Enterprise Account Executive
Flexport · Toronto, ON, Canada
- Base
- C$91K–C$115K
- OTE
- C$182K–C$230K
- Quota attainment
- Not disclosed
- Posted
- 3mo 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 3h agoon Flexport's careers page
What Flexport sells
Ships businesses' goods around the world
A business that sells goods around the world has to move them across oceans, through airports, and past customs, which is a lot to juggle. Flexport takes on that shipping work for companies of all sizes, using its own technology to keep goods moving. The goal is to make global trade so easy that more of it happens.
In plain English, from their own job posts. Something wrong? Tell us
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Worth a lookSolid on the basics. Use the first call to fill in the gaps.
- Pay
- Base and OTE both listed. Roughly a 50/50 base-to-variable split.
- Transparency
- Says nothing about quota, attainment, deal size, territory or sales cycle.
- Pipeline
- A mix of self-sourced pipeline and inbound or SDR help.
- Time on market
- Open 117 days. Ask why it's been hard to fill.
- Company hiring
- 28 sales roles open, hiring at a steady pace. Ask how many reps they hired last year and how many are still there.
Red flags
None spotted.
Worth asking about
- Open 90+ days. This role has been posted for three months or more. Ask why it's been hard to fill, and whether anyone left it.
- Same role posted many times. The company has 8 or more open postings with this exact title. Could be a big build-out, could be a revolving door. Ask how many reps they hired last year and how many are still there.
Green flags
- Publishes OTE. It tells you the on-target earnings up front. Most postings don't.
- Pays accelerators. Higher commission rates once you pass quota. Overperformance actually pays.
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.
How many reps are you hiring for this, and how many from last year's class are still here?
Hiring a lot can mean growth, or people leaving.
- 2.
This role has been open a while. What's made it hard to fill?
The answer tells you what candidates saw that made them walk.
- 3.
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.
- 4.
What percentage of reps on the team have been here more than 18 months?
Tenure shows whether people stay long enough to get paid.
- 5.
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.
- 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.
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The role
Sell Flexport's tech-enabled freight, supply chain and fulfillment solutions to enterprise clients, closing new logos and expanding existing accounts with SDR support. Requires 5+ years in logistics and 2+ years of full-cycle quota selling.
Enterprise · Mixed
Selling motion
Who you're selling to
- Buyer:
- Not stated in the posting.Ask: “Who's the economic buyer, and who else is in the deal?”
- Company size:
- Enterprise
Pipeline expectations
Compensation
What is not disclosed
This posting doesn't tell you:
- Quota size
- Quota attainment
- Average deal size
- Territory
- Sales cycle length
The questions above cover the big ones.