Devine Business GroupVerified Source
Remote

Sales Representative & Trainer, B2B Insurance

85K–95K
Remote · Portland, Oregon
Posted August 12, 2026
payroll

Overview

You will own field sales and mentor a growing team at Devine Business Group, driving B2B supplemental insurance growth in the Portland area. As an independent contractor, you manage your own schedule and balance personal sales goals with coaching new reps. You work directly with business decision-makers to design customized insurance solutions, using CRM systems and Mac tools to track progress. This role stands out through its dual focus on sales and training, with uncapped commission and licensing support.

What You'll Do8

  • 1Drive new business by meeting decision-makers in person and presenting supplemental insurance products face-to-face.
  • 2Build long-term client relationships, ensuring satisfaction and retention through regular follow-ups.
  • 3Hit monthly sales targets by identifying client needs and closing deals ethically.
  • 4Train new sales reps through shadowing, role-play, and constructive feedback.
  • 5Lead weekly team workshops to sharpen sales techniques and product knowledge.
  • 6Use CRM to log client interactions, track pipeline, and report on sales metrics.
  • 7Coach reps on handling objections and closing strategies, modeling best practices in the field.
  • 8Coordinate with team leadership to align training with company goals and sales targets.

Requirements7

  • 13+ years of B2B sales experience with a track record of exceeding quotas.
  • 2Proven ability to mentor or train others in a sales environment.
  • 3Strong communication and relationship-building skills.
  • 4Comfortable using CRM systems and Mac products.
  • 5Self-motivated and organized, with ability to work independently in the field.
  • 6Valid state insurance license or willingness to obtain one with company support.
  • 7Ability to travel locally for client meetings and team events.

Salary Insight

$85 - $95k per year

Location

Typeremote
LocationPortland, Oregon
This is a remote position

Required Skills

crmmacsalesmentoringb2b
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