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Remote Cobra Jobs in Colorado (NOW HIRING)

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Remote Cobra information

What is a remote COBRA job?

Remote COBRA jobs involve managing tasks related to COBRA (Consolidated Omnibus Budget Reconciliation Act) health benefits administration from a remote location. Professionals in these roles help employers and employees navigate COBRA regulations, process enrollments, manage compliance, and handle communications. These positions typically require knowledge of federal benefits regulations, attention to detail, and strong communication skills. Working remotely, employees may use specialized software to administer benefits and ensure timely notifications and payments.

What skills and qualifications are needed to thrive as a COBRA administrator?

To thrive as a COBRA Administrator, you need a thorough understanding of COBRA regulations, employee benefits administration, and compliance requirements, often supported by relevant experience or HR certifications. Familiarity with benefits administration software, HRIS systems, and compliance tracking tools is typically required. Strong attention to detail, excellent communication, and problem-solving skills help navigate complex regulations and ensure accurate, timely notifications. These skills are crucial for maintaining legal compliance and providing effective support to both employers and employees.

What are common challenges faced by professionals working in remote COBRA administration roles?

In remote COBRA administration positions, professionals often navigate challenges such as staying up to date with frequently changing federal regulations and ensuring timely communication with former employees regarding their benefits. Managing sensitive personal data securely from a remote environment requires strict adherence to privacy protocols. Additionally, collaboration with HR, payroll, and insurance teams can be more complex when working remotely, making clear communication and effective use of digital tools essential for success.

What is the difference between Remote Cobra vs Remote Paralegal?

AspectRemote CobraRemote Paralegal
Required CredentialsCertification in COBRA administration, HR or benefits managementParalegal certification or associate degree in legal studies
Work EnvironmentHR departments, benefits administration teamsLaw firms, legal departments, corporate legal teams
Industry UsageHuman resources, employee benefitsLegal services, law firms
Common Search/ComparisonYesNo

Remote Cobra professionals primarily handle COBRA benefits administration within HR or benefits teams, requiring specific certifications. Remote Paralegals support legal tasks in law firms or legal departments, often with legal certifications. While both roles can be remote, they serve different industries and require distinct credentials, making them unique career paths.

What are the most commonly searched types of Cobra jobs in Colorado?

The most popular types of Cobra jobs in Colorado are:

What job categories do people searching Remote Cobra jobs in Colorado look for?

The top searched job categories for Remote Cobra jobs in Colorado are:

What cities in Colorado are hiring for Remote Cobra jobs?

Cities in Colorado with the most Remote Cobra job openings:

Remote Cobra jobs near you
Infographic showing various Remote Cobra job openings in Colorado as of August 2026, with employment types broken down into 88% Full Time, 7% Part Time, and 5% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution.

Lead Software Engineer

Littleton, CO • On-site, Remote

Rocky Mountain Reserve
Finance and Insurance • 11 - 50 employees
Learn more about Rocky Mountain Reserveexternal

$175K - $225K/yr

Full-time

Medical, Retirement, PTO

Posted 29 days ago

Job description

Lead Software Engineer
Rocky Mountain Reserve | Remote | Full-Time
About Rocky Mountain Reserve
Rocky Mountain Reserve is a benefits administration company specializing in HSAs, FSAs, HRAs, and other consumer-directed benefit accounts. We help employers and employees get the most out of their benefits through great service and great technology. We're investing heavily in our engineering capabilities and are looking for a technical leader to help us build faster and smarter.
About the Role
We're looking for a Lead Software Engineer who represents the best of both worlds: someone who has fully embraced AI-assisted development tools (Claude Code, Cursor, Copilot, and similar) to ship software at a pace that wasn't possible a few years ago - and someone with the engineering depth to know exactly where those tools fall short.
You know the difference between moving fast and "vibe coding." You understand that AI-generated code still needs architecture, testing, security review, and thoughtful design - especially in a regulated industry handling sensitive health and financial data. And you're excited to teach others how to work this way.
This is a hands-on leadership role. You'll write code, set technical direction, and mentor our existing development team as they adopt AI-assisted workflows.
What You'll Do
  • Design, build, and ship features across our benefits administration platform using modern, AI-accelerated development workflows
  • Establish best practices for AI-assisted development: when to lean on the tools, when to slow down, and how to review and validate generated code
  • Mentor and upskill our existing engineering team in using tools like Claude Code effectively and responsibly
  • Own architectural decisions and ensure our systems remain maintainable, secure, and scalable as development velocity increases
  • Champion engineering rigor - testing, code review, documentation, and observability - in an AI-augmented workflow
  • Help ensure our systems and processes meet HIPAA and SOC 2 requirements, working alongside our compliance team
  • Contribute to hiring and team growth as we scale
What We're Looking For
Required:
  • 7+ years of professional software engineering experience, with at least 2 years in a lead or senior role
  • Demonstrated, hands-on fluency with AI coding tools (Claude Code, Cursor, Copilot, or similar) in real production work - not just experimentation
  • Strong software engineering fundamentals: system design, testing strategy, code review, and debugging skills that let you catch what AI tools miss
  • Experience mentoring engineers and raising the technical bar of a team
  • Experience building and operating production systems that handle sensitive data

Strongly Preferred:
  • Experience in benefits, payroll, fintech, or HR tech - companies like Rippling, Gusto, Justworks, Lively, HealthEquity, or similar
  • Working knowledge of HIPAA compliance and SOC 2 audit processes from an engineering perspective
  • Experience integrating with financial systems (banking rails, custodial accounts, payment processing)
  • Familiarity with the consumer-directed benefits space (HSA/FSA/HRA/COBRA administration)
What Success Looks Like
  • Within 3 months: You're shipping meaningful features and have assessed our team's current workflows and tooling
  • Within 6 months: The team has adopted AI-assisted development practices you've established, with measurable improvements in velocity - without sacrificing quality or compliance posture
  • Within 12 months: You've built a development culture that moves fast, ships confidently, and serves as a model for how a regulated-industry engineering team can leverage AI
Compensation & Benefits
  • Competitive Total Salary & Bonus Compensation: $175,000 - $225,000
  • Performance Bonus Eligible based on company and individual performance. RMR is a privately held company with no debt or outside investors. We don't offer equity because we aren't looking for the boom and bust of the VC world nor are we interested in going public or taking PE money. We are a profitable, stable company and rather than lottery ticket RSUs we pay fair base salaries with generous performance bonuses so that when the company makes money so do you.
  • Guaranteed Remote: RMR is a remote first company. Our team is spread across the country so you can live where you want provided it's a US state we can employ you in.
  • Comprehensive health benefits
  • FSA & HSA Accounts
  • 401(k) with employer match
  • Generous PTO that increases with tenure

Rocky Mountain Reserve is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

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