01 · Overview
The opportunity
You'll run full-cycle deals on inbound and outbound, working closely with the delivery leads who will own the work once you close it. We sell consultative engagements that start at meaningful five and six figures, so discovery quality matters more than activity volume. This is a role for someone who likes to write, likes to listen, and likes to win.
02 · A day in the life
What the week looks like
Mornings are pipeline movement — five qualified conversations, two proposals to write, one mutual action plan to update. Afternoons are discovery calls and prep. One day a week is dedicated to outbound: list work, signal review, sequences, and three personalised, hand-written prospect notes. End of week is a written deal review with the team.
03 · What you'll own
The work itself
- 1Run inbound and outbound pipeline through qualification, discovery, proposal, and close.
- 2Lead discovery calls that get past surface-level pain into commercial reality.
- 3Write proposals and SOWs in partnership with delivery leads.
- 4Maintain CRM hygiene that the team can actually forecast off of.
- 5Hit quarterly bookings quota with healthy win rate and cycle time.
04 · What success looks like
How we'll measure it
01
You consistently hit quota with a clean, well-qualified pipeline.
02
Closed deals onboard smoothly because discovery was honest.
03
Your proposals read like documents your clients keep on their desktop.
05 · What you bring
The fit
Must-haves
- 3+ years selling professional services or B2B software.
- Strong discovery instincts — you ask better questions than the people you sell to.
- Excellent writing — proposals, emails, mutual action plans.
- Coachable, accountable, and competitive in the right way.
Bonus points
- Experience selling brand, marketing, or technology services specifically.
- Familiarity with HubSpot, Apollo, Gong, and modern outbound tooling.
06 · Compensation
What we pay, openly
Salary band
$85,000 – $105,000 base + variable
Final offer depends on experience, qualifications, and internal equity. We benchmark against the Canadian agency market each year and share banding openly. Reviews happen annually and at promotion.
07 · Benefits
Built to support the work
We invest in the team so the team can invest in the operators we work with. The full package, in plain language.
Competitive salary
Transparent banding, benchmarked against the U.S. agency market and reviewed annually.
Performance bonus
Annual bonus tied to company and personal goals — written down at the start of the year, not invented at the end.
Extended health & dental
Comprehensive medical, dental, and vision coverage for you and your dependents from day one.
Mental health support
Confidential EAP plus a dedicated mental-health benefit for therapy, coaching, and crisis support.
Flexible PTO + paid sick days
Generous paid time off plus separate paid sick days so you can rest without trade-offs.
13 paid holidays
All statutory holidays plus your birthday and a floating day to use whenever it matters.
Hybrid by design
Two anchor days a week in the studio, the rest of the week wherever you do your best work.
Home office stipend
A one-time setup stipend plus a monthly allowance for tools, internet, and workspace.
Professional development
Annual learning budget for conferences, courses, books, and certifications.
Paid volunteer time
Paid hours every month to contribute to causes and communities you care about.
RRSP matching
Employer matching on your retirement contributions from your first day.
Parental leave top-up
Top-up on Employment Insurance benefits for new parents — for any path to parenthood.
08 · How we hire
What to expect
- 01
Apply with your work
Send a note, a portfolio or relevant samples, and a short read on why this role fits. We read every message.
- 02
Intro conversation
A 30-minute call with the hiring lead to talk through your background, the role, and your questions.
- 03
Craft session
A working session — paid where it requires meaningful prep — designed to mirror real work, not a brain teaser.
- 04
Meet the team
Final round with the people you'd work with day to day, plus a leadership conversation on growth and trajectory.
Ready to apply?
Send us a note and your best work.
Tell us why this role fits, what you'd want to own first, and a couple of links to work you're proud of. We read every message.
Apply for Sales Executive