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

Remote / Online - Candidates ideally in
Oak Brook, DuPage County, Illinois, 60523, USA
Listing for: Drips.com
Full Time, Remote/Work from Home position
Listed on 2026-06-22
Job specializations:
  • Sales
    Business Development, Sales Manager, Account Manager, Director of Sales
Salary/Wage Range or Industry Benchmark: 80000 - 120000 USD Yearly USD 80000.00 120000.00 YEAR
Job Description & How to Apply Below
Position: Enterprise Sales Executive ( Remote West Coast (California, Oregon, Washington, Nevada and Arizona)

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.
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