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

Inspira Financial

$100K — $150K *
US-AnywhereRemote in Oak Brook, IL
Healthcare
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 15+ years of B2B sales experience in complex enterprise environments
  • Bachelor's degree in business, marketing, healthcare, or related field
  • Strong consultative selling skills with the ability to identify client needs
  • Demonstrated track record of meeting or exceeding sales quotas
  • Proven experience cultivating relationships with brokers and senior executives
  • Excellent communication skills for presenting complex information
  • Analytical thinking for developing strategic sales plans

Responsibilities

  • Drive new business growth by engaging with target organizations to sell services
  • Build strong, long-term relationships with brokers and key decision-makers
  • Leverage expertise to deliver consultative sales that meet client needs
  • Manage and negotiate complex multi-stakeholder deals
  • Maintain a well-managed sales pipeline using Salesforce CRM
  • Develop and execute tailored sales strategies for success
  • Represent the company at industry events to build awareness and new business opportunities

Benefits

  • Opportunity to work with high-profile enterprise accounts
  • Chance to shape the future of health and benefits solutions
  • Work in a rapidly growing and dynamic company
  • Collaboration with cross-functional teams to deliver client-centric solutions
  • Engagement with market trends and industry events
Full Job Description
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.

Key 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.

People Leader Responsibilities:
  • High-performing individual contributor, without direct or indirect reports.


Education & Experience:

Minimum required:
  • 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


Skills & Abilities:
  • 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.


Other Requirements:
  • 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

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