Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 100 days ago

Employee Benefits Sales Associate

Henderson Brothers7 open roles

Pay
$60,000 a year
Where
Pittsburgh Office
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowEmployee Benefits Sales AssociateHenderson Brothers · Pittsburgh Office

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Henderson Brothers's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

13.5% of postings close within 7 days. Measured by our own scanner across the market.

Share of postings closed within
  1. 2.3%1 day
  2. 4.6%3 days
  3. 13.5%7 days
  4. 21.8%14 days
  5. 36.6%30 days
  6. 58.9%60 days
This job: posted 100 days ago

The posting

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
  • 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

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.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Henderson Brothers's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Henderson Brothers's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Henderson Brothers's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.