Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Account Executive-Wisconsin Captive Territory

$163.27k - $199.27k

Sentry Insurance

Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.

You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales.

We provide everything you need to carve out a sales career filled with success and purpose, including:

  • High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips

  • Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8%

  • Opportunities for professional development and growth

  • Outstanding training and support

  • An industry-leading line of products and services

Total currently estimated projected compensation range for this position is $163,266-$199,266 , which is a combination of base pay, currently projected renewal commissions, and currently estimated new business commission opportunities. Commission opportunities – both renewal and new business -- are based on achievement of sales objectives and compliance with the terms of the applicable incentive plan.

The Wisconsin territory includes: SE Wisconsin to include the Milwaukee South Metro . Residence within the sales territory is required.

What You’ll Do

  • Sell directly to niche market accounts to increase premium volume

  • Retain profitable business by providing effective, quality service to policyholders

  • Build and maintain quality relationships with businesses

  • Work directly with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners

  • Call on and pursue all niche market opportunities assigned to your geographic territory

  • Leverage current customers and relationships for new growth and sales opportunities 

What it Takes

  • Bachelor’s degree or equivalent work experience/related sales experience

  • The ability to obtain and maintain the necessary P&C, and Life licenses required to sell the products Sentry offers

  • Self-discipline and ability to thrive in a remote work environment

  • Ability to multitask, prioritize, communicate effectively, and remain organized

  • Strong analytical and math skills

  • Acceptable Motor Vehicle Record with a valid driver’s license and ability to meet travel requirements

What You’ll Receive  

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

  • Company car with gas card

  • Comprehensive, ongoing training, including licensure

  • Laptop, cell phone reimbursement, home office setup

  • Cutting edge proprietary technology that enables you to be more efficient and effective in the field

  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.

  • Group Medical, Dental, Vision, Life Insurance, Parental Leave, and our Health and Wellness benefits to encourage a healthy lifestyle.

  • Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.

  • Well-being and Employee Assistance programs.

  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.

Get ready to own your future at Sentry. Opportunities await!

Casey Van Der Geest

View email address on apply.j-vers.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Vacancy posted 1 hour ago
Similar jobs that could be interesting for youBased on the Account Executive-Wisconsin Captive Territory in Milwaukee, WI vacancy
  •  ...Associate Territory Manager Boston Scientific's Associate Territory Manager (ATM) role...  ...Managers to drive sales revenue at targeted accounts, following the guidance of the Region...  ...environment. The ATM will support the greater Wisconsin area including: Eastern Wisconsin, Green... 
    Suggested
    Afternoon shift

    Intracept by Boston Scientific

    Milwaukee, WI
    2 days ago
  • $83.72k

     ...Associate Territory Manager - Wisconsin Work mode: Field Based Territory: United States Additional Location(s): N/A Diversity - Innovation -...  ...with Territory Managers to drive sales revenue at targeted accounts, following the guidance of the Region Sales Manager. The... 
    Suggested
    Afternoon shift

    Boston Scientific

    Milwaukee, WI
    2 days ago
  •  ...achieving sales targets within an assigned territory. It is expected the candidate will drive...  ...the company's offerings. Develop key account plans, including sales summaries, key...  ...adhere to company policies and procedures Execute your individual sales development plan... 
    Suggested
    Work at office
    Local area
    Work from home
    Flexible hours

    Wikoff Color Corporation

    Milwaukee, WI
    5 days ago
  •  ...New Berlin, WI, is seeking a Sales Representative to maximize sales and develop strong customer relationships within a designated territory. Candidates should have less than 2 years of sales experience and a high school diploma. The role involves developing sales strategies... 
    Suggested

    Crown Equipment Corporation

    New Berlin, WI
    2 days ago
  • $125k - $145k

     ...Join Us as Our New National Account Manager (East Territory) In this role, you will drive sales execution for HHB probiotic activities within your territory while managing both new and existing customer relationships. You will support regional strategic goals, ensure... 
    Suggested
    Remote work
    Flexible hours

    Novonesis

    Milwaukee, WI
    1 day ago
  • $150k

     ...Build the Future with Us — EquipmentShare is Hiring a Territory Account Manager At EquipmentShare, we’re not just filling a role — we’re...  ...geographical area. Responsible for the full sales strategy execution from market analysis, sales forecasting, pipeline management... 
    Base plus commission
    16 hours
    Full time
    Contract work
    For contractors
    Remote work
    Relocation package
    Night shift

