Transwest Services Sales Manager - Midwest - Milwaukee, WI

Transcription Services Sales Manager - Midwest - Milwaukee, WI

Location: US-WI-Milwaukee

Minimum Education: Bachelors

Job Type: Full Time

Jobcode: PM019

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Transwest Services Sales Manager - Midwest

About The Hiring Company

Our client is a fast-growing, nationally recognized organization delivering innovative

technology-driven solutions to enterprise and mid-market clients across the United

States. The company fosters a results-oriented culture built on collaboration,

accountability, and entrepreneurial growth. This is a high-visibility role offering both

individual performance and long-term leadership opportunity as the national program

expands.

Position Overview

The Transcription Sales Manager will operate as an individual, responsible for driving

new business growth and managing the sales program across Illinois, Indiana, Iowa,

Kansas (Central Time area) Michigan, Minnesota, Missouri, Ohio, and Wisconsin.

This position is ideal for a self-motivated sales professional who enjoys building client

relationships, establishing a strategic regional footprint, and collaborating with peers

across other U.S. regions—including the Northeast, West Coast, Southeast, and

Southwest—to ensure cohesive national coverage and client satisfaction.

Key Responsibilities

Develop and execute a comprehensive sales strategy for the Midwest territory

(Illinois, Indiana, Iowa, Kansas (Central Time area), Michigan, Minnesota,

Missouri, Ohio, Wisconsin]).

Serve as an individual contributor, managing the entire sales cycle—from

prospecting to close—while meeting or exceeding quarterly and annual revenue

targets.

Lead and oversee the regional sales program, including pipeline development,

forecasting, and territory expansion.

Collaborate with fellow Sales Managers to align messaging, share market

insights, and create unified national sales initiatives.

Build and maintain strong, long-term relationships with clients, partners, and

internal stakeholders.

Identify new market opportunities and emerging trends within assigned territories.

Provide input on competitive intelligence, customer feedback, and strategic

account development.

Represent the company professionally at client meetings, industry conferences,

and networking events.

Qualifications

Bachelor’s degree in Business, Marketing, Communications, or related field

(MBA Preferred But Not Required).

5+ years of legal sector B2B sales experience

Demonstrated success in achieving or exceeding sales targets in regional or

territory-based roles.

Strong understanding of the Midwest legal market landscape

Excellent written and verbal communication skills; ability to build rapport with

executives and decision-makers.

Proven ability to work independently in a remote environment while collaborating

across geographically distributed teams.

CRM proficiency (Salesforce, Hubspot or similar) and comfort with virtual selling

tools and analytics platforms.

Willingness to travel regionally (approximately 25–35%).

Compensation & Benefits

Competitive base salary plus performance-based incentive plan

Comprehensive benefits package

Professional development and advancement opportunities

Supportive, innovative, and collaborative remote-team environment

About K L McKinney

K L McKinney is a national recruiting and legal-technology talent advisory firm

connecting top professionals with leading employers across the United States. This

opportunity is being managed exclusively by K L McKinney on behalf of our

confidential client.

Interested candidates may submit a resume and brief introduction

to [email protected] with the subject line:

“Transcription Sales Manager – Midwest (Application)”-

Khrys McKinney

K.L. McKinney

14090 Southwest Freeway, Suite 300

Sugar Land, TX 77478

Phone: 7132595872

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