Field Sales Pro & Trainer — 1099 Contractor

Allegiant Business Group; Cleburne (TX); On-site; USD 50,000 - 90,000; Full time

Job summary

Allegiant Business Group is seeking an Outside Sales Representative and Trainer to work in a local territory with face-to-face engagements. This 1099 contractor role blends sales in the market with hands-on coaching for newer reps and ride-alongs to reinforce skills.

You will present benefits to business owners, mentor field teams, and contribute to the growth of your own book of business while supporting the group’s strategic goals. This is a hands-on, field-based leadership position.

Qualifications

• Demonstrated success in outside or B2B sales, ideally in benefits or related fields.
• Experience mentoring, training, or coaching sales professionals in the field.
• Strong presentation skills for 1:1 and group sessions.
• Organized, practical, and systems-driven approach to coaching.
• Familiarity with CRM systems (Salesforce preferred).
• Willing to obtain Health & Life license within 90 days; Allegiant supports licensure.

Responsibilities

• Serve as a dependable outside sales producer in your assigned territory.
• Deliver clear, professional benefit presentations to business owners and employee groups.
• Conduct ride-alongs, call/meeting debriefs, role-plays, and field coaching for new and developing reps.
• Develop and maintain concise training materials, playbooks, and short coaching modules.
• Work with leadership to set realistic activity goals and improve conversion metrics.
• Maintain your own client portfolio while supporting the growth and retention of your team’s production.

Skills

Outside sales

Mentoring/training

Presentations

CRM

Data-driven coaching

Time management

Tools

Salesforce CRM

Job description

Allegiant Business Group is seeking an Outside Sales Representative and Trainer to work in a local territory with face-to-face engagements. This 1099 contractor role blends sales in the market with hands-on coaching for newer reps and ride-alongs to reinforce skills.

You will present benefits to business owners, mentor field teams, and contribute to the growth of your own book of business while supporting the group’s strategic goals. This is a hands-on, field-based leadership position.