Sales Team Leader Jobs in Wisconsin
Sales Team Leader jobs in Wisconsin are concentrated in Milwaukee, Madison, and Green Bay, where employers like Kohler Co., American Family Insurance, and Uline maintain large sales operations and hire at every level from first-time team lead to senior sales manager. The most in-demand specialties in the state are B2B enterprise sales, insurance and financial services sales, and wholesale distribution. Demand across Wisconsin is among the most active in the Midwest, driven by the state's mix of manufacturing, insurance, and regional distribution headquarters. Scan the live roles below and apply to whichever ones fit.
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Join our team and live the Ollie-tude!: (Ollie’s Core Values)
- BE A TEAM PLAYER- Associates are expected to be supportive and work together.
- BE CARING- How do I treat others with courtesy, dignity, and respect?
- BE VALUE OBSESSED- Live the “good stuff cheap” mindset.
- BE COMMITTED- Operate with grit, passion, tenacity, and action.
- BE GROWING- How do we get better every day?
- BE REAL- Associates should be honest, transparent, genuine, trustworthy, and sincere.
Ollie’s Associate Benefits:
- Medical, Dental, Vision, and RX coverage begins after 90 days of employment.
- 401K, generous company match with immediate vesting.
- Strong career growth & talent development culture.
- 20% Associate discount on all Ollie’s purchases.
- Vast array of voluntary benefits.
Position Overview:
The Front End Team Leader serves as a store keyholder and provides leadership for the successful operation of the entire front-end of store. The Front End Team Leader creates and leads a sales team that is passionate about selling merchandise and ensuring a good customer experience. Responsibilities include aspects of Associate development, customer service, asset protection and store maintenance.
Primary Responsibilities:
- Oversee front-end, entrance, and exterior standards while driving associate productivity, daily task assignment, and customer service standards.
- Assist with managing payroll budgets, expenses, store banking, shrink reduction, and related reporting to support financial and operational goals.
- Provide leadership with the Associates regarding all donation programs and Ollie’s Army sign-up and membership.
- Lead monthly safety meetings and ensure follow-up actions are completed.
- Assist with the hiring, development, supervision, and scheduling of store Associates to support staffing and performance goals.
- Support merchandising execution and ensure pricing updates are completed as required.
- Perform all Team Leader functions to open and close the store when needed and complete additional responsibilities as assigned.
Qualifications:
- High school diploma or equivalent required.
- Minimum of 1–2 years of supervisory experience with a mid- to large-size retailer.
- Schedule flexibility to work evenings, weekends, and holidays on a regular basis.
- Positive attitude and team player who interacts well with customers and associates.
Physical Requirements:
- Ability to lift and carry up to 50 pounds.
- Ability to push and pull up to 35 pounds.
- Ability to stand for extended periods and work in a constant state of alertness and safe manner.
Ollie’s is an equal opportunity employer. In compliance with Federal and State Equal Opportunity Laws, qualified applicants are considered for all positions applied for without regard to race, color, religion, sex, sexual orientation and identity, national origin, age, veteran’s status, disability, or any other legally protected status.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.
Join our team and live the Ollie-tude!: (Ollie’s Core Values)
- BE A TEAM PLAYER- Associates are expected to be supportive and work together.
- BE CARING- How do I treat others with courtesy, dignity, and respect?
- BE VALUE OBSESSED- Live the “good stuff cheap” mindset.
- BE COMMITTED- Operate with grit, passion, tenacity, and action.
- BE GROWING- How do we get better every day?
- BE REAL- Associates should be honest, transparent, genuine, trustworthy, and sincere.
Ollie’s Associate Benefits:
- Medical, Dental, Vision, and RX coverage begins after 90 days of employment.
- 401K, generous company match with immediate vesting.
- Strong career growth & talent development culture.
- 20% Associate discount on all Ollie’s purchases.
- Vast array of voluntary benefits.
Position Overview:
The Front End Team Leader serves as a store keyholder and provides leadership for the successful operation of the entire front-end of store. The Front End Team Leader creates and leads a sales team that is passionate about selling merchandise and ensuring a good customer experience. Responsibilities include aspects of Associate development, customer service, asset protection and store maintenance.
Primary Responsibilities:
- Oversee front-end, entrance, and exterior standards while driving associate productivity, daily task assignment, and customer service standards.
- Assist with managing payroll budgets, expenses, store banking, shrink reduction, and related reporting to support financial and operational goals.
- Provide leadership with the Associates regarding all donation programs and Ollie’s Army sign-up and membership.
- Lead monthly safety meetings and ensure follow-up actions are completed.
