DoorDash is paying $173K remotely in Canada — and that’s the free section 👀

Free subscribers get DoorDash and Webflow. Paid subscribers unlock a $251K product designer role, a Director of RevOps at $220K CAD, and 172 roles at one company 🍁

Happy Monday career besties and Happy Thanksgiving to my Canadian readers. I am certainly grateful for this newsletter community. Seems like companies are also not slowing down their hiring either!

I hope this week you will receive the news you had been praying for, a job offer, a raise, and anything else.

My calendar is open for job search consulting and career mapping:

👉🏻 Book your 1:1 session here

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🚨 If you apply to any job you found through WFH Mama Mail, add this to the ‘How did you hear about this role?’ field on your application: WFH Mama Mail Newsletter — it helps me track which listings are landing and keeps me motivated to find even better opportunities for you! 🍁

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📰Want To Reconnect With An Old Professional Contact? Do It

TLDR: That old boss or colleague you’ve been avoiding because “it’s been too long”? Message them.

The piece explains that the awkwardness is mostly in our heads, and they may have been thinking of you too. Reach out the same way you used to talk (usually email), own the gap, mention a shared memory, give a quick update on you, and ask only to reconnect, not for a favour. Then keep in touch so you’re not starting from zero next time. Warm contacts are where a lot of the good jobs hide, besties.

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Jobs Cheat Code:

🍁= Canada based (with specific province suffixes if listed)

🤠= USA based

🌍= anywhere in the world (with caveats such as time zone requirements)

1. 🍁Sales & Customer Service Representative-$30k-$35k

2. 🍁Customer Service Representative-$44k-$48k

3. 🍁 Customer Support Engineer (Tier 1) at Tailscale, remote Canada, a tech support role ($84,420 – $132,660 CAD)

4. 🍁 Talent Acquisition Partner (Contract) at Tailscale, remote Canada, freelance/contract ($90 – $109 CAD, unit not stated on the posting)

5. 🍁 Sales Development Representative at SOCi, remote (Toronto or Vancouver; future Vancouver in-office time) ($50,000 – $60,000 CAD base + commission)

6. 🍁 Customer Success Manager at SOCi, remote (Vancouver, must be authorized to work in Canada) ($70,000 – $100,000 CAD base + bonus)

7. 🍁 Associate Manager, Consumer Retention Marketing at DoorDash Canada, remote Canada ($113,000 – $141,000 CAD)

8. 🍁 Manager, Consumer Integrated Marketing – New Verticals at DoorDash Canada, remote Canada ($138,500 – $173,000 CAD)

9. 🍁🤠 Learning & Development Specialist, Go To Market at Harbor, remote Canada or US, temporary contract (5–6 months), no salary listed

10. 🍁🤠 Corporate Account Executive – East at Webflow, remote (Canada: BC & ON only; or US), Central/Eastern time zones (OTE $225,500 – $265,000 CAD / $195,000 – $230,000 USD)

What’s behind today’s paywall (10/12/26):

💡 PERFECT SIDE HUSTLE: A paid volunteer gig: $250 CAD per meeting attended, remote in Ontario — 3 spots only (for those with homebuilding or construction experience)

🌃Night Owl Job: Weekdays 4-8PM in customer service for Bilingual (FR & ENG) speakers!

🍁 15+ remote Canadian roles — including a Director of Revenue Operations at $220K CAD, a Staff Product Designer at $251K CAD, and a Strategic Customer Success Manager at $120K

🍁🤠 One company alone is hiring 172 roles across the Americas right now

🌍 16 work from anywhere roles — spanning chief of staff, director-level, and program leads

🏢 12 hybrid Toronto roles — including City of Toronto positions paying up to $132K and a Senior Business Recruiter at $148K

📅 2 free in-person Toronto career fairs — October 29 and November 10