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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)