Are you an experienced attorney looking to elevate your career within an industry-leading financial and benefits infrastructure? Inspira Financial is officially expanding its legal leadership ecosystem and seeking a visionary legal expert to step into a pivotal role. This is your chance to leverage your specialized transactional acumen to protect corporate interests while directly driving enterprise growth.
Job Overview
- Company: Inspira Financial Trust, LLC
- Role: Assistant General Counsel, Technology Transactions & Product
- Location: Oak Brook, IL (Remote eligible across select US states)
- Compensation: $160,000 – $215,000 per year + incentive bonuses
- Focus Area: Technology transactions, SaaS, privacy, and consumer-directed benefits
Primary Responsibilities
- Structure, draft, and negotiate high-value technology transactions including SaaS, API integrations, software procurement, and complex data protection agreements.
- Provide comprehensive legal counsel to cross-functional business clients regarding contractual and regulatory risks surrounding brand-new customer offerings.
- Navigate regulatory compliance parameters including HIPAA, ERISA, IRS/DOL regulations, state and federal healthcare frameworks, and data security updates.
- Foster proactive internal relationships across all enterprise business units to manage corporate risk allocation effectively while meeting high-level business objectives.
Eligibility Criteria
To excel in this role, candidates must possess a Juris Doctorate Degree from an accredited law school and maintain active, good-standing bar admission. The position mandates 6 to 10 years of robust experience specializing in commercial transactions, with a demonstrable track record handling high-velocity SaaS agreements and strategic technology alliances.
Preferred candidates will bring a deep working knowledge of the financial services or consumer-directed benefits industries, particularly regarding Health Savings Accounts (HSAs) and specialized corporate benefit solutions. Exceptional communicative poise, strong case management mastery, and the distinct agility to pivot seamlessly between diverse substantive areas of law are critical for success in this fast-paced framework.
At its core, the organizational environment thrives on absolute integrity, high collaboration, and an unwavering commitment to professional excellence. Selected individuals will enjoy a highly supportive team culture focused on long-term retirement security and health empowerment solutions, occasionally participating in minor professional travel under 10%.
Why Choose Inspira Financial
Choosing to develop your career at Inspira Financial means aligning your professional talents with a deeply purposeful mission centered on strengthening the health and wealth journeys of over 7 million clients nationwide. The organization provides an incredibly secure, industry-leading compensation package designed to reward your strategic impact. Employees gain access to top-tier healthcare coverage, a comprehensive 401(k) savings framework, robust paid time off, company holidays, structured parental leave, and dedicated employee assistance initiatives.
The culture at Inspira is distinctly marked by shared core values: Leading with Heart, Cultivating Trust, Aiming Higher, and Winning Together. This supportive professional environment has earned celebrated recognition on prestigious regional and national lists, including securing a place on the Crain’s Fast 50, the Inc. 5000, and Built In’s Best Places to Work.
If you are energized by meaningful corporate assignments and are eager to work alongside elite legal professionals who turn collective organizational effort into life-changing consumer outcomes, this executive opportunity is tailored for you. Your transactional expertise will help build a better future for millions of individuals saving for retirement and wellness. Review the key structural details below and submit your formal qualifications to the recruiting department today.
Quick Summary Table
| Attribute | Details |
| Company | Inspira Financial Trust, LLC |
| Salary | $160,000 – $215,000 / year + Incentive Options |
| Key Requirement | J.D. Degree + 6–10 Years Tech/SaaS Transactional Experience |
| Location | Remote (US-Based) / Headquartered in Oak Brook, IL |
| Application Link | Apply on Company Site |
Explore More Opportunities
- Browse Remote Corporate Legal Counsel Roles
- Explore Senior Technology Transaction Attorney Openings
- View Compliance & Executive Legal Positions
Take the definitive next step in your professional journey by submitting your comprehensive legal portfolio and professional background. Inspira Financial is eager to review competitive applications from transformative legal leaders who are ready to elevate standard corporate paradigms and win together.
