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Job DetailsJob Location: Pittsburgh, PA 15238Position Type: Part TimeSalary Range: $15.00 Base+Commission/monthTravel Percentage: NoneJob Shift: AnyJob Category: SalesBe Bold. Be Kind. Be You. Join our dynamic team at Mo…
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$80k–$95k/yr
Full-time
bachelor degree
Posted 45d ago
~40 hrs/week
Responsibilities
The Sales Associate is responsible for originating new-logo opportunities for the Employee Benefits practice through disciplined prospecting and targeted outreach. They will partner with internal resources to execute campaigns, manage prospect lists, and develop deep expertise in benefits strategy and consultative sales.
Requirements
Candidates must have at least 2 years of health insurance or related industry experience and strong B2B sales skills. A Bachelor's degree and a Pennsylvania Life, Accident & Health License are preferred.
Full job description
Position Details
Job Title: Sales Associate
Department: Employee Benefits
Division: Strategic Accounts
Reports To: Employee Benefits Sales Leader
Contract: Yes
FLSA status: Exempt
Pay Grade: $60k base salary plus activity driven incentives and 5% revenue share on booked new business.
Compensation at Plan: $80-95k
Position Description
At Henderson Brothers, we develop great sellers the right way - through mentorship, training and an unwavering commitment to your success.
As a Sales Associate, you will be responsible for originating new‑logo opportunities for our Employee Benefits practice. You will work alongside experienced Sales Consultants, Producers and Benefits Experts, learning how complex benefits decisions are made while developing the prospecting, business acumen, relationship management and communication skills required to succeed at the highest level of consultative selling.
This is not purely a prospecting role. This is a career‑building opportunity for someone who is intellectually curious, highly accountable, competitive, driven to constantly improve and motivated by long‑term growth rather than short‑term comfort.
This is a deliberately developmental role. Successful Sales Associates typically progress into a Sales Consultant / Producer role within 2–3 years, fully equipped to manage relationships, lead sales processes, and advise executive‑level buyers.
The Employee Benefits Sales Associate role is the foundation of our organic talent pipeline and the proving ground for the next generation of Sales Consultants and Producers at Henderson Brothers.
What You’ll Do
Build the Front End of the Sales Engine
Proactively source and schedule new‑business meetings through a disciplined, multi‑touch prospecting approach
Maintain segmented prospect lists by industry, size, renewal timing, and competitive landscape
Execute with Precision
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
Learn the Business—Deeply
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
Build a Long‑Term Network
Establish professional relationships that become a durable source of referrals and opportunity over time
Represent Henderson Brothers with professionalism, credibility, and authenticity in the marketplace
Position-specific Competencies
Drive for Results: Can be counted on to meet or exceed goals, successfully. 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. Possesses the intuition on what information to communicate, feedback to provide, and the right manner of delivery. Practices active listening with patience and can restate opinions accurately, as needed.
Perseverance: Pursues everything with energy, drive, and the need to finish. Seldom gives up, even in the face of resistance or setbacks.
Networked: Thrives when interacting with others to exchange information and develop professional or social contacts.
HBI Competencies
Integrity: Conducts business with the utmost moral decency. A trusted advisor who displays the highest standard of ethics.
Heroic Service: White glove approach to client service and satisfaction. Can anticipate needs, and consistently exceeds expectations.
Teamwork: Works well with others towards a shared goal. Actively participates, shares responsibilities and rewards, and contributes to the effectiveness of the group.
Kindness: Shows concern and consideration for others. Is generous with time, talent, and overall possess a willingness to help.
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.
Work Environment
Hybrid work: 3 days a week in the field or working from our downtown Pittsburgh office
Local travel maybe be required.
While performing the responsibilities of the job, these work environment characteristics are representative of the environment the job holder will encounter. Reasonable accommodations may be made to enable people with disabilities to perform the essential functions of the job.
EEO Statement
Henderson Brothers supports workplace diversity and does not discriminate on the basis of race, color, religion, gender identity or expression, national origin, age, military service eligibility, veteran status, sexual orientation, marital status, physical or mental disability, or any other protected class.
How many Sales jobs are open in Pittsburgh, PA right now?
There are currently 1,060 open sales positions in Pittsburgh, PA listed on Clera. New openings are added daily as companies post roles.
Which companies are hiring for Sales roles in Pittsburgh, PA?
Companies currently hiring include PNC, Symmetry Financial Group, Macy's, Ulta Beauty, Nordstrom, among others. Browse the listings above to see every active employer.
Are there remote or hybrid Sales jobs in Pittsburgh, PA?
Yes — 264 of the 1060 open sales positions offer remote or hybrid work (155 remote, 109 hybrid).
How do I apply for Sales jobs in Pittsburgh, PA?
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.