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Mid-market Sales Manager

Lead the Mid-Market Sales Team at Flexport in Chicago, driving growth and developing talent in a dynamic environment.

Location
Chicago, Illinois, United States
Compensation
$110k–$137k/yr
Level
senior
Type
full time · On-site

Posted by employer 2 months ago

First seen on Joblaze 2 months ago

Last verified on the company career page 10 hours ago

Requirements

Experience
7+ years

Not disclosed in this posting: visa sponsorship.

Benefits

Equity/Stock Options Flexible Time Off Health Insurance

Joblaze summary

The Mid-Market Sales Manager at Flexport is responsible for leading and developing a high-performing sales team to achieve ambitious growth targets. This role requires strong leadership skills, a proven sales background, and the ability to implement effective strategies for revenue expansion. Ideal candidates will have over seven years of experience in client-facing roles, particularly in dynamic environments. Flexport emphasizes a collaborative approach, making this position suitable for those who thrive in fast-paced, entrepreneurial settings.

Joblaze insights

  • Listed about 2 months ago — first seen on Joblaze August 27, 2026. Last confirmed on Flexport's careers page November 11, 2026.
  • Salary band is below the typical range for Sales/Marketing roles (median ~$140,000).
  • Starts above 10% of 1045 comparable senior sales/marketing roles in United States we track (median $150,000 across 191 companies).

Quick facts

Is the Mid-market Sales Manager role remote?
No — this is an on-site role in Chicago, Illinois, United States.
What's the salary range?
Flexport lists $110,000–$137,000 for this role.
How much experience is required?
At least 7 years of relevant experience for this Mid-market Sales Manager role.
Where is the role based?
Flexport is hiring for this position in Chicago, Illinois, United States.
What seniority level is this role?
Flexport targets senior candidates for this position.
Is this full-time or contract?
Full-time for this Mid-market Sales Manager role at Flexport.

From the original posting

About Flexport:

The opportunity:

We’re looking for a pragmatic, growth-minded Sales Leader with a proven history of driving success to guide our Mid-Market Sales Team in Chicago, IL. In this role, you’ll coach and develop Account Executive, building high-performing, inclusive teams to achieve company goals for volume growth and net revenue. You’ll play a critical part in developing talent for progression and promotion within our fast-growing organization. Reporting directly to our General Manager, you’ll collaborate closely with the Mid-Market Leadership Team to deliver key outcomes. This role features a 50/50 compensation model (Base + Uncapped bonus), designed for strong leaders to effectively maximize their earnings through a heavily incentivized sales program.

You will:

  • Build, inspire, and lead strong sales teams that consistently meet and exceed targets.
  • Provide inclusive leadership and clear direction to a high-performance team, including hiring, training, and development.
  • Establish and drive specific, targeted goals and quotas to expand and accelerate revenue opportunities.
  • Create, monitor, and manage key performance metrics to drive performance and results.
  • Identify and implement innovative strategies to enhance team performance and growth.
  • Implement and continually refine best practices to support consistent, consultative sales and client success processes.
  • Champion and evolve an effective go-to-market strategy aligned with company objectives.
  • Take an entrepreneurial and collaborative approach, working closely with the broader Leadership Team to achieve results.

You should have:

  • 7+ years of overall professional experience, including experience scaling and managing client-facing teams in a dynamic environment.
  • Demonstrated experience as a high-performing sales executive.
  • Proven track record of leading teams to achieve quota and growth targets.
  • Strong, inclusive leadership and people management skills.
  • Ability to manage a wide portfolio of responsibilities independently and to adapt quickly to changing circumstances.
  • Excellent analytical, numerical, and strategic skills.
  • Exceptional communication skills with the ability to build trust across all levels within and outside the organization.

#LI-onsite

The range displayed on each job posting reflects the minimum and maximum target for new hire base salary for the position in the posting's respective region. Our salary ranges are determined by role, level, and location. Within the range displayed, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education and / or training. Base salary is just one part of our total rewards package at Flexport, which also includes bonus, equity, and comprehensive benefit offerings such as medical, dental, and flexible time off.
The US base salary range for this position (this does not include bonus, equity and benefits):
$110,000—$137,000 USD

Commitment to Equal Opportunity

Standard company text repeated across Flexport's postings is omitted here.

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