Regional Vice President

Who We Want:

As a Regional Vice President of Sales (RVP), you’ll be a key force driving our mission forward. Reporting to our SVP, Sales, you’ll focus on developing strong relationships with insurance brokers and benefits consultants, serving as a trusted advisor to deliver solutions that reduce risk, maximize cost efficiency, and give small and midsize businesses the options typically reserved for larger firms.

This role is based within the Chicago territory with frequent local travel, putting you face-to-face with the decision-makers, partners, and brokers who are ready to transform how they approach employee healthcare.

What You’ll Do:

Build Trusted Partnerships: 
You’ll spend your day fostering relationships with key broker partners, educating them on Pareto’s self-insurance model and helping them identify employers who can benefit from a better way to manage their health benefits. You are the bridge between their challenges and our solutions.

Create Impactful Solutions: 
Dive deep into prospective employers’ needs, providing clarity on how Pareto’s innovative cost-control programs reduce risk and drive significant savings. You’re not just selling; you’re transforming how companies care for their employees.

Strategic Planning & Execution: 
You’ll create and execute a regional sales plan, leveraging your knowledge of the market to drive results. Whether it’s meeting one-on-one with brokers, presenting to groups, or collaborating with internal teams, you thrive in a fast-paced, high-stakes environment.

Collaborate Across Teams: 
You’ll work across the organization, closely with Pareto’s account management, underwriting, and marketing teams to deliver tailored solutions, ensuring our stakeholders see the full value of what Pareto offers.

Drive Change:
Every day, you’ll help small and midsize businesses access options once reserved for large firms—offering a path to sustainable, affordable healthcare. You’ll see firsthand how your work drives meaningful results for companies and their employees.

What You Bring:

• 5+ years of experience as a consistent top seller of self-insurance, self-funded benefits, stop-loss insurance, alternative funding or related markets.
• Proven ability to build strong, trust-based relationships with insurance brokers and employee benefits consultants.
• Exceptional presentation, negotiation, and communication skills. You know how to command a room and inspire action.
• Strong familiarity with Salesforce or other CRM tools to track progress and drive results.
• A self-starter mindset with a strong desire and a track record of winning and exceeding sales targets.
• Ability to quickly translate data sets into clear insights that drive decisions and strong results
• Strong broker network and consultative selling skills
• Strong business development and relationship management skills
• Bachelor’s degree in business, finance or related field.
• Must be able to travel at least 50% within territory and some limited travel domestically for Pareto events

What We Offer:

• Competitive base + incentive pay package
• 100% employer paid medical, dental, vision disability and life insurance benefits
• Flexible PTO
• Generous company 401(K) contribution
• Fitness reimbursement
• Tuition reimbursement
• Professional development stipend
• $1,000 per year donation matches to qualified agencies
• Being part of a fast growing, mission centered team
• An opportunity to be on the right side of the fight advancing the insurance industry!

Who Thrives Here:

RVPs who excel at Pareto see this role as a defining chapter of their career. They are leaders with the vision to help fix a broken healthcare system with the skills to build partnerships that matter at the highest level. Mission-driven with the fire in the belly, relentless in their pursuit of growth and impact. For those ready to lead boldly and leave a mark, join us on the right side of the fight!