capacity

A boat with a leak can't sail far. This lesson is about plugging the holes—sleep, mental load, digital overload, energy drains—so you can create without running on empty. Sometimes the most creative thing you can do is take care of yourself first.

3. Your Mast. Your Creative Identity

Who do you want to be this season? Not forever—just for the next few weeks. Choosing a single creative identity (student, shipper, scientist, maker) gives you a mast to hang your sails from. This exercise alone can unlock huge clarity.

4. Your Rudder. Choosing a Direction

With a heading in mind, everything simplifies. You know what to say yes to and what to leave behind. In this exercise you'll choose one creative direction or destination for this season, and feel the relief that comes with it.

5. Your Sails. Building Your One Habit

This is where momentum begins. You'll design one tiny, sustainable creative habit—anchored to a specific time and place—that catches your motivational wind and keeps you moving, even on low-energy days.

Bonus: Make It Easier + Do It Again

Two short lessons cover how to set yourself up for success (your environment, your crew, your tools) and how to use the reset rhythm over time so you never stay stuck for long.

How Long Does It Take?

The course is designed to be completed in a single sitting (60 to 90 minutes) though you're welcome to take it at your own pace. Each lesson is short and focused. The course comes with a downloadable worksheet so you can capture your thinking as you go.

No fluff. No filler. Just the stuff that actually helps.

Ready to Set Sail?

The creative life you want is closer than you think. You don't need more time, more talent, or more inspiration. You just need a reset.

Enrol in the Creative Sailboat Reset and start creating again—today.

Meet Your Teacher

Teacher Profile Image

Rich Armstrong

ADHD Artist + Designer

Top Teacher

Hey! I'm a multi-hyphenate artist who's authored books, spoken at conferences, and taught thousands of students online. I simply love creating--no mater if it's painting murals, illustrating NFTs on Adobe Live, coding websites, or designing merch.

My art is bold and colourful and draws inspiration from childhood fantasies. I have ADHD but am not defined by it, dance terribly, and can touch my nose with my tongue.

I'm pumped about helping creatives achieve creative success--whether that's levelling-up their creativity, learning new tools and techniques, or being productive and professional. I run a free community helping creative achieve success. I'd love you to join in.

