Braun Board

Vice President of Sales (PBM / Pharmacy Benefits)

Dane Street, LLC · Remote · US

Base
Not disclosed
OTE
Not disclosed
Posted
3mo ago

Still open · checked 2h agoon Dane Street, LLC's careers page

The job

What you'd do
Lead net-new PBM sales to Top 20 PBMs, health plans, consultants, and employers, winning accounts from legacy competitors through pricing and financial model negotiation. Heavy prospecting expected.
Who you'd sell to
Still reading the posting. Check back within the hour.
Where deals come from
Mostly you. Expect a lot of outbound: cold calls, emails and LinkedIn.

The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
No pay listed at all.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Time on market
Open 96 days. Ask why it's been hard to fill.
Company hiring
5 sales roles open, hiring at a steady pace.

Red lights

None spotted.

Yellow lights

  • Open 90+ days. This role has been posted for three months or more. Ask why it's been hard to fill, and whether anyone left it.

Green lights

None spotted.

Based only on what the posting says. Lights are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    This role has been open a while. What's made it hard to fill?

    The answer tells you what candidates saw that made them walk.

  2. 2.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  3. 3.

    What are the base and the OTE for this role?

    No point investing hours before you know the number.

  4. 4.

    What's the annual quota, and how was it set?

    A quota built from real data is a target. Otherwise it's a hope.

  5. 5.

    What share of last year's closed deals did reps source themselves?

    Shows how much pipeline you'll have to build on your own.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

› When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

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Full posting
JOB SUMMARY We are seeking a Vice President of Sales to lead our growth strategy, drive net-new business, and disrupt the traditional PBM landscape. In this role, you won't just manage a pipeline—you will actively hunt, negotiate, and close high-stakes deals with consultants, brokers, employers, and health plans while further building on our existing sales/account management teams. If you are a strategic closer with a deep book of business and a passion for winning, we want you on our team. Dane Street’s success relies on individual and team contributions every day. We care for our customers, each other, and Dane Street. It is the responsibility for all of us to maintain a positive working environment that promotes client satisfaction and results. MAJOR DUTIES & RESPONSIBILITIES - Drive Aggressive Revenue Growth: Own and execute the PBM sales strategy to consistently meet and exceed annual growth targets. - Capture Market Share: Actively target and win over accounts from legacy PBM competitors by effectively positioning our unique value proposition, transparency, and cost-savings models. - Cultivate High-Value Relationships: Leverage and expand your existing network of PBM/health plan executives and consultants to generate a robust pipeline. - Lead Complex Deal Cycles: Command the end-to-end sales process for Top 20 PBMS, mid-market and enterprise accounts, from initial prospecting and finalist presentations to complex contract negotiations and closures. - Collaborate Across Teams: Partner closely with Underwriting, Actuarial, and Legal teams to price competitively and structure winning, customized financial models (spread vs. pass-through, rebate structures, etc.). Other duties & special projects, as assigned and based on business needs. What Makes You Successful in This Role - To thrive as our VP of Sales, you aren't just looking for a comfortable executive seat—you are a fierce competitor who loves the thrill of the win. The ideal candidate will possess a unique blend of industry mastery, strategic grit, and a hunter mindset: - A Disrupter’s Mindset: You don't just accept the PBM status quo; you actively exploit the vulnerabilities, opaque pricing, and weaknesses of legacy competitors to win over dissatisfied clients. - A Consultant’s Rolodex: You don’t rely solely on cold calls. You have deep-rooted, trust-based relationships with PBM/Health Plan Executive, clinicians and consultants who will open doors for you on day one. - Fluency in PBM Economics: You can talk shop with the best of them. You understand the mechanics of drug spend, rebate maximization, formulary strategies, and specialty pharmacy, allowing you to build immediate credibility with sophisticated buyers. - The "Closers" DNA: You are energized by high-stakes finalist presentations. You know how to read a room, handle tough objections, and steer complex, multi-million-dollar deal cycles across the finish line. - Strategic Resiliency: You view a "no" from a prospect as a temporary hurdle. You are a creative problem-solver who knows how to restructure a deal, pivot the financial model, and stay in the game until the contract is signed. Requirements EDUCATION/CREDENTIALS: An Associate’s Degree or Bachelor’s Degree is preferred. JOB RELEVANT EXPERIENCE: - Business experience in a healthcare and/or insurance setting is preferred. - Industry Expertise: Minimum of 8–10 years of direct sales experience within the PBM, digital health pharmacy, or health insurance space. - Proven Track Record: A documented history of consistently hitting or exceeding multi-million-dollar sales quotas and "poaching" major enterprise clients from established industry players. - Deep Rolodex: An active, established network of national and regional benefits consultants and brokers (e.g., Mercer, WTW, Aon, Lockton). - Subject Matter Mastery: Understanding of PBM mechanics, including formulary management, clinical programs, specialty pharmacy, pricing models, and rebate structures. - Executive Presence: Exceptional communication, negotiation, and presentation skills, with the ability to command a room during finalist meetings. WORKING CONDITIONS/PHYSICAL DEMANDS: Any lifting, bending, traveling, etc. required to do the job duties listed above. Long periods of sitting and computer work. WORK FROM HOME TECHNICAL REQUIREMENTS: Supply and support their own internet services. Maintaining an uninterrupted internet connection is a requirement of all work from home positions. This job description is subject to change at any time. Benefits Join our team at Dane Street and enjoy a comprehensive benefits package designed to support your well-being and peace of mind. We offer a range of benefits including medical, dental, and vision coverage for you and your family. Additionally, we offer voluntary life insurance options for you, your spouse, and your children. We also offer other voluntary benefits which include hospital indemnity, critical illness, accident indemnity, and pet insurance plans. Employees receive basic life insurance, short-term disability, and long-term disability coverage at no cost. Our generous paid time off policy ensures you have time to relax and recharge, while our 401k plan with a company match helps you plan for your future. Apple equipment and a media stipend are provided for remote workspace. ABOUT DANE STREET: A fast-paced, Inc. 500 Company with a high-performance culture, is seeking insightful forward-thinking professionals. We process over 200,000 insurance claims annually for leading national and regional Workers’ Compensation, Disability, Auto, and Group Health Carriers, Third-Party Administrators, Managed Care Organizations, Employers, and Pharmacy Benefit Managers. We provide customized Independent Medical Exams and Peer Review programs that assist our clients in reaching the appropriate medical determination as part of the claims management process.
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