Benefits Sales Associate - Hybrid, Revenue Share

Henderson Brothers, Inc; Pittsburgh (Allegheny County); Hybrid; USD 60,000 - 95,000; Full time

Job summary

Henderson Brothers in Pittsburgh is seeking a Sales Associate to originate new-logo opportunities for our Employee Benefits practice. You will learn consultative selling from experienced teammates and develop prospecting, relationship management and communication skills to succeed in a growth-oriented, long-term career.

This developmental role guides you toward Sales Consultant / Producer within 2–3 years, with hybrid work in downtown Pittsburgh and local travel as needed.

Qualifications

• Bachelor’s Degree preferred.
• 2+ years of health insurance or related industry experience required.
• Pennsylvania Life, Accident & Health License preferred.
• B2B sales experience in a complex decision-making environment preferred.
• Exposure to Salesforce.com or another CRM system preferred.
• Excellent verbal and written communications skills.
• Ability to multitask, prioritize, and manage time effectively.
• Hybrid work: 3 days a week in the field or working from our downtown Pittsburgh office.
• Local travel may be required.

Responsibilities

• Proactively source and schedule new‑business meetings through a disciplined, multi‑touch prospecting approach.
• Identify target organizations, buying windows, decision‑makers, and influencers (CFOs, HR leaders, executive teams).
• Maintain segmented prospect lists by industry, size, renewal timing, and competitive landscape.
• Partner with internal marketing and sales resources to execute targeted outreach and campaign follow‑up.
• Drive attendance to seminars, events, and thought‑leadership initiatives.
• Track all activity accurately in Salesforce to create visibility, accountability, and momentum.
• Develop a working knowledge of employee benefits strategy, market dynamics, and carrier solutions.
• Understand Henderson Brothers’ value proposition, differentiators, and consultative sales approach.
• Attend industry events, workshops, and training sessions to continuously elevate your expertise.
• Drive for Results: Can be counted on to meet or exceed goals, consistently a top performer who can self-motivate but can also motivate others.
• Effective Communication: Can clearly articulate oneself in a professional manner with the ability to read the audience and adapt.
• Perseverance: Pursues everything with energy, drive, and the need to finish.
• Networked: Thrives when interacting with others to exchange information and develop professional contacts.
• Integrity: Conducts business with the utmost moral decency.

Skills

Excellent communication

Education

Bachelor’s Degree - preferred

Tools

Salesforce.com

Job description

Henderson Brothers in Pittsburgh is seeking a Sales Associate to originate new-logo opportunities for our Employee Benefits practice. You will learn consultative selling from experienced teammates and develop prospecting, relationship management and communication skills to succeed in a growth-oriented, long-term career.

This developmental role guides you toward Sales Consultant / Producer within 2–3 years, with hybrid work in downtown Pittsburgh and local travel as needed.