History

I've studied multimedia design and grap... See full profile

Level: All Levels

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Transcripts

1. Introduction: If you're anything like me, from time to time, you feel brown this way and that by all the things you want to do, or it feels like you're dragging 100 anchors along with you or that you're shackled to the harbor wall, unsure of what to do, where to go or how to get there. You look at all the things you could be doing, should be doing. You compare yourself to what others are doing or to what you were doing five years ago, or even two months ago. Maybe you're judging yourself or feeling guilty. My name is Rich Armstrong. I'm an artist and illustrator, and I've been through this big time after having kids and many other times because of my ADHD. Know what this feels like, not operating like you want to, not creating like you wish you could. And that's okay. That's actually the first step to acknowledge and accept that you're not creating like you want to be. In this short practical course, I'm going to take you through my Creative Sailboat Reset. There are five exercises we'll go through together to get you creating again. Gentle, guilt free, judgment free creating. And by the end, you'll know exactly who you are and where you are right now. You'll know where you want to go, what you're going to do, and what you're lovingly going to leave behind. Most importantly, you'll be creating a game. If you're ready to stop dragging anchors and start sailing with a clear direction, then let's go. 2. Where Are You?: Right now, you're not creating like you want to be. Maybe you keep changing direction, stopping one thing to chase treasure in a far off land. Maybe you're trying what used to work for you or what works for someone else. Maybe you're scared or fed up, frustrated. Maybe you're losing hope. Words like judgment, comparison, perfectionism, burnout, overwhelm. Any of those sound familiar? I want you to know something, though. You're not alone. You're not broken. You're not lazy. You're not behind. This happens to every creative, including me. Before I had kids, I worked in long, uninterrupted hyperfocus sessions, not because I had to, but because I loved it and had the space for it. With kids, that all changed. It took me a while to stop comparing myself to who I used to be and learn how to create in the life I actually have now. And that's what we're going to do together in this course. The first thing we need to acknowledge is that everything is different. You're different from who you were. Your life is different from what it was, and you're different from every other creative on planet Earth. So what I want you to do now is take a deep breath in and out. Acknowledge that everything is different and accept that everything is different. How do you feel right now? This is a good place to start, and by the end of the course, you'll be ready to sail again in a way that's right for you right now. You'll feel lighter, more focused, and you'll have a clear direction. In the next lesson, I'll take you through the first of the five sailboat reset exercises. 3. The Wind: First exercise is all about identifying what motivates you right now. This is the wind for your sails, and there's normally loads of it, too much, in fact. But here's what's crazy. We often row instead of sail. We row instead of catching the wind because the wind is gusty, inconsistent, it changes direction, and we crave consistency. But that's not how the wind works and it's not how motivation works either. We'll get to sails and how to use them later. But for now, I just want you to capture what's motivating you right now. The right now part is important. Not what used to motivate you or what usually motivates you. What's motivating you today right now? Where is your creative wind showing up? Is it in the Pintres bores you're curating or trawling through the Instagram profiles you're jealously scrolling, a load of ideas popping up for something? What can't you stop thinking about? What are you insanely curious about right now? Are you excited about something? Maybe something new, maybe something a little bit risky, something a little bit weird, or maybe it's something you love watching other people do, but have never tried yourself. Things like acting, ceramics, canvas painting, murals, anything. We sometimes call this shadow artistry, the thing that lights you up from the outside, waiting for you to try it from the inside. So write down what's motivating you down on a piece of paper. There's also a worksheet you can download and fill into. Then circle and highlight the ones you really can't look away from. If you feel bursts of excitement but never seem to move, don't worry, you have a sale problem. We'll fix that in the sales lesson. And if you don't feel any gusts of wind right now, that's okay, too. I'll share some strategies in the make it easier lesson. But when motivation does show up, write it down, capture it. Now, this is it. You found your wind. And the next lesson, we'll look at your energy and capacity and why it matters more than you think. 4. Your Hull: If your boat has a leak, you're either going to sink or spend all your time bailing water, no matter how excited you are or how good the wind is. Motivation plus a hull with holes, equals overwhelm. You don't try to sail unless your hell is watertight. When you're floating, then you can sail stress free. Your hell is your capacity and your energy. And sometimes, truly, the most creative thing you can do is take care of yourself, release the guilt, release the judgment, and just take care of yourself. I'm not saying your life needs to be perfect before you set sail, but sometimes taking care of yourself is your immediate creative act. Other times, you can take care of yourself and create at the same time. And sometimes creating is taking care of yourself. What I want you to do now is write down a few things that would give you more energy or increase your capacity. Think about things like getting better sleep, managing your time more intentionally, maybe asking your partner for help or offloading something, canceling plans you said yes to but actually wanted to say no to clearing your digital overload, you know those 487 open type, the 234 unread emails and the 14 unfinished courses. Moving your body, daily walks, yoga, weekly exercise, and dealing with the distractions that hit you hardest, your home, your phone, your notifications, and your hot partner of yours wandering around. Get rid of him. Writing down your mental load and getting it out your head is golden. Eating a little bit better and self care. Whatever that means for you, the spa, a good series, a solo adventure. Now, these are just ideas to spark your own. Write your list down, then pick just one to focus on this month. You can use the worksheet if you like. A watertight hull means you can sail smoothly without worrying about sinking. That's it. With your hull sorted, we can move on to your mast. I'll cover that in the next lesson. 5. Your Mast: Your mask is your creative identity. Actions follow who you are, and so do habits. But here's the biggest problem I've seen and felt. We want to be too much or too many things at the same time. Artist, author, content creator, student, illustrator, pianist, coder, entrepreneur, all wonderful things, but you can't be all of them at once. You need to pick one and do one at a time. Which leads to the second big problem, we don't want to let go of who we already are or used to be. We cling to our identity so tightly that we don't give ourselves a real chance at trying on a new one. So here's what I want you to do. Just for this season, for the next few weeks, allow yourself to temporarily try on a single creative identity. It can be a new one, it can be an old one. It's not forever. It's just for now. Who would you like to be this creative season? Here are some ideas to spark your thinking. A student, someone who's learning, a shipper, someone getting things out into the world without worrying too much about perfection, a scientist, someone experimenting, testing, exploring, a kid, someone playing and having fun, a collaborator, someone making things with others, a crafter, someone going deep on the details of their craft, and a teacher, someone sharing what they know. Write down who you'd like to be in this season, write down who you're not going to be right now, too. It's a gentle way of honoring your other identities before putting them aside for a while. You're allowed to say not now. This doesn't define your whole life, just as next creative season. So now that you've got your mask, we'll go on to picking your direction in the next lesson. 6. Your Rudder: Knowing where you're going is vital. And knowing who you are this season will inform exactly where that is. When you have a direction, heading, a goal, it changes everything. It tells you how to position your sails, when to hoist them up, when to pull them in, when to ignore the wind completely and hold your course. When you're sailing, you don't need the wind coming directly from behind you to get where you want to go. You can tack and jib. You can work with the wind from almost any direction. As long as you know where you're headed. A clear direction also simplifies your decisions. You know what to say yes to and what to say no to. It's easier to ignore rumors of treasures, avoid the sirens and stop chasing every gust of wind. And if you don't know exactly where you're going yet, that's fine. Head in a general direction and get more specific as you sail. If you arrive somewhere and it's not what you imagine, you can change course. At least you'll know and have no regrets. So if this month had one creative direction or destination, what would it be? You can choose a destination, which is a specific endpoint or goal or a heading, which is a direction to move in. I personally prefer headings. There's no finish line. You can move as fast or as slow as you like, and you get to discover things along the way. There's many destinations in a direction. A few examples to spark your own direction, watercolor painting, destination, paint a series of floral still lives. Direction promote myself, destination, set up my website. Direction ceramics, destination, attender class once a week. Direction, photography, destination, take Black and white street photos. Direction, marketing, destination, share eight posts online. Pick your own direction or destination for this season and write it down on the worksheet or in your notebook. Remember, where you're heading will be shaped by the creative identity you chose in the previous lesson. Now, you've set your rudder, and the next lesson, we'll finally talk about the sails. 7. Your Sails: Here's the magic of sailing. Wind plus sales equals movements. No motor, no rowing, just pure momentum powered by the wind. In our metaphor, sales are habits. Motivation plus habits equals momentum. But it can be super tempting to add all kinds of habits to your life. Habits you used to do, habits others are doing, habits to catch every possible wind. Nope. I want you to focus on cultivating one tiny habit this season, one habit that aligns with your creative identity, your direction, what motivates you and your current energy and capacity. The wind does the work. You just need a habit to catch it. Use your limited willpower to raise the sail at the same time in the same place each day. Here's the most important thing I'll ask you to do in this whole course. Write down this sentence and fill in the blanks. After hum, I will spend amounts of minutes doing Hm. Seriously, write it down now and fill it in. In your notebook, on a sticky note on your fridge, make it real. You want a sailing habit, not a rowing habit. So start small if you need to. 5 minutes is great. You may plan for five and create for five or you may plan for five and create for 35. Over time, your capacity will grow. Your sails will catch more and more wind. The next thing I want you to do is add this time slot to your calendar, starting tomorrow. Then set a daily alarm for it. This tells your brain and anyone else who wants your time that it's actually happening. Then tomorrow, untie yourself from the harbor wall, yank up the anchor and hoist your sails or sail that little tiny sail. Start gently, take it slow and have fun. That's the five sailboat reset exercises done. In the next two lessons, I'll give you some tips on making your creative habit even easier and when to do the reset again. 8. Make It Easier: Here are four ways to make your creative sailing even easier. Number one, sail with other people. Create with a partner, a couple of friends or inside an online community. When others are alongside you, creating becomes more enjoyable and you stay accountable without even trying. Two, join a flotilla. Sometimes you won't have answers. You won't have an identity or a direction. You'll feel lost like you're bobbing in circles, maybe even ready to swear off sailing altogether. When that happens, join a flotilla. In sailing, that's where you follow someone else's lead. They set the direction, they guide. You just show up and do what they're telling you. No decisions, no habits to build. You simply sail under someone else's flag for a while. This might look like taking an online class, joining life workshops, reading a book, and trying things out, ideally, all with other people. At some point, something will click. Something will feel like yours. That's when you update your identity and set your own course. Three, ready your ship before you sail. The hardest part of any habit is getting started. So make it ridiculously easy to begin. Put your paints out the night before, charge your iPad and pencil, open the dock, whatever your thing is, have it waiting for you. Four, tell someone about your habit. When people know what you're doing, they cheer you on, and they stop unintentionally getting in the way. A quick, Hey, I'm doing 50 minutes of drawing every morning goes a long way. Alright. In the next lesson, I'll cover when and how to come back to these exercises again. I'll see you there. 9. Do It Again: Once you're sailing, things will keep changing. The wind, your energy, your directions, your interests, nothing stays the same forever. And that's actually a good thing. You don't have to keep sailing in the same direction. Come back to this reset whenever you feel pulled this way and that, whenever you're bobbing in circles, dragging anchors or clinging to the harbor wall again. Or to make it more rhythmical and intentional, use the 28 day project method. It's a rhythm I use myself, and it's become one of my favorite creative rituals. The idea is simple. Focus on what matters most to you for a month at a time. Do a mini review every seven days and a bigger reset every 28 days. It gives you enough time to actually make progress with regular moments to reflect, adjust and keep going. You can find out more about the 28 day project at this URL. 10. Conclusion: You did it. You did it. You did it. You did it. You did it. You did it. You did it. You did it. You've just done something most people never do. You stopped. You looked honestly at where you are, and you chose a direction that's actually yours. That matters a lot. I hope you feel reset, aligned and a little bit lighter. You feel ready to sail the creative seas and the direction you want to go at your own pace and on your own tomes. Now, could you do me a favor and leave a review authors course? It means the world to me, and it helps other creatives decide if it's right for them. And if this resonated with you, please share it with a fellow creative who needs it. For more courses and resources and to join my daily newsletter, visit Rich armstrong.net and come find me online. I'm Rich Armstrong almost everywhere, and that's an underscore before the ONG. Alright, friend, happy sailing. I'll see you soon. Bye for now.