Regional Vice President of Enterprise Sales

2 Months ago • 10 Years + • Sales • $211,050 PA - $331,650 PA

Job Summary

Job Description

The Regional Vice President of Enterprise Sales will lead deals in the Southeast Region to achieve company bookings quota. They will also help shape SWORD’s sales playbook and processes, meet or exceed regional quarterly and annual deal/revenue targets, and create compelling value propositions. This role requires maintaining a robust sales pipeline, collaborating with internal organizations, and becoming a spokesperson for the business. The company is looking for someone to help build a pain-free world.
Must have:
  • 10+ years of Sales/BD experience with 5+ years of selling employer benefits
  • Experience in high-growth startups
  • Ability to lead financial modeling and legal negotiation
  • Ability to launch and learn new markets
  • Strong communication and relationship-building skills
Good to have:
  • Experience working with benefit consultant and brokers preferred
  • Experience working/selling in the Southeast preferred
Perks:
  • Comprehensive health, dental, and vision insurance
  • Life and AD&D Insurance
  • Financial advisory services
  • Supplemental Insurance Benefits
  • Health Savings Account
  • Equity shares
  • Discretionary PTO plan
  • Parental leave
  • 401(k)
  • Flexible working hours
  • Remote-first company
  • Paid company holidays
  • Free digital therapist for you and your family

Job Details

Sword Health is on a mission to free two billion people from pain. 


With 67% of members achieving a pain-free life and a 70% reduction in surgery intent, at Sword, we are using AI Care to change lives, and save millions for our 25,000+ enterprise clients across three continents. Today, we hold the majority of industry patents, win 70% of competitive evaluations, and have raised more than $300 million from top venture firms like Founders Fund, Sapphire Ventures, General Catalyst, and Khosla Ventures.


Recognized as a Forbes Best Startup Employer in 2025, this award highlights our focus on being a destination for the best and brightest  talent. Not only have we experienced unprecedented growth since our market debut in 2020,  but we’ve also created a remarkable mission and value-driven environment that is loved by our growing team. With a recent valuation of $3 billion, we are in a phase of hyper growth and expansion, and we’re looking for individuals with passion, commitment, and energy to help us scale our global impact. 


Joining Sword means committing to a set of core values, chief amongst them to “do it for the patients” every day, and to always “deliver more than expected” on behalf of our members and clients.


This is an opportunity for you to make a significant difference on a massive scale as you work alongside 900+ (and growing!) talented colleagues, spanning three continents. Your charge? To help us build a pain-free world, powered by AI, enhanced by people — accessible to all.


What you'll be doing:

    • Lead deals in the Southeast Region, to ensure achievement of company bookings quota.
    • Help shape SWORD’s sales playbook and processes
    • Meet or exceed regional quarterly and annual deal/revenue targets
    • Create and articulate compelling value propositions around our service to target partners
    • Maintain a robust team Sales/BD pipeline, including reporting and key dashboards to monitor performance
    • Collaborate with internal organizations to complete deals and ensure long-term account health
    • Become an additional spokesperson for the business at conferences and other industry events

What you need to have:

    • 10+ years of Sales/BD experience with 5+ years of selling employer benefits or SaaS products 
    • Experience in high growth startups
    • Ability to lead financial modeling and legal negotiation of deals
    • Ability to launch and learn new markets
    • Self-driven, motivated, inspiring and entrepreneurial; ability to own outcomes and make things happen
    • Strong communicator with excellent relationship building skills
    • Experience working with benefit consultant and brokers preferred
    • Experience working/selling in the Southeast preferred

$211,050 - $331,650 a year
Base: $105,000 - $165,000
Commission: $105,000 - $165,000
Net equity value per year: $1,050 - 1,650

These compensation bands are just the starting point. Once someone joins and proves they’re outlier talent, we adjust quickly to ensure their compensation aligns with their impact.

Our job titles may span more than one career level. Actual pay is determined by skills, qualifications, experience, location, market demand, and other factors. Compensation details listed in this posting reflect the base salary and any potential variable, bonus or sales incentives, and the Company’s estimation of the value of private company stock options, if applicable. The pay range is subject to change, future value of company stock options is not guaranteed, and compensation may be modified in the future. In addition to our total compensation, Sword offers a number of benefits as listed below.

US - Sword Benefits & Perks:


• Comprehensive health, dental and vision insurance*

• Life and AD&D Insurance*

• Financial advisory services*

• Supplemental Insurance Benefits (Accident, Hospital and Critical Illness)*

• Health Savings Account*

• Equity shares*

• Discretionary PTO plan*

• Parental leave*

• 401(k)

• Flexible working hours

• Remote-first company

• Paid company holidays

• Free digital therapist for you and your family


*Eligibility: Full-time employees regularly working 25+ hours per week


Note: Applicants must have a legal right to work in the United States, and immigration or work visa sponsorship will not be provided.



SWORD Health, which includes SWORD Health, Inc. and Sword Health Professionals (consisting of Sword Health Care Providers, P.A., SWORD Health Care Providers of NJ, P.C., SWORD Health Care Physical Therapy Providers of CA, P.C.*) complies with applicable Federal and State civil rights laws and does not discriminate on the basis of Age, Ancestry, Color, Citizenship, Gender, Gender expression, Gender identity, Gender information, Marital status, Medical condition, National origin, Physical or mental disability, Pregnancy, Race, Religion, Caste, Sexual orientation, and Veteran status.

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