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Sales Representative (DMSI)

Roles & Responsibilities

  • 0–2 years of experience in sales, business development, or a related field
  • High school diploma or GED required; Bachelor’s degree preferred
  • Strong written, verbal, and interpersonal communication skills
  • Proficiency in Microsoft Office Suite (Excel, Outlook, Word, etc.)

Requirements:

  • Conduct high-volume cold calls, emails, and other outbound outreach to prospective agents
  • Lead effective discovery conversations to understand each agent's needs, budget, and fit
  • Own deals end-to-end — from first contact through initial deposit
  • Accurately log all outreach, activities, and deal status in CRM (e.g., Salesforce)

Job description

Description

 

Location: US-Remote
(AL,AZ,CA,CO,CT,DC,FL,GA,ID,IL,IN,MA,MD,MI,MO,NC,NH,NJ,NV,NY,OH,OR,PA,RI,TN,TX,UT,VA,WA,WI)

Type: Full-Time, Salary, Exempt 



About DMS

Digital Media Solutions (DMS) is a leading provider of technology-enabled digital performance advertising solutions connecting consumers and advertisers. Our platforms support high-volume customer acquisition across multiple industries.


About the Role

We are looking for a Sales Representative to own the full sales cycle — from identifying and engaging prospective insurance agents to closing new business. In this role, you will prospect, qualify, and convert insurance agents into clients through consultative selling and persistent follow-through.

Your success will be measured by closed revenue, activity volume, and contribution to overall pipeline growth.

The ideal candidate is energetic, resilient, and comfortable working in a fast-paced, high-volume environment where you control your own results.


Why Join DMS?

At DMS, you’ll be part of a high-performing, fast-paced sales environment where your effort directly drives your success. You'll develop deep industry knowledge and the full-cycle sales expertise that opens doors throughout your career.

With uncapped commission, clear performance expectations, and a defined path to advancement, this role rewards hustle, consistency, and results. If you're competitive, coachable, and motivated to grow, you'll have every opportunity to shine.



Key Responsibilities

Outbound Prospecting

  • Conduct high-volume cold calls, emails, and other outbound outreach to prospective agents..
  • Identify and research target accounts and key decision-makers
  • Generate interest and initiate conversations with new prospects

Discovery & Qualification

  • Lead effective discovery conversations to understand each agent's needs, budget, and fit.
  • Ask strategic questions to assess opportunity potential and build rapport.
  • Advance qualified prospects through the sales process with a clear path to close.

Closing New Business

  • Own deals end-to-end — from first contact through initial deposit. 
  • Deliver compelling pitches tailored to each agent's goals and challenges.
  • Meet or exceed monthly targets and activity benchmarks.

Pipeline Management

  • Maintain a consistent and healthy pipeline of active opportunities.
  • Prioritize and manage multiple prospects at various stages simultaneously.
  • Keep a steady flow of new prospects entering the funnel.

CRM & Activity Tracking

  • Accurately log all outreach, activities, and deal status in CRM (e.g., Salesforce).
  • Keep prospect and account data current and organized.
  • Track personal performance against activity, pipeline, and revenue goals.

Follow- Up & Relationship Building

  • Execute timely, multi-touch follow-up strategies to move deals forward.
  • Build trust and credibility with prospects throughout the buying process.
  • Maintain professional, persistent, and personalized communication at every stage.

 

Requirements
  • 0–2 years of experience in sales, business development, or a related field
  • High school diploma or GED required; Bachelor’s degree preferred

Skills:

  • Strong written, verbal, and interpersonal communication skills
  • Comfortable making cold calls and handling rejection
  • Ability to manage high activity levels and stay organized
  • Proficiency in Microsoft Office Suite (Excel, Outlook, Word, etc.)


Preferred Qualifications:

  • Inside sales experience with a track record of exceeding quota achievement.
  • Experience with high-volume cold calling and outbound prospecting.
  • Skilled at writing effective cold outreach emails.
  • Familiarity with Salesforce or similar CRM tools.
  • Understanding of sales activity metrics and revenue forecasting.
  • Experience selling to or working within the insurance industry (a plus).

Compensation: The starting hourly rate for this position is $21.64-$23 per hour (based on experience) + uncapped commission. 

Salary Description
$21.64-$23 per hour (based on experience)

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