Outside Sales Representative And Trainer

Allegiant Business Group; Robstown (TX); On-site; USD 60,000 - 100,000; Full time

Benefits offered by this job

Licensing assistance

Draw program

Scheduling flexibility

Travel opportunities

Commission-based pay

Job summary

Allegiant Business Group is seeking an Outside Sales Representative and Trainer to join our local territory team. This hands-on role blends field sales with practical training duties, delivering benefit presentations and coaching newer reps through ride-alongs and in-field mentoring.

As a 1099 contractor, you will grow your own book while leading others, travel within your territory, and co-create training materials. Licensing in Health & Life insurance is supported and expected within 90 days.

Qualifications

• Experience in outside or B2B sales, preferably in benefits or insurance.
• Experience mentoring or coaching sales reps in the field.
• Strong presentation skills for 20-75+ audiences.
• Familiarity with CRM systems and data-driven coaching.
• Licensed in Health & Life insurance, or willing to obtain within 90 days.

Responsibilities

• Serve as outside sales producer in your assigned territory.
• Deliver benefit presentations to business owners and employee groups.
• Conduct ride-alongs, debriefs, role-plays, and field coaching for reps.
• Develop and maintain training materials, playbooks, and coaching modules.
• Work with leadership to set activity goals and improve conversion metrics.
• Maintain your client portfolio while supporting team growth.

Skills

Outside sales

B2B sales

Coaching/mentoring

Presentation skills

CRM (Salesforce)

Data-driven coaching

Education

Life & Health Insurance License

Tools

Salesforce CRM

Job description

Join Allegiant Business Group - Outside Sales Representative And Trainer

Location: Local Territory, Face-to-Face

About Allegiant Business Group

Allegiant Business Group provides practical supplemental benefit solutions to small and mid-sized employers. We value steady service, clear communication, and developing field professionals who put clients first. As we expand, we're looking for a hands‑on sales professional who can both sell in the market and train others to do the same - operating with the flexibility of a contractor arrangement.

The Role

This is a field‑first position that blends outside sales with practical training duties. You'll spend most of your time in the market: meeting business owners, delivering benefit presentations to employee groups, and coaching newer reps through ride‑alongs and one‑on‑one mentoring. You'll continue to grow your own book of business while helping others become reliable, consistent performers.

This is not a remote trainer role - it's boots‑on‑the‑ground work paired with leadership responsibilities, delivered as a 1099 contractor engagement.

Key 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.

Compensation & Support

• Commission‑based compensation that delivers worth based on your effort.
• Incentives to entice the best out of our agents, adding additional earnings upon their commission.
• A draw program to allow for extra financial security.
• Licensing assistance and training materials; scheduling flexibility for training sessions.

What We're Looking For

• Demonstrated success in outside sales or B2B sales, ideally within benefits, insurance, or related fields.
• Prior experience mentoring, training, or coaching sales professionals in the field.
• Strong presentation skills - comfortable with 1:1 meetings and groups of 20-75+.
• Organized, practical, and steady - you follow systems and help others do the same.
• Familiarity with CRM systems (Salesforce preferred) and a data‑driven approach to coaching.
• Licensed in Health & Life insurance, or willing to obtain licensure within 90 days (Allegiant supports this process).
• Reliable transportation and willingness to travel regularly within your territory.

Why This Role Matters

You’ll directly influence how our clients are served and how new reps develop. By combining consistent production with thoughtful coaching, you expand our reach while helping others build durable careers in the field.