    EquipmentShare

    Milwaukee, WI
    1 day ago
  • $50k

     ...within a fast-growing organization – Entry-level roles through executive leadership. Feel fulfilled and have fun – We work hard but...  ...wins. The Role You will be responsible for the strategic account and territory management of a geographic territory by selling CPI’s... 
    Base plus commission
    Full time
    Work at office
    Local area
    Worldwide

    Crisis Prevention Institute

    Milwaukee, WI
    2 days ago
  •  ...Territory Account Manager (TAM) On The Long-Acting HIV Injectable Prevention Sales Team ViiV Healthcare is a global specialty HIV company...  ...expertise to identify high-priority prospects Prepare and execute business plans that are tailored to the unique needs of each... 
    Night shift

    ViiV Healthcare

    Milwaukee, WI
    2 days ago
  • Territory Account Manager Milwaukee, WI - Core Solutions Date Posted June 23, 2026 Employment Type Full Time Exempt EquipmentShare
    Full time

    EquipmentShare

    Milwaukee, WI
    5 days ago
  • $56.4k - $76.45k

     ...The Role You'll Play ClassPass is seeking a driven Field Sales Executive to expand our merchant base by acquiring and onboarding high-...  ..., pitching, and closing new businesses in your assigned territory. ~ Lead with a field-first approach: visit prospective merchants... 
    Work at office
    Local area
    Worldwide
    Night shift

    ClassPass

    Milwaukee, WI
    3 days ago
  • $70k

     ...Sales Requisition Number: ACCOU002009 Description Account Executive (Outside Sales) Delta Defense / U.S. Concealed Carry...  ...script. That's how great AEs operate. And that's the bar. Territory, Schedule & Travel Current Opening in Kalamazoo, MI... 
    Local area
    Night shift
    Weekend work
    Afternoon shift

    Delta Defense

    Brookfield, WI
    4 days ago
  • $50k - $57.55k

     ...Account ExecutiveResponsible for developing new business and lead generation within assigned territory. Account Executives will build their territory to maximize the growth of the company.Supervisory Responsibilities:NoneEssential Job Functions:Assists the company in... 
    Bi-weekly pay
    Local area

    Thompson Safety

    Milwaukee, WI
    8 hours ago
  •  ...on business-to-business logistics solutions. Major Tasks and Responsibilities Prospects and secures new clients within an assigned territory to drive revenue growth. Understands client objectives and proposes tailored logistics and transportation solutions. Collaborates... 
    Contract work
    Work at office
    Local area
    Night shift

    32 Saia Sales LLC

    Milwaukee, WI
    5 days ago
  • $63.7k - $90.95k

     ...Key Accountabilities Include Develop new business in the Market and strengthen existing customer...  ...listed above that allows Field Sales Executives to give effective presentations. Sells...  ...‑up activities within their assigned territory, including the use of all Microsoft... 
    Temporary work
    Work at office
    Local area
    Worldwide
    Flexible hours

    SEKO Logistics

    Milwaukee, WI
    2 days ago
  • $50k

     ...commutable to Milwaukee, WI, for local travel to customer accounts assigned within the territory. Must have a valid driver’s license. Join a high‑impact...  ...to major accounts. Collaborate closely with C‑Suite executives and key influencers within client organizations. Utilize... 
    Full time
    Work at office
    Local area
    Remote work
    Flexible hours

    Quadient

    Milwaukee, WI
    2 days ago
  • $36k

     ...WNOV in Milwaukee to join our rapidly growing network and locally based stations across Wisconsin, Michigan, and Minnesota. Sales positions will focus on prospecting, new account acquisition, servicing and growing business accounts. Ideal candidates will have prior outside... 
    Full time
    Work at office
    Local area

    Civic Media

    Milwaukee, WI
    1 day ago
  •  ...Job Summary Clear Channel Outdoor The Account Executive meets and exceeds local and national sales goals by selling our outstanding inventory...  ...and progressive sales experience preferred. Knowledge of territory is preferred. Skills Skilled in working closely with customers... 
    Work experience placement
    Work at office
    Local area
    Home office

    Clear Channel Communications, Inc.

