Is your business ready for fall?


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Want a little more structure this fall?

If September You could use some dedicated time to actually make progress on all the things sitting on your list, come cowork with us inside The Reach.

We meet virtually twice a week for focused coworking sessions, so you can block off the time, get the thing done and move on with your life.

Hi Reader,

It’s the last full week of August, aka the Sundayest time of the year.

And while I’m still very much in summer mode and soaking up as much sun as possible, I can also feel the fall rush right around the corner.

September always seems to come with this collective urge to Get Serious™. New projects kick off. Calendars fill up. Everyone suddenly remembers the thing they wanted to launch before the end of the year.

So I’ve been using some of this slower summer energy to tackle the business stuff that’s very easy to leave on the back burner when client work gets busy.

If you can feel the fall rush coming too, here are a few things worth getting out of the way now.

1) Create or update your case studies

I have plenty of work I’m proud of, but turning that work into actual case studies requires going back to clients, collecting results and testimonials, and packaging everything up into something useful.

Lately, I’ve been reaching out to past clients with a short questionnaire:

  • What problem were they trying to solve?
  • What did you do?
  • What changed?
  • Do they have any numbers, feedback or other proof you can use?

Future You will be very grateful when you need to send a relevant case study to a lead and already have one ready to go.

2) Revisit the people already in your orbit

I’ve been checking in with cold leads, past clients and referral partners to reopen conversations, see what people are working on and remind them I exist.

Go through your inbox, CRM or wherever you keep track of leads. Look for conversations that fizzled out because the timing wasn’t right, past clients you’d love to work with again or referral partners you haven’t talked to in a minute.

And those people who said, “Circle back with me later this year”? Well…later this year is rapidly approaching.

3) Catch up on your bookkeeping

If your bookkeeping system currently involves a growing pile of things you swear you’ll deal with later, August is as good a time as any to deal with them.

Upload receipts. Categorize expenses. See what’s still outstanding.

This is also a good time to look at how the year is going financially. What have you earned so far? What’s already booked for fall? What still needs to come in before the end of the year?

4) Clean up your systems

Maybe your project management system has become a graveyard of overdue tasks. Or your Google Drive is starting to resemble the junk drawer in your kitchen.

Pick one or two recurring annoyances and fix them. Archive old projects, update your templates or clean up your folders.

A little less friction now will make things easier when fall gets busier.

5) Look at your fall capacity before you start filling it

Take a look at the next few months. What client work is already booked? What launches, events or personal commitments are coming up? And how much more work do you actually want?

Knowing that now makes it much easier to decide what deserves a yes later.

I still plan to remain firmly committed to summermaxxing for as long as the weather allows. My book and park blanket are staying in my tote bag.

But if you have a few quieter pockets this month, use them to close some loops, clear some digital clutter, and make your work life a little easier.

’Til next time!

Big (virtual) hugs,


✨ What’s happening inside The Reach

Speaking of getting back into the swing of things this fall…
The Reach Open House is coming back at the end of September!
We’re planning four free coworking sessions to help you shake off the summer cobwebs, refocus and get some good work done alongside other creative independents.
More details (and registration!) coming soon. 👀

🗓️ Events worth leaving the house (or opening Zoom) for

It's easy to get stuck in your own little bubble when you work from home, so I always keep an eye out for events and gatherings where I can meet other creative people and shake up my routine.
So I’m testing a new section where I curate events I think are actually worth your time, online and around Toronto.
Here’s what caught my eye:
Toronto Writing & Publishing Picnic Party
Aug. 28 · 12–6 p.m. · Christie Pits · Free
A casual picnic for Toronto’s writing and publishing community. Bring your own snacks and blanket!
Kreate Market at STACKT Market
Aug. 29 · 12–6 p.m. · STACKT Market · Free
Browse handmade goods, art, fashion and more from local makers and small businesses.
Kensington Market Art Fair
Aug. 30 · 12–6 p.m. · Kensington Market · Free
Spend Pedestrian Sunday browsing handmade art and meeting local artists in Kensington.
Threads of Connection and Conversation: Opening Reception
Sept. 3 · 6–9 p.m. · Assembly Hall · Free
An opening reception featuring three artists exploring urban life, fleeting moments and human connection.
Toronto Artists IRL: Art, Business & Going All-In
Sept. 5 · 2–5 p.m. · Toronto Music Garden · Fre
A small gathering for artists and creative business owners to talk honestly about creative work, business and going all-in, plus a plein-air watercolour demo.
LEVEL UP: The Networking Playbook
Sept. 10 · 12:30–1:30 p.m. · Virtual · Free
CreativeMornings is hosting a lunchtime session with social media strategist Portia Obeng on making networking more intentional and useful.
Sept. 10 · Massey Hall · 10% off with code LL2026
A night of live music and storytelling in support of mental health, trauma recovery and addiction recovery, featuring Fefe Dobson, Bif Naked, Aysanabee, The Strumbellas, Maestro Fresh Wes & Michie Mee and more.
📌 Book ahead: Camp Reconnect (registration closes Aug. 28!)
Sept. 21–23 · Camp Wenonah, Bracebridge · Paid
Part conference, part grown-up summer camp, Camp Reconnect brings marketing and ad folks into the woods for workshops and camp activities.
So what do you think? Should I keep doing this? Hit reply and let me know. And if there’s an event you think should make the next list, send it my way.

👩🏾‍💻 What’s on your fall business to-do list?

If “finally update the website” or “figure out our messaging” is somewhere on there, you don’t have to tackle it alone.
I help expert-led businesses clarify what sets them apart and turn their expertise into messaging and content that attract the right people.

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Jasmine Williams Media is a company founded and primarily operating within the ancestral, traditional and unceded territories of many nations, including the Mississaugas of the Credit, the Anishnabeg, the Chippewa, the Haudenosaunee and the Wendat peoples, also known as Toronto, Canada. This land is now home to many diverse First Nations, Inuit, and Métis peoples.

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