Remote Work Insurance Jobs in Chicago, IL (NOW HIRING)

Licensed Life Insurance Agent

100% Remote | Uncapped Commissions

● Location: Remote (Work from anywhere)

● Compensation: 1099 Independent Contractor — Commission Only, Uncapped

● Job Type: Independent Contractor (1099)

Taubman Financial Management is looking for licensed life insurance agents who are ready to stop doing administrative busy work and start doing what they do best: selling and advising. This is a 1099 independent contractor, commission-only opportunity — we've built a fully automated back-office system that handles the paperwork, lead delivery, policy processing, and follow-up logistics — so you can spend your time in front of clients, not buried in admin tasks.

Whether you want to run as a solo producer or build and lead your own team, the path is yours to choose.

If you're a self-motivated agent who wants uncapped earning potential, a flexible remote schedule, and the infrastructure to dynamically scale your book of business, this is built for you.

Taubman Financial Management was built on a simple belief: agents perform best when they're empowered to sell, not slowed down by systems that weren't designed for them. We've invested heavily in automation and infrastructure most agencies don't offer, giving our team a real competitive edge in the field — faster lead flow, less friction, and more time in front of clients.

Our leadership team is hands-on and invested in agent success, offering mentorship and support drawn from years of production experience in the life insurance industry. We've built a culture around performance, integrity, and long-term growth — for our clients and for our agents. When you join Taubman Financial Management, you're joining an organization that's genuinely invested in helping you build a sustainable, scalable career, not just fill a seat.

● Consult with clients to assess their life insurance and financial protection needs

● Present and sell life insurance products tailored to each client's situation

● Build long-term client relationships through honest, needs-based advising

● Work leads delivered through our automated system — no cold prospecting required

● Close business remotely via phone, video, or digital application tools

● Grow as a solo producer, or recruit and build your own team — the choice is yours

● Fully automated system – lead generation, appointment setting, e-applications, and policy tracking are handled for you

● 100% remote – work from anywhere, on a schedule that works for you

● Uncapped commissions – as a 1099 contractor, your income is determined entirely by your production — no ceiling

● Flexible growth path – build as a solo producer or lead your own team, whichever fits your goals

● Ongoing training and support – product training, sales scripts, and mentorship from top producers

● No admin burden – we've eliminated the busywork so you can focus on selling and consulting

Want to grow beyond individual production? Taubman Financial Management gives you a real path to build and lead your own team:

● Override commissions – earn on the production of agents you recruit and develop

● Formal leadership tracks – advance through defined titles and levels as your team grows

● Recruiting incentives – earn bonuses for bringing on new licensed agents

● Ongoing leadership support – guidance and mentorship as you transition from producer to team builder

Solo production or team leadership — both paths offer uncapped upside, and you decide which one (or both) fits your goals.

● Active life insurance license (required)

● Strong communication and consultative sales skills

● Self-driven, coachable, and comfortable working independently as a 1099 contractor

● Comfortable with commission-only, performance-based income

● Interest in either individual production or team building/leadership

● Prior experience in life insurance, financial services, or a related sales role preferred

● Reliable internet connection and a quiet space for client calls

We believe agents should be salespeople and consultants — not paperwork processors. Our automated infrastructure removes the friction so you can focus on relationships, conversations, and closing business — whether you're building your own book solo or growing a team under you — with unlimited commission potential and full control as an independent contractor.

Ready to take control of your income and your schedule?

Apply today to join Taubman Financial Management as a licensed life insurance producer.