    Milwaukee, WI
    1 day ago
  •  ...Defense Contracting, Finance/Banking Account Manager Are you a seasoned sales professional...  ...Account Manager to dive into the Wisconsin territory. Leading cybersecurity solutions...  ...Bringing together appropriate technical, Executive Advisory, and leadership personnel to... 
    Full time

    Monarch Recruiters

    Milwaukee, WI
    2 days ago
  •  ...a $1Billion plus industry, KleenMark is Wisconsin's largest independent commercial cleaning...  ...Job Details Job Summary: The Account Manager is responsible for overall customer...  ...the financial success of the accounts/territory. Maintain and evaluate account... 
    Temporary work
    Work at office
    Flexible hours
    Afternoon shift

    KleenMark

    Brookfield, WI
    12 days ago
  • $48k - $58k

     ...with our clients and consultants. RESPONSIBILITIES Associate Account Executives are enrolled in a comprehensive outside B2B Sales Training...  ...Sales Representative - Specialty Therapeutics - Milwaukee, Wisconsin Milwaukee, WI $130,000.00-$165,000.00 2 weeks ago Milwaukee,... 
    Full time
    Local area
    Remote work

    Brooksource

    Milwaukee, WI
    8 hours ago
  •  ...Account Manager Join a team that has been powering growth and an outstanding reputation...  ...across Michigan, Indiana, Ohio, and Wisconsin. Built on strong financial principles and...  ...grow customer relationships within your territory Identify and pursue bid opportunities... 
    For contractors

    Etna Supply

    Milwaukee, WI
    4 days ago
  • $65k - $105k

     ...Join to apply for the Sales Account Manager role at JSK Recruiting...  ...customers and grow sales across SE Wisconsin and North Illinois. You’ll...  ...stepping into an established territory with room to grow, backed by...  ...Strategic Account Executive Milwaukee, WI $80,000.00-$140... 
    Base plus commission
    Full time
    Live in
    Local area
    Immediate start

    JSK Recruiting Inc

    Milwaukee, WI
    2 days ago
  • $241.95k - $311.54k

     ...Join our team as an Oncology Account Executive based in Milwaukee. Responsibilities Increase revenue and drive market development through...  ...diagnostics, medical or surgical devices. Lives within the defined territory and is centrally located to accounts. Commitment to travel... 
    Base plus commission

    BillionToOne

    Milwaukee, WI
    2 days ago
  •  ...Sales Account Executive Join Novatech as a Sales Account Executive in Milwaukee, Wisconsin Empower Businesses. Drive Growth. Build Your Career. Novatech, The Managed Office...  ..., and generate new leads in your defined territory. Drive Sales Activity: Follow our proven... 
    Work at office
    Local area

    NOVA TECH

    Milwaukee, WI
    3 days ago
  •  ...opportunities to connect with businesses and drive growth? As an Account Executive at Spectrum Business, you’ll leverage your expertise to...  ...sales by engaging small businesses within your assigned sales territory Conduct consultative needs analyses to identify and... 
    Part time
    Casual work
    Work at office
    Local area
    Immediate start
    Visa sponsorship

    SPECTRUM

    Glendale, WI
    2 hours ago
  • $25k - $100k

     ..., closed sales, and follow-up activities within their assigned territory, including the use of a Contact Management program to maintain...  ...POS entry, pre-payment collection, artwork approval, delinquent account collection, reporting). Prepare presentations, estimates and... 
    Work at office

    FASTSIGNS

    Milwaukee, WI
    5 days ago
  • $63.7k - $90.95k

     ...Outside Sales Executive SEKO started out in business in 1976, operating out of a single...  ...service at the local level. Key Accountabilities Include: Develop new business in...  ...follow-up activities within their assigned territory, including the use of all Microsoft... 
    Temporary work
    Work at office
    Local area
    Worldwide
    Flexible hours

    SEKO Logistics

    Milwaukee, WI
    2 days ago
  •  ...Account Executive Floorplan Xpress is seeking to grow our sales division. We are looking for an Account Executive who is a proven B2B...  ...quarterly new-business sales targets Travel within your assigned territory to meet prospects and attend industry events Maintain... 
    Base plus commission
    Temporary work

    Floorplan Xpress

    Milwaukee, WI
    3 days ago
  •  ...Account Manager As an Account Manager, you will play a crucial role in fostering strong...  ...and driving sales within your assigned territory. You'll work with a diverse range of...  ...strategic sales drive. Location: Eastern Wisconsin Principle Duties and Responsibilities... 
    Work experience placement

    UFP Industries

    Milwaukee, WI
    1 day ago
  •  ...Strategic Major Account Executive This role requires the ability to work lawfully in the U.S. without employment-based immigration sponsorship...  ..., selling Spectrum Business services across assigned territory or market segment Achieve monthly revenue quotas in data,... 
    Work at office
    Local area
    Visa sponsorship

    Spectrum

    Milwaukee, WI
    4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Account Executive-Wisconsin Captive Territory. Be the first to apply!