Join Our Team

At Gateway Underwriters Agency, we offer challenging opportunities in the insurance wholesale industry. Employees can gain experience by underwriting risks to brokering risks through various brokerage facilities. We are looking for high-energy, driven individuals with an actionable attitude. Because of our emphasis on exceptional customer service, we also strive to select individuals who can positively impact our team by bringing a service-oriented mindset to the tasks at hand each and every day.

Where legally permissible, Gateway Underwriters Agency requires all new hires to be fully vaccinated against Covid-19, including any recommended booster, unless an accommodation is required for religious or medical reasons. As a condition of employment, all new hires will be required to provide proof of the Covid-19 vaccinations or an approved medical or religious exemption. This requirement is not applicable to residents of AL, AR, FL, IN, IA, MT, ND, TN, TX and UT.

Available Careers

Account Executive for  Chicago, IL and St. Louis, MO


The Agency Representative communicates with prospective and current customers the value proposition of Gateway while developing and growing relationships with these customers through on-site meetings and telling the Gateway Story.

Essential Functions:
  • Prospecting for new customers (Retail P&C Agencies) via telephone, internet or while traveling.
  • Establishing and growing the customer base to generate new business premium.
  • Following up and maintaining strong relationships with existing customer base.
  • Making a minimum of 16 customer visits per week in large geographic area.
  • Managing sales territory to maximize premium growth and customer satisfaction.
  • Effectively communicating with Gateway’s in-house underwriting team.
  • Maximizing time management techniques in setting and implementing customer appointments.
  • Attending and participating in sales and management meetings.
  • Utilizing Gateway Sales Systems (ACT), Operating Systems (AIM) and Microsoft Office software to maximize potential business growth through documentation and written/verbal communication as needed.
  • Enhancing personal development through Continuing Education courses and attaining Insurance Designations (RPLU, ASLI, AINS, CPCU)
Other Duties and Responsibilities:
  • Assist in training new teammates.
  • Actively participate in team huddles
  • Communicate ideas for procedural or workflow improvement.
  • Assist the administrative specialist when needed
Minimum Job Requirements:
  • Excellent communication skills.
  • A positive attitude.
  • Ability to work independently and manage their own schedule
  • The ability to learn and comprehend quickly.
  • A history of personal and business development.
  • A history of successful planning & execution of customer travel.
  • Have a state driver’s license and driving record in good standing.
  • Competitive starting salary with potential year end bonus.
  • Fully paid medical benefits and profit sharing program.
  • College Degree