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From the employer's careers site First seen 27 Oct 2026

Head of Mid Market Sales, North America

Harvey Chicago Hybrid executive Full time

Salary

$425K per year

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Description

We are seeking a Head of Mid Market Sales, North America to lead frontline managers, build a world-class team, and own the regional Mid Market number for North America.

The successful candidate will be responsible for turning strong early traction into a repeatable, high-performing go-to-market engine across legal and professional services.

Key responsibilities include:

  • Hiring, leading, coaching, and developing a team of Mid Market Sales Managers across North America
  • Owning and evolving the NAMER Mid-Market playbook end-to-end
  • Implementing and maintaining a rigorous sales operating cadence
  • Driving the regional sales strategy
  • Owning NAMER mid-market forecasting and pipeline health
  • Hiring, coaching, and retaining top managerial talent
  • Partnering with global mid-market leadership to keep the playbook, methodology, and comp/accelerator structure consistent globally
  • Developing executive relationships with Harvey's highest-value Mid Market customers
  • Working cross-functionally with marketing, solutions engineering, legal, and customer success
  • Representing NAMER mid-market in global planning cycles, headcount discussions, and strategic initiatives

Requirements:

  • 10+ years of B2B tech sales experience, including 4+ years hiring, managing, and developing sales managers or senior individual contributors
  • Demonstrated success leading a regional or multi-market sales organization in a high-growth, early-stage environment
  • Strong track record of selling complex software to enterprise or mid-market clients using a consultative, value-based methodology
  • Experience building or scaling a sales playbook
  • Fluency with pipeline and forecasting rigor
  • Exceptional communication and executive presence
  • Genuine passion for Harvey's mission and a strong interest in how AI is transforming knowledge work and the legal profession

Benefits include comprehensive health, dental, and vision coverage, retirement benefits (401k match up to 4%), and flexible PTO.

The compensation for this role is $425,000 OTE 50/50.

Skills

Required

Ready to apply?

You apply with the employer directly. Their original posting is here: https://jobs.ashbyhq.com/harvey/8eb10df5-5af8-4538-921a-da5299df21db

Apply on Harvey