--- title: 'Sales Director (Insurance and Health Insurance) at Responsiv' canonical: 'https://feeny.ai/job/sales-director-insurance-and-health-insurance-responsiv-chicago-0rnq5dsh8p7h' type: 'job' last_seen: '2026-09-19' --- # Sales Director (Insurance and Health Insurance) at Responsiv - **Company:** Responsiv - **Location:** Chicago, IL - **Employment:** full-time - **Work type:** onsite - **Posted:** 2026-09-18 - **Last confirmed live:** 2026-09-19 - **Apply:** https://jobs.gem.com/responsiv/am9icG9zdDpDM3DYyKuEYmFe-tub6GDa ## Job description Responsiv Overview Responsiv is a regulatory change management platform that tells you when your regulatory posture is out of date.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 are a 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 you an edge in your selling position as we are learning frequently and inserting improvements into our business and processes. ## Qualifications - Minimum 5 years of quota-carrying experience in new business development for an enterprise software organization - Minimum 5 years in complex selling environment requiring multi-level, multi-threaded relationships, ideally in Insurance, Health, Financial Services and other regulated industries - Demonstrated, referenceable success in past positions where closing multiple large transactions ($100k+ per year) and owning lengthy sales campaigns in a fast-paced, consultative and competitive market - Record of success in generating net new business with consistent overachievement of annual sales goals in logos and ARR At Responsiv, our core values are not just words on a page; they are the guiding principles that shape our culture, define our actions, and propel us towards our vision. - Advocate like you're right. Listen like you're wrong. We communicate ideas with both passion and humility. We are all responsible for innovation and believe that ideas can come from anyone. - Practice extreme ownership: With ownership comes accountability. Deliver on your commitments and take individual responsibility for the team’s successes and failures. - Measure success: Having clarity on what success looks like is critical to its achievement. Make sure the measurements are meaningful. · - Make an impact: Iterate quickly. Speed over Perfection. Results over Activity. - Do more with less: We value efficiency and resourcefulness. Quality is not dictated by the quantity of resources, but how effectively they are used. - Celebrate the wins. Acknowledge the losses. Both are important signals to help us steer the ship. Give meaning to the hard work by recognizing the moments, milestones, stories and people in our joint success. ## About Responsiv ## Company Overview - **One-liner**: Responsiv translates global laws and rules into required actions, updates policies, and tracks execution to completion — all in one platform. - **Entity Type**: Private (Seed stage, $3M total funding) - **Headquarters**: Chicago, Illinois, United States - **Founded**: 2023 - **Founders**: Jordan Domash (Co-Founder and CEO), Nikita Solilov (Co-Founder, CTO) ## Core Business - **Primary Industry**: Regulatory Technology (RegTech) / Compliance Software - **Target Customers**: Highly regulated industries including Financial Services (banks, broker-dealers, asset managers), Health Insurance & P&C carriers, and digital platforms needing minors' safety, content moderation, and privacy compliance. - **Mission/Purpose**: Turn regulatory change into defensible action. ## Products & Services - **Responsiv Platform**: SaaS platform that continuously monitors laws, rules, and regulations; shreds legal text into actionable requirements; maps requirements to existing policies and controls; identifies gaps; and assigns, tracks, and documents implementation. Includes: - **Route Alerts Thoughtfully**: Targeted alerts by business unit, topic, or jurisdiction. - **Assess Impact**: Automated extraction of clear requirements from regulatory text. - **Resolve Gaps with Confidence**: Automatic gap analysis against existing policies and controls. - **Implement and Track**: End-to-end workflow for assignments, prioritization, and progress tracking. - **Tailored AI for Compliance**: Industry-specific, auditable, and reviewable AI models. - **Full Data Privacy**: Customer data never used for training AI. - **De-identification for Security**: Option to remove sensitive data for analysis. ## Market Standing - **Valuation/Market Cap**: Not publicly available - **Key Metric**: Annual Revenue $1.3M (as of latest data); Total Funding $3M (Seed round led by Greylock, November 2023) - **Notable Investors/Partners**: Led by Greylock (4 investors total) - **Growth Signals**: Headcount grew 57.1% YoY (from 6 to 10 employees); LinkedIn followers increased 18.3% over the year. Trusted by organizations in financial services, insurance, and digital platforms. ## Competitive Advantages - **Tailored AI for Compliance**: Models are precise, reviewable, and audited, designed specifically for regulated industries — not generic LLMs. - **Full Data Privacy**: Customer data is never used to train AI, ensuring confidentiality. - **De-identification Security**: Option to strip sensitive data while maintaining analysis capability. - **End-to-End Workflow**: From rule monitoring to gap analysis to implementation tracking, all in one platform. - **Audit-Ready Reporting**: Complete, timestamped record of every compliance decision. ## Strategic Focus - Deepen penetration in financial services, health insurance, and P&C insurance verticals. - Expand to cover minors' online safety, content moderation, and global privacy/AI regulations. - Maintain a lean, high-growth team while scaling the platform’s capabilities. ## Why Work Here - **Culture**: “Thoughtful, driven team that cares about doing meaningful work” — solving real problems for regulated industries. - **Work Model**: Hybrid (Chicago HQ) – team based in Chicago typically works from office 2–3 days per week. Remote option available for roles outside Chicago (e.g., Strategic Implementation Lead can be remote). - **Perks & Engineering**: Emphasis on quality, speed, and recognizing milestones. Small team (10 people) with a 57% growth rate, offering early-stage impact. - **Current Openings**: Full Stack Engineer (Chicago, in-office/hybrid), Strategic Implementation Lead (Chicago, remote), Sales Director (Chicago, hybrid/remote), Sales Director – Financial Services (Chicago, hybrid/remote). ## Sources 1. [responsiv.ai](https://responsiv.ai/) 2. [linkedin.com/company/responsiv-ai](https://linkedin.com/company/responsiv-ai) 3. [builtin.com/company/responsiv](https://builtin.com/company/responsiv) 4. [jobs.gem.com/responsiv](https://jobs.gem.com/responsiv) ## Other roles at Responsiv - [Strategic Implementation Lead](https://feeny.ai/job/strategic-implementation-lead-responsiv-chicago-wf8nedqkaa06) — Chicago, IL - [Regulatory Data Associate (Legal Engineer)](https://feeny.ai/job/regulatory-data-associate-legal-engineer-responsiv-chicago-0tapqq20sf2r) — Chicago, IL - [AI Engineer](https://feeny.ai/job/ai-engineer-responsiv-chicago-pxtap25p89b3) — Chicago, IL - [Full Stack Engineer](https://feeny.ai/job/full-stack-engineer-responsiv-chicago-dws9bc7y3pkz) — Chicago, IL