Enterprise Regional Sales Exec: SaaS & Brokers

Corestream; Chicago (IL); On-site; USD 90,000 - 130,000; Full time

Job summary

Corestream is seeking a results-driven Sales Executive to build relationships, drive enterprise opportunities, and own the end-to-end sales cycle. Based in the Western US region, you will engage HR leaders and benefits brokers, deliver tailored product demonstrations, and advance opportunities from outreach to close.

You will collaborate with Marketing, Customer Success, and Product to tailor proposals and optimize the prospect experience, while tracking KPIs in the CRM and pushing for quarterly

Qualifications

• 3+ years of full-cycle enterprise sales experience.
• Ability to build a healthy pipeline and close enterprise accounts.
• Willingness to travel ~40% and manage complex stakeholder engagements.

Responsibilities

• Generate revenue through direct outreach, broker partnerships, and referrals.
• Own the sales process from prospecting to close with accurate CRM updates.
• Lead product demonstrations to HR and broker stakeholders.
• Collaborate with Marketing, Customer Success, and Product.
• Meet or exceed sales targets and contribute to team success.

Skills

Full-cycle enterprise sales

Pipeline management

CRM & forecasting

Communication skills

Relationship building

Prospecting & lead generation

Learning and accountability

Travel readiness

Tools

CRM systems

AI/sales enablement tools

SaaS platforms

Job description

Corestream is seeking a results-driven Sales Executive to build relationships, drive enterprise opportunities, and own the end-to-end sales cycle. Based in the Western US region, you will engage HR leaders and benefits brokers, deliver tailored product demonstrations, and advance opportunities from outreach to close.

You will collaborate with Marketing, Customer Success, and Product to tailor proposals and optimize the prospect experience, while tracking KPIs in the CRM and pushing for quarterly