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Sales Director; Insurance and Health Insurance) Chicago, Remote • In office, Remote

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Responsiv
Full Time, Remote/Work from Home position
Listed on 2026-10-12
Job specializations:
  • Sales
    Business Development
Salary/Wage Range or Industry Benchmark: 120000 - 180000 USD Yearly USD 120000.00 180000.00 YEAR
Job Description & How to Apply Below

View all jobs Sales Director (Insurance and Health Insurance) Chicago
• Remote Sales Remote
• In office Full-time

Responsiv Overview

Responsiv is a regulatory change management platform that tells you when your regulatory posture is out of date. Responsiv analyzes new regulations and notifies you when there’s been an important new rule that you should be aware of. It then takes that regulation and performs a gap analysis on your existing controls, policies, and procedures, suggesting necessary changes. Responsiv addresses the challenge of staying compliant in an increasingly complex and fast‑evolving regulatory landscape allowing you to:

  • Track your regulatory obligations: Continuously monitor which laws and regulations apply to your organization, ensuring you remain compliant with every requirement.
  • Ensure your controls and policies are always up to date
    : with ongoing gap analyses
  • Update your controls and policies with new regulations immediately
    : by automatically drafting compliance updates based on the latest regulatory guidelines
  • Get back to the business faster
    : by understanding the regulatory context behind a specific situation that may not be covered in existing policies

Backed by Greylock and OnDean Forward (Andrew Sieja, the founder of Relativity).

Sales Director Overview

You are responsible for driving net-new enterprise logos through direct selling relationships, as well as co‑selling with partners when appropriate. You will become an expert in the regulated industries where legal, compliance and regulatory workflows area requirement.
Build pipeline based around our prioritized accounts and move clients through the funnel. You will be assigned named accounts and expected to build strong relationships at a true executive level to drive the strategy in target organizations. Your ability to navigate and build relationships in these departments will be crucial: legal, compliance, regulatory controls, and IT/information security teams. You will be expected to actively understand each company’s business, technology footprint and AI priorities.

Have an excellent understanding of Compliance and how Responsiv fits in. You are an expert on the industry and our product. Learn and understand the value proposition that Responsiv offers and help corporations translate that value in their legal and compliance programs. Using that knowledge, you will need to know how our platform competes in the market and differentiates us from our direct competitors, as well as our indirect competitors.

Manage the sales process driving opportunities to a close. You have a deep network in Insurance. You will manage a lead to an opportunity and can own each step of the selling process, especially in intricate, detail‑oriented phases such as robust RFPs and proof‑of‑concepts (POCs). You have the awareness and keen ability to draw your opportunities to a close through situational selling that will shape your prospects’ mindset towards Responsiv.

Know how to sell our vision and roadmap. Responsiv is a strong platform that has enabled us to have an incredibly strong offering out of the gate. We also have a compelling vision and roadmap to execute on that vision. Our customers are buying into that future as much as the current product, so you have a clear understanding of how we are going to continue to create value in our market.

Operate well in a fast‑paced environment. Build competence in our industry and product. You will have high expectations for our team and of yourself as we expect to get work done with quality and speed. You will own the SLAs to respond quickly to prospect and customer questions, as well as internal colleagues. Your ability to adapt, shift and change quickly as the environment changes will give…

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