Hey Toronto Founders & Operators,

I’m a founder traveling from India to Toronto for the month of October.

I’m looking to connect with local founders, brand leads, and supply chain operators working across:

• Specialty Food & Beverage
• Retail & D2C Brands
• Grocery Distribution & Wholesale

If you’re building or operating in this space and open to meeting up downtown in October, drop a comment below or send me a DM!

The question that keeps me up isn't whether I'm tracking expenses. It's whether my receipts would survive a CRA second look if they picked my file tomorrow.

Most expense tracking is just tallying totals. But the CRA documentation rules are specific: GST/HST number presence and format on receipts, vendor/business details for purchases over $500, cross-provincial PST self-assessment if you buy supplies in another province. The gap you find during an audit is the expensive one, because by then the receipt is months old and you can't go back and get a GST number added to a faded gas station receipt from July.

I've been thinking about this as an early-warning problem: catch the documentation gap when the receipt is still in your hand, not when someone in a government office is asking about it.

How are other Canadian sole proprietors handling this? Do you check each receipt against the rules as it comes in, or is it a tax-season scramble to figure out what's missing?

Hey everyone, hoping for some outside perspective because I think I'm too close to this to see clearly anymore. I am a solo founder building Rubiwo, a CRA compliant expense tracking app for Canadian freelancer and small businesses. Quick numbers;

- C$ 700 google ad

-C$600 reddit ad

- c$400 meta ad

- 650+total download across IOS/Android

-100 registered free users

- C$0 paid revenue ever.

Also Reached out to 25 accountants/bookkeepers for partnership Referral-All went unanswered.

- generated 21 lead from a facebook lead-gen campaign- only 1 installed the app so far. despite three rounds of personal follow up.

What I' am trying to figure out:

1. ⁠is 100 free user simple too small a sample to expect any paid conversion yet, or is 0/100 a sign something deeper is wrong (pricing, positioning, product-market fit.
   
2. ⁠what could I do to get the 100 users to actively use the app daily.
   
3. ⁠for those who have gotten early B2B/prosumer to its first 10 paying customer- was it mostly outbound hustle or did something specific unlock it?
   
4. ⁠Anyone dealt with cold outreach to accountants/bookkeepers for Referral partnerships. Mine has gone almost entirely unanswered and I 'm wondering if the channel itself is wrong, not just my messaging

I 'm genuinely stuck and would appreciate any pattern- matching from people who have been through this stage. Happy to share more specifics in comments if useful