DMS Insights

Senior Sales Development Representative

Written by Digital Media Solutions | Apr 17, 2025 3:15:22 PM

Title: Senior Sales Development Representative
Location: Fully Remote (USA ONLY)

Summary:

DMS is seeking a highly motivated, goal-oriented Sales Development Representative with significant experience in the insurance industry or equivalent field. In this dynamic role, you'll be tasked with identifying and enrolling new customers (insurance agents) through outbound, phone-based selling to an existing, discrete prospect list, supporting the growth and development of our Insurance division (DMSI).

  • Yes, 100% Remote (USA ONLY)
  • Yes, Equipment Provided
  • Yes, Hourly Plus Commission

Responsibilities:

  • Research new prospects, identify key decision-makers at insurance agencies and generate interest in DMSI’s lead products.
  • Source new sales opportunities through a combination of outbound cold calling, emailing and follow-up to inbound leads.
  • Identify qualified opportunities to develop and close, so they may be supported by the customer success team after sale is completed.
  • Achieve and exceed monthly sales quotas on a consistent basis.
  • Understand customer needs and requirements, overcome objections and vet opportunities to determine alignment with DMSI’s platforms.
  • Maintain and progress a sales pipeline of prospects that aligns with DMSI revenue growth.
  • Maintain knowledge of current insurance market conditions, including target audience and competition.

Requirements

  • Significant outbound cold calling experience IS A MUST.
  • 3+ years of inside sales experience with a track record of over-achieving quotas.
  • Proficient in Microsoft Office suite (Excel, Outlook, Word, etc.).
  • Proficient in a pipeline management system and integrated dialer platform (Salesforce or similar).
  • Strong written, verbal and interpersonal communication skills with an ability to communicate effectively with teammates and supervisors. 

Preferred:

  • Experience working in the insurance industry or insurance lead generation online.
  • Previous experience working with Salesforce.
  • Experience with over-the-phone verbal communication during cold calls and writing cold business emails.
  • Strong phone presence and experience conducting a high volume (100+/day) of outbound cold calls.
  • Knowledge of corporate productivity and web presentation tools.
  • Bachelor’s degree preferred.
  • Knowledge of effectively managing and reporting on individual sales pipeline to hit monthly and quarterly sales quotas.

Candidates will be considered in totality of their skills and experience versus strict interpretation of “requirements.”

COMPENSATION AND BENEFITS: The starting hourly rate for individuals expressing interest in this position is between $20 - $30 an hour, plus performance-based uncapped commission. Potential is limitless! 

Benefits Available To Eligible Employees Include The Following:

  • Medical, dental, vision insurance
  • Wellness and mental health benefits
  • Tax-advantaged health care accounts
  • Financial and income protection benefits (Life insurance, short-term disability, 401(k)
  • Paid Time Off (PTO), holidays, and sick time off
  • Remote worker assistance for wellness and home office
  • Fully remote work 

About DMS

Digital Media Solutions® (DMS) is a leading provider of technology-enabled digital performance advertising solutions connecting consumers and advertisers.

DMS is a growing company that provides team members with opportunities to learn new technologies and enhance their skills. In addition to competitive salaries, reliable work schedules, access to technology, an energetic and connected work culture and an impressive suite of employee health and wellness benefits, DMS also offers employees the chance to further acquire industry knowledge and network with colleagues.

The culture at DMS is built on a foundation of collaboration, support and inclusion. DMS believes in the power of teamwork. DMS is more than just an award-winning company, we are a team that supports one another, challenges each other and celebrates together.