DMS Insights

Account Executive (Full Cycle Sales)

Written by Digital Media Solutions | Sep 29, 2025 6:32:02 PM

Description

Digital Media Solutions (DMS) is seeking a highly motivated, goal-oriented and experienced Account Executive to join our fast-growing Insurance Division (DMSI). In this role, you will own the entire sales cycle, from prospecting and qualifying leads to closing new business. The ideal candidate thrives in a fast-paced environment, is comfortable with cold calling outreach and excels at building relationships that drive revenue growth. This is a high-impact position with unlimited earning potential for a motivated self-starter who enjoys both hunting and closing deals.

 

Responsibilities:

  • Research and identify potential customers primarily through outbound cold calling as well as emails and networking. 
  • Identify key decision-makers within insurance agencies and generate interest in DMS insurance lead products.
  • Engage prospects to uncover business needs, budget, decision-making, processes and timelines.
  • Own and maintain an active pipeline of opportunities using CRM tools.
  • Conduct discovery calls, deliver product demos/presentations, create proposals, negotiate pricing and close new business.
  • Understand customer needs and requirements, overcome objections and vet opportunities to determine alignment with DMS insurance platforms.
  • Consistently meet monthly sales goals and daily KPIs.
  • Collaborate with customer success to ensure smooth onboarding and long-term client success.
  • Act as the voice of the customer, providing insights to leadership to refine offerings and sales strategy. 
  • Stay informed on current insurance industry trends, target audiences and competitor activities.

Requirements:

  • Minimum of 2 years of full-cycle B2B sales experience with a proven track record of consistently exceeding quotas.
  • Significant outbound cold calling experience is a MUST.
  • Performance marketing experience with a focus in CPL/CPA metrics.
  • Proficient in key aspects of SaaS experience.
  • Proficiency in GSuite (Excel, Gmail, Word, etc.).
  • Proficiency in CRM Systems and integrated dialer platforms (Salesforce or similar CRMs).
  • Excellent communication, negotiation and presentation skills.
  • Ability to travel and represent the company in trade shows and industry events.
  • Excellent interpersonal skills and the ability to collaborate with internal teams and management.
  • Strong consultative selling skills with the ability to build relationships and influence decision makers.
  • Self-motivated, organized and goal-oriented with a strong desire to succeed in a competitive sales environment.

Preferred:

  • Experience working in the insurance industry or insurance online lead generation.
  • 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.
  • Knowledge of effectively managing and reporting on individual sales pipelines to hit monthly and quarterly sales quotas.
  • Bachelor’s degree.

COMPENSATION AND BENEFITS: The starting salary for this position is $60,000 annually, based on experience. In addition to base pay, team members are eligible for uncapped, performance-based commissions tied to individual production and sales results. A $1,000 training completion bonus is awarded upon successful completion of our training program. 

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
  • Hybrid-remote work (2-3 days/week in-office)

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.

DMS is proud to be an Equal Employment Opportunity employer. We do not discriminate based upon gender, sexual orientation, marital or civil status, pregnancy (or pregnancy-related conditions), gender identity or expression, transgender status or gender reassignment, race, color, national origin or ancestry, citizenship, religion or religious beliefs, age, physical or mental disability, genetic information (including genetic testing and characteristics), military or veteran status, or any other grounds or characteristic that is protected under the law.