PitchMeAI Jobs
Block

Territory Account Executive, Chicago

Block · Chicago, IL, United States of America

Posted about 2 months ago · $148,700 - $223,100

or apply directly on Block's site. We never take the application ourselves.

Is this posting real?

This role has been open
66 days
Block's roles stay open a median of 66 days
Reposted
No
Salary listed
Yes
22% of Block's roles list one
Ghost-job risk at Block
high
157 stale, 7 reposted of 208 open
Hiring momentum
298 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-08

Measured from postings appearing on and disappearing from Block's own greenhouse board since 2026-08-03. Full hiring picture for Block.

About this role

The Territory Account Executive role at Square involves actively engaging with local businesses in a designated territory to drive sales and build relationships. You will spend about 80% of your time in the field, conducting demos, generating leads, and closing deals while establishing Square as a trusted partner in the community. This position requires a proactive approach to business development and a strong focus on achieving sales targets in a fast-paced environment.

Our read on this posting3.6out of 5
benefits
3/5
freshness
1/5
career value
4/5
role clarity
5/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Block as an employer.

What you need

  • 3+ years of sales experience in a full cycle closing role with field sales experience
  • Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
  • Ability to drive deals independently in a fast-paced, dynamic environment
  • Business development experience (e.g. hunting and cold calling)
  • Reliable transportation and residence in the market served
  • Collaborative and team player mentality

Nice to have

  • 2+ years of payment processing OR related technology experience (i.e. payroll, loyalty, time management)
  • 1+ years of relevant audience experience (experience working in/selling to restaurants, retailers or services based businesses)

What you get

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning

Worth weighing

  • Field position requires reliable transportation and living in the market served
  • Sales compensation is based on a market-based approach and varies by location
  • No specific salary figure provided, only a range based on zones

Summarised from Block's posting. Read the full original.

Listed by Block on their greenhouse job board, last confirmed open on 2026-10-08. PitchMeAI is not the employer.

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