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VP, Sales (Mid-Market) - Loyal

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Job Title
VP, Sales (Mid-Market)
Job Location
Anywhere in the US
Job Description

Loyal is an organization centered on experience and building a platform that allows consumers to make meaningful decisions when it comes to healthcare. We deeply understand providers, locations, services, appointments, business rules, and moreover, we understand patients -- who they are, the preferred method of communication, upcoming appointments, lapsed appointments, outstanding bills, health risks, and more. With this intelligence, our platform fuels highly relevant and personalized experiences across all mediums (website, email, voice…) allowing patients to get healthy, stay healthy, and have a better relationship with the health care provider.

**This is a remote role**


The Vice President (VP), Sales will lead Loyal’s Mid-Market sales team by providing leadership, direction, and resource stewardship to Loyal’s sales function. The VP, Sales will be accountable for the profitable achievement of sales organization goals and aligning sales objectives with Loyal’s business strategy. Our Mid-Market sales team is a group of experienced sales professionals dedicated to sharing our message with health systems and growing our business. Loyal’s sales process is very complex, and relationship oriented. Reporting to the Chief Customer Officer, the VP, Sales will play an integral role as the leader of this team, motivating each individual to achieve personal and team quotas. Up to 20% travel (approx. 1-2 times per month, duration of trips are 2-3 days typically).

  • Responsible for helping with the design and implementation of a comprehensive sales strategy.
  • Aligns the team on key value drivers and ensures all members of the team understand and can communicate those differentiators.
  • Establishes and enhances metrics for measuring the performance of various groups within the team as well as the performance of the team as a whole, including leading indicators such as activities, pipeline generation (with lead source), pipeline velocity, and close rate.
  • Actively and consistently supports all efforts to simplify and enhance the customer experience.
  • Responsible for the budget process, including managing team expenditures and remaining within budget guidelines.
  • Hires, coaches, and manages a team of Mid-Market sales representatives and sales development representatives. 
  • Analyzes performance data to drive improvements through methods, procedures, and training.
  • Aligns the sales team objectives with Loyal’s business strategy through active participation in corporate strategic planning, sales strategy development, forecasting, sales resource planning, and budgeting. 
  • Manages all stages of the sales process and pipeline. 
  • Builds and manages sales documentation (presentations, proposals, memos, implementation plans, etc.). 
  • Manages contract negotiations and legal review with support from the sales leadership. 
  • Leads learning and development initiatives impacting the sales team and provides stewardship of sales and sales management talent. 
  • Builds plans for territory assignment and quota attainment. Hits quarterly and yearly revenue goals. 
  • Motivates sales representatives through creative incentives. 
  • Establishes a regular cadence for reporting on team and individual results. 
  • Identifies and makes recommendations for improvement in the areas of process, efficiency, and productivity.   
  • Bachelor’s degree in business or related field or equivalent work experience.
  • 10+ years in enterprise software sales as a sales representative is required. 
  • 5+ years in growing and managing sales teams for software companies is required. 
  • Experience working in the healthcare SaaS industry is required. 
  • Experience with Salesforce CRM required. 
  • Experience with contract negotiations required.
  • Experience with compensation and budget management required.
  • Proven track record in implementing processes and systems to hit revenue goals is required.
  • Experience working within a high growth and/or ambiguous environment, with proven experience to be dynamic preferred. 
We know that potential candidates are often less likely to apply to a position if they don’t match 100% of the job qualifications.  Don’t let that be why you miss out on this opportunity!  We encourage you to apply if you can demonstrate many of these skills and competencies. 
Loyal to our employees
We are a remote-friendly company! We encourage you to apply from anywhere in the United States. We also believe in a work/life balance that fulfills you while you’re here and supports you when you’re not. We built our benefits package to prove that we’re committed to you having everything you need (including a little fun).  Here is what we offer full-time employees:
  • Flexible paid time off, sick and personal days
  • At least one holiday per month (sometimes, more!)
  • Full health, dental, and vision insurance - Loyal pays the premium for all employees!
  • One Time Home Office Setup Stipend For Remote & Hybrid Roles
  • Monthly Internet Stipