Enterprise Sales Executive ( Remote West Coast (California, Oregon, Washington, Nevada and Arizona)

Inspira Financial • Oak Brook, IL

5d • Remote

About The Position

The Enterprise Sales Executive will report to the Managing Director, Head of
Sales in the Health & Benefits Sales Department. This role a pivotal role in
driving business growth and strengthening our position in the Health & Benefits
space. At Inspira we have launched our next generation platform, that brings a
modern, modular and configurable solution, to an industry dominated by players
with antiquated legacy platforms. Inspira is poised to disrupt the market and
transform how companies support the health and well-being of their workforce.
This role will have the opportunity to work with high-profile enterprise
accounts, negotiate complex deals, and build lasting relationships with brokers,
partners, and key stakeholders. This is a unique chance to shape the future of
health and benefits solutions while advancing your career within a dynamic and
rapidly growing company.

Requirements

• 15+ years of B2B sales experience in complex enterprise environments, within the group benefits, consulting, or financial services industries
• Bachelor’s degree in business, marketing, healthcare or equivalent combination of education, experience and training required
• Consultative Selling Skills:Strong ability to understand clients' needs, identify key decision-makers, and develop tailored solutions that drive business value.
• Track Record of Success:A demonstrated history of consistently meeting or exceeding sales quotas and driving high-value deals to closure, in B2B direct selling environments.
• Relationship Building:Proven experience cultivating relationships with brokers, partners, and senior executives. Able to mobilize internal resources and leverage existing networks to maximize sales potential.
• Excellent Communication Skills:Strong verbal and written communication skills, with the ability to present complex information in a compelling and accessible manner.
• Strategic and Analytical Thinking:The ability to develop and execute strategic sales plans, with an analytical approach to evaluating market trends, competition, and opportunities.
• Self-Motivated and Results-Oriented:Driven to succeed and eager to learn and adapt quickly in a fast-paced environment.
• Experience with Salesforce CRM:Familiarity with Salesforce or other CRM platforms to track and manage sales opportunities.
• Frequent travel, 50% (regional and national travel required)
• Ability to provide personal transportation for training or meetings may be required
• Occasionally lifts up to 25 pounds
• Prolonged periods of sitting and operating standard office equipment

Responsibilities

• Drive New Business Growth:Identify, engage, and develop relationships with key target organizations in your assigned territory to sell Inspira's Health & Benefits services.
• Build Strong Relationships:Cultivate productive, long-term relationships with brokers, consultants, partners, and key decision-makers to generate a consistent pipeline of high-value opportunities.
• Consultative Selling:Leverage your expertise to understand complex, multi-faceted client needs and match them with Inspira's innovative solutions, delivering value at every step of the sales process.
• Lead Complex Negotiations:Manage and negotiate multi-stakeholder deals, ensuring both client needs and organizational objectives are met while maintaining profitability.
• Pipeline Management:Maintain a healthy, well-managed sales pipeline through effective prospecting, relationship-building, and follow-through. Ensure all opportunities are tracked and reported accurately within Salesforce CRM.
• Sales Strategy Execution:Develop and implement tailored strategies for driving sales success, ensuring objectives are met and exceeded within your assigned territory.
• Industry Leadership:Represent Inspira at industry events, conferences, and networking opportunities to build awareness, create new business opportunities, and stay on top of market trends.
• Cross-Functional Collaboration:Collaborate closely with internal teams, including marketing, customer success, and operations—to deliver seamless, client-centric solutions that drive customer satisfaction and long-term loyalty.
• Other duties as assigned.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level