- Assist with the hiring, development, supervision, and scheduling of store Associates to support staffing and performance goals.
- Support merchandising execution and ensure pricing updates are completed as required.
- Perform all Team Leader functions to open and close the store when needed and complete additional responsibilities as assigned.
Qualifications:
- High school diploma or equivalent required.
- Minimum of 1–2 years of supervisory experience with a mid- to large-size retailer.
- Schedule flexibility to work evenings, weekends, and holidays on a regular basis.
- Positive attitude and team player who interacts well with customers and associates.
Physical Requirements:
- Ability to lift and carry up to 50 pounds.
- Ability to push and pull up to 35 pounds.
- Ability to stand for extended periods and work in a constant state of alertness and safe manner.
Ollie’s is an equal opportunity employer. In compliance with Federal and State Equal Opportunity Laws, qualified applicants are considered for all positions applied for without regard to race, color, religion, sex, sexual orientation and identity, national origin, age, veteran’s status, disability, or any other legally protected status.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.
See All 81 Sales Team Leader Jobs in Wisconsin
Find roles in Wisconsin that match your experience and apply in just a few clicks.
Find Sales Team Leader JobsSales Team Leader Jobs by City in Wisconsin
Where Wisconsin roles are concentrated, by current openings.
Sales Team Leader Job Market in Wisconsin
A snapshot from current Wisconsin openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Retail
- Healthcare & Medical Services
What Wisconsin Employers Look For
The qualifications that appear most often in sales team leader jobs across Wisconsin.
- Proven experience leading or coaching a sales team toward defined revenue targets
- Bachelor's degree in business, marketing, or a closely related field preferred
- Demonstrated ability to analyze sales data and adjust team strategy accordingly
- Proficiency with CRM platforms such as Salesforce or HubSpot to manage pipelines
- Strong verbal communication and presentation skills for client-facing responsibilities
- Experience recruiting, onboarding, and developing individual sales contributors
Sales Team Leader Jobs in Wisconsin: Frequently Asked Questions
How do you become a sales team leader in Wisconsin?
Most sales team leaders in Wisconsin move into the role after several years as individual contributors, typically in B2B, insurance, or distribution sales. Wisconsin does not require a state-issued license for general sales leadership, so employers weight performance history and leadership readiness heavily. A bachelor's degree in business or marketing strengthens your candidacy, and completing internal leadership development programs offered by larger Wisconsin employers accelerates the path.
How much do sales team leaders make in Wisconsin?
Sales team leaders in Wisconsin earn a median of about $91,980 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $60,440 for the lowest 10% to over $159,770 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire sales team leaders in Wisconsin?
Companies currently hiring sales team leaders in Wisconsin include UW Health, Tractor Supply, and Ollie's Bargain Outlet, per current listings on Migrate Mate as of November 2026. Wisconsin's insurance, manufacturing, and wholesale distribution sectors consistently produce some of the steadiest demand for this role across the state.
Which Wisconsin cities have the most sales team leader jobs?
Madison, Manitowoc, and Milwaukee have the most sales team leader openings in Wisconsin. Milwaukee drives the largest share through its dense concentration of financial services firms, regional headquarters, and wholesale distributors, while Madison's growing tech and insurance sectors fuel steady demand, and Green Bay's manufacturing and logistics base supports consistent hiring in industrial and distribution sales leadership.
Are there remote sales team leader jobs in Wisconsin?
Yes, but they're less common than in purely desk-based roles, since sales team leaders are often expected to coach reps in person and join key client meetings on-site. About 38% of sales team leader openings tied to Wisconsin are remote or hybrid as of November 2026, with remote arrangements most common in SaaS, insurance, and financial services sales where the entire team works distributed.
How can I get hired as a sales team leader in Wisconsin with little or no experience?
The most realistic entry path is excelling as a top-performing individual sales contributor and raising your hand for informal leadership, such as mentoring new hires or running team calls. Large Wisconsin employers like American Family Insurance and Uline regularly promote from within and run structured development tracks for high performers without formal management titles. Lateral moves from account management, sales operations, or inside sales roles also open the door, and completing a management certification through organizations like the American Management Association strengthens your candidacy.
Where can I find and apply to sales team leader jobs in Wisconsin?
You can find and apply to sales team leader jobs in Wisconsin on Migrate Mate, which lists current Wisconsin openings updated in real time. Search the roles available, find the positions that match your background and location, and apply directly to the ones that fit.
See All 81 Sales Team Leader Jobs in Wisconsin
Find roles in Wisconsin that match your experience and apply in just a few clicks.
Find Sales Team Leader Jobs