Alisa Wants You To Win

Alisa Wants You To Win Feeling overwhelmed and unsure of the right next move? I got you! I get you unstuck and moving in the direction that works for you. Artist

Get your free guide, 5 Things You MUST Organize In Your Art Business: https://alisasingh.com/5-things-you-must-organize-in

09/10/2026

Failure is terrifying.

At least that's the way we've been conditioned. It's a rare human who was taught to embrace failure. It's something we have to teach ourselves as adults.

And you? Working to make a living from your art? You NEED failure, over and over and over. (sorry to say)

Each time you fail it means you had the courage to try something hard, you had the strength to fall on your face, and the resilience to get back up.

Every time you fail is wild success.

So go out and do that hard thing, do it before you're ready. Fail at it. Learn from it.
Then do it again, and again, and again.

I think I'll have to say this one a whole lot of times. Do you think so too?

09/08/2026

We like it when number go up

09/03/2026

Got stuck on Instagram for 2 hours...

I had things I needed to do, but kept on scrolling.

Sigh. It happens

None of us is perfect. And many things pull attention away from our work. Including this addictive app.

What it is that happens to you, don't waste energy beating yourself up.
Dust yourself off, get up, and get back in the saddle.

You got this.

09/02/2026

Figuring out how to make money from your art is one thing.

The next thing is doing the, frankly unsexy, rather intimidating, long haul work needed to make the process go.

That's where Momentum Studio comes in.

It includes:
- A regular Mastermind discussion: this is where we look at the big picture and figure out strategy. Exploring and articulating this regularly, in good, responsive company, really helps with clarity and anxiety
- A regular Accountability call: this is what you've joined before, the shared spreadsheet, the regular checkins and problem solving
- A weekly Coworking session: this ensures you have time to do the stuff that must get done (you've been to some of these before)

Taken together, these 3 elements provide clarity, buoyancy, and momentum.

Doors close at midnight (EST) on Wed Sep 2.

You know where to sign up.

No one has to do this alone.The final Momentum Studio cohort of 2026 closes on Wed Sep 2 at midnight (EST)Do you need to...
09/01/2026

No one has to do this alone.

The final Momentum Studio cohort of 2026 closes on Wed Sep 2 at midnight (EST)

Do you need to be in it?

August is one of my favourite months. There weren't as many days of relaxing under the summer sky as I wanted. But lots ...
09/01/2026

August is one of my favourite months. There weren't as many days of relaxing under the summer sky as I wanted. But lots happened!

I went to Casa Loma and Spadina House with a small group of friends, painted a tiny bit, took Truffle to the vet for his annual, and...we got a new house!

The weeds in the backyard were taller than me, but I took them down. I feel guilty about all the grasshoppers and slugs and beetles I've evicted. I apologized to them, but I don't think it landed...

Here's a little collection from my camera roll.

What are some favorite memories from your August?

There are 12 weeks between now and Dec.If you want to…- See yourself show up with persistence and consistence- Practice ...
08/31/2026

There are 12 weeks between now and Dec.

If you want to…
- See yourself show up with persistence and consistence
- Practice focus, rhythm, and building sustainable momentum
- Get a solid handle on where you want your business to go and how you’ll get there
- Take pride in what you can accomplish in 12 weeks

Then you want Momentum Studio.

Doors are open now, and close on Wednesday.
This is the final cohort of 2026.

Sign up from the usual place.

08/28/2026

Is one of the reasons you don't post more videos of yourself because you're worried about your face?

We live in a culture that worships youth and beauty. And AI is pushing that further and further.

Which makes it even more important that we see each other, that we see real humans. Got hair that doesn't always do what you want it to? Got a few more pounds than would be ideal? Are you older than, like, 22? Are you not-white? Don't like wearing makeup? Great, you're human!

You'd be doing a public service by taking up space, by showing your face, and sharing your experience.

It's you and your experience that are important.

And honestly, that's what both makes and sells your art.

I hope I'll see more of your face soon.

08/25/2026

When's the last time you changed your focus?

I mean zoomed out from the the daily work and looked at the big picture.

If you're only ever face down in daily work (or avoiding daily work) it's really hard to see what you're missing, or adjust course to ensure you stay on the path.

If you want structured support to ensure you're regularly and actively moving between big picture and daily work, the final cohort of Momentum Studio in 2026 starts in September.

🧠 Mastermind disucssions keep the big picture in view.
👥 Accountability calls keep you moving forward.
💻 Coworking supports you doing the hard/boring/annoying thing so you don't drop important balls. (You can totally drop the unimportant ones though)

Curious? There's more info from my bio, or send me a DM.

08/24/2026

I was writing an email to one of my clients with this advice: record a short video and tell us what you're working on today.

We'd love to see the painting, but even if you just tell us about it we'll still be excited!

And I realized I should take that advice.

And maybe you should too!

If, as a result of this reel, you make a video about what you're working on these days, do tag me!

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Toronto, ON

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