Modern navy velvet chair with open books and ocean-inspired artwork in a home office setting, symbolizing calm, career inspiration, and work-from-anywhere freedom.

Launch a Career with Purpose—and Freedom

We’re more than just a life insurance agency—we’re a people-first organization built on trust, heart, and opportunity.

At O'Brien Life Agency, we're helping people across the country take control of their future. Whether you're ready for a fresh start, a career change, or a chance to earn more while making a difference, you’re in the right place.

You don’t need years of experience or a fancy resume. What you do need is a willingness to learn, a heart to serve, and a drive to grow. We’ll provide the rest—with expert training, hands-on mentorship, and a system that actually works.

What You Can Expect as a
New Agent at O’Brien Life Agency:

✓ Flexible, Remote Work
Build your business from anywhere, on a schedule that works for your life.

✓ Unlimited Income Potential
Your effort drives your income—no caps, no limits.

✓ Comprehensive Training
Learn step-by-step from people who’ve done it, with systems that set you up for success.

✓ One-on-One Mentorship
You're never alone—get support, feedback, and encouragement from experienced leaders.

✓ Proven Systems & Tools
We provide the playbook. You follow the steps and focus on helping others.

✓ No Industry Experience Needed
If you’re coachable, driven, and ready to learn—we’ll take care of the rest.

✓ Community & Culture
Join a values-driven team that celebrates wins, supports each other, and grows together.

✓ Clear Career Path
Whether you want to stay solo or grow a team, we help you map out what’s next.

✓ Personal Development
Build confidence, leadership skills, and the mindset to thrive—in business and in life.

✓ Make an Impact
Every conversation you have could change a family’s future. Your work matters.

How to Get Started as an Agent

We make it simple to launch a new career—with support every step of the way.

Step 1:
Book a Discovery Call with Jenny

Let’s connect! This no-pressure call is all about getting to know each other. Jenny will walk you through what O’Brien Life Agency is all about, answer your questions, and help you decide if this is the right path for you. We want you to feel confident and excited before you take the leap.

Step 2:
Sign Up and Study for Your License

Once you're ready, we’ll help you register for your pre-licensing course, customized to your state. You’ll learn the essentials of life insurance—no need to stress, we break it down in simple steps. And yes, we’ll cheer you on the whole way.

Step 3:
Get Licensed and Join the Team

After you pass your state exam and get licensed, it's time to officially apply and onboard with O’Brien Life Agency. You’ll receive access to our training, systems, and ongoing mentorship—everything you need to grow a thriving business from day one.

  • “Great support, training, and mentorship!”

    I have been in the industry for several years and decided to make a move. I found the O’Brien Life Agency and Jenny and I were a perfect match. Great support, training, and mentorship. I could not ask for a better fit to build a future in the life insurance field.

    -John T.

  • “She’s my go-to whenever I need support.”

    Jenny O’Brien brings wisdom, professionalism, and sharp business insight to everything she does. She has a deep understanding of life insurance and what it takes to succeed as a producer. She’s built a strong, thriving agency—and she’s my go-to whenever I need support.

    — Michele B.

  • "This is a fantastic agency to work with!"

    I work with Jenny at O’Brien Life Agency. Her care, dedication, mentorship and professionalism are outstanding, refreshing and greatly appreciated.

    - Elizabeth G.

Jenny O’Brien smiling while working on a laptop with coffee nearby—representing remote work flexibility and leadership within the life insurance industry.

Ready to Build a Career That Works for You?

If you're ready to take control of your future—and you're looking for more freedom, more purpose, and real support—let’s take the first step together.

Your journey starts now.