Outside Sales Representative And Trainer

Allegiant Business Group•Roanoke, TX

2d•Onsite

About The Position

Allegiant Business Group is hiring a field-based Outside Sales Representative and Trainer to sell supplemental benefit solutions to small and mid-sized employers while coaching newer sales representatives. The role involves meeting business owners, presenting benefits to employee groups, building and maintaining a personal client portfolio, and helping team members develop reliable sales skills through ride-alongs, mentoring, and other field coaching. This is a 1099 independent contractor engagement, not a remote trainer role. The position operates in a local territory and requires regular travel within that territory. Compensation is commission-based, with additional incentives and a draw program. Allegiant provides licensing assistance, training materials, and scheduling flexibility for training sessions.

Requirements

Demonstrated success in outside sales or B2B sales, ideally in benefits, insurance, or a related field.
Prior experience mentoring, training, or coaching sales professionals in the field.
Strong presentation skills and comfort with one-on-one meetings and groups of 20–75 or more.
Organized, practical, and steady approach, with the ability to follow systems and help others do the same.
Familiarity with CRM systems and a data-driven approach to coaching.
Health and Life insurance license, or willingness to obtain licensure within 90 days.
Reliable transportation and willingness to travel regularly within the assigned territory.

Nice To Haves

Salesforce CRM experience is preferred.

Responsibilities

Serve as an outside sales producer in an assigned territory.
Deliver benefit presentations to business owners and employee groups.
Conduct ride-alongs, meeting debriefs, role-plays, and field coaching for new and developing representatives.
Develop and maintain concise training materials, playbooks, and short coaching modules.
Work with leadership to set activity goals and improve conversion metrics.
Maintain a personal client portfolio while supporting team production growth and retention.