Regional Sales Executive

Corestream; United States; Hybrid; USD 80,000 - 120,000; Full time

Benefits offered by this job

Competitive compensation

Flexible work culture

Casual dress code

Free snacks and beverages

Job summary

A growing technology company is seeking a Regional Sales Executive to develop and expand their Voluntary Benefits solutions in the Central and Western United States. The ideal candidate will have 3–6 years of experience in enterprise sales, excel in building relationships with brokers, and demonstrate a results-driven mindset. This full-time position offers competitive compensation and supports a flexible, fun work environment.

Qualifications

• 3–6 years of full-cycle enterprise sales experience in relevant fields.
• Proven ability to self-source leads and close deals.
• Excellent verbal and written communication skills.

Responsibilities

• Prospect, qualify, and close new enterprise accounts.
• Cultivate relationships with benefits brokers.
• Deliver engaging product demos to stakeholders.

Skills

Cold outreach

Sales revenue generation

Relationship-building

Communication

Technology comfort

Job description

Corestream is seeking a Regional Sales Executive that will focus on building and growing sales of our industry-leading Voluntary Benefits solution. The Regional Sales Executive will drive New Logo acquisition and revenue growth across the Western Region through the development of strategic relationships with employee-benefits brokers and key HR/benefits decision-makers. You’ll identify, qualify, and close enterprise-level new-logo deals, navigate complex sales cycles, and leverage broker partnerships to amplify your pipeline. If this sounds like you, read on…

Location: Central or Western United States.

Your Mission

• Sales Revenue Generation: Prospect, qualify, and close new enterprise accounts via cold outreach, broker collaboration, and referrals.
• Broker Partnerships: Cultivate and manage relationships with benefits brokers aligned to target accounts; collaborate on joint sales initiatives and team selling calls.
• Product Demos: Deliver engaging virtual and in-person demos of the Corestream platform, articulating clear value propositions to HR and broker stakeholders.
• Stay Organized: Maintain rigorous activity logging, opportunity updates, forecasting accuracy, and KPI tracking in our CRM.
• Cross-Functional Collaboration: Partner with Marketing, Customer Success, and Product teams to tailor proposals and relay market feedback.
• Quota Achievement: Consistently achieve or exceed sales targets while contributing to team best practices and knowledge sharing.

Recipe for Success

• Experience: 3–6 years of full-cycle enterprise sales experience, ideally in voluntary benefits, insurance-adjacent services, or SaaS.
• Initiative & Drive: Demonstrated ability to self-source leads and close deals with an average ACV of ~100K
• Tech Comfort: Confident demoing SaaS platforms and rapidly masters new tools.
• Growth Mindset: Receptive to coaching, metrics obsessed, and process oriented.
• Communication: Excellent verbal and written skills; strong relationship-building prowess.
• Travel: Willingness to travel ~40% across the Western U.S.

Key Attributes

• Results-Focused: Demonstrated quota attainment while building lasting broker relationships.
• Self-Motivated & Autonomous: Proven ability to self-source pipeline and drive opportunities to close.
• Territory Management Savvy: Strategic planning and execution within a defined geographic region.
• Critical Thinking: Able to craft tailored value propositions and navigate complex sales cycles.
• Collaborative: Thrive in cross-functional teamwork with Marketing, Customer Success, Product, and other departments.

About Us

Corestream is a fast-growing, cutting-edge financial and benefits technology company. We are an industry leader in the delivery of Voluntary Benefits; our proprietary software is the engine for large, Fortune-500 companies to easily and cost-effectively offer unlimited Voluntary Benefits to its employees through payroll deduction.

We have a driven, flexible, and fun team and offer competitive compensation and benefit packages. Although we are over ten years old, we still have a “start-up” culture and when we are in the office we have a casual dress code, free snacks and beverages, and Wednesday lunches are on the house.

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Seniority level

• Mid-Senior level

Employment type

• Full-time

Job function

• Sales and Marketing

Industries

• Software Development