Territory Account Executive, Toronto
Cloudflare · Remote · Canada
- Base
- Not disclosed
- OTE
- Not disclosed
- Quota attainment
- Not disclosed
- Posted
- 9d ago
Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.
Ask: “What percentage of fully ramped reps hit quota last year?”
Still open · checked 1h agoon Cloudflare's careers page
What Cloudflare sells
Speeds up websites and cuts spam and attacks
A small online shop wants its website to load fast and stay safe from spam and attackers, but it cannot add new equipment or rewrite its code. Cloudflare sends the shop's web traffic through its large global network, which speeds up the site and cuts down on spam and attacks. The website runs faster and sees fewer attacks, with nothing new to install.
In plain English, from their own job posts. Something wrong? Tell us
More Security companies →The Braun Read
Ask hard questionsToo much is left unsaid. Make them answer before you invest.
- Pay
- No pay listed at all.
- Transparency
- Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
- Pipeline
- Mostly self-sourced. Great if you like outbound, rough if you don't.
- Time on market
- Open 8 days.
- Company hiring
- 23 sales roles open, hiring at a steady pace.
Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.
Questions to ask on the first call
Built from what this posting leaves out. How they answer tells you as much as what they say.
- 1.
What percentage of fully ramped reps hit quota last year?
OTE is what you could earn. This is how likely you are to earn it.
- 2.
What percentage of reps on the team have been here more than 18 months?
Tenure shows whether people stay long enough to get paid.
- 3.
Has the comp plan changed in the last 12 to 18 months? What changed?
A plan that changes every year means the goalposts keep moving.
- 4.
Who sits with reps and reviews calls each week?
Coaching is often what's behind a good or bad attainment number.
- 5.
What are the base and the OTE for this role?
No point investing hours before you know the number.
- 6.
Why is this role open? Did someone leave, or is it new?
New headcount is growth. A replacement means someone left. Ask why.
When the offer comes
Save these for later. They land better once they've said yes to you.
- 1.
Can I see the full comp plan in writing, including clawbacks and accelerators?
What's in writing is what gets paid. Read it before you sign.
- 2.
Can I see the actual comp distribution for the team last year, not just the OTE?
The spread shows what most reps really take home. OTE is just the target.
- 3.
I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?
Leaving money behind is a fair reason to ask. The worst answer is no.
Josh's top five questions for any sales interview →
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The role
Prospect and qualify commercial accounts in Ontario for Cloudflare's Enterprise plan, selling to technical staff through senior executives. Requires 5+ years of technical sales experience and networking knowledge.
Enterprise · New Logo · Outbound
Selling motion
Who you're selling to
- Buyer:
- Security, network, development and infrastructure teamsIn their words: “drive customer engagement from technical professionals through to senior executive levels, and across Security, Network, Development and Infrastructure teams”
- Company size:
- Enterprise
Pipeline expectations
Compensation
What is not disclosed
This posting doesn't tell you:
- Base salary
- OTE
- Quota size
- Quota attainment
- Average deal size
- Sales cycle length
The questions above cover the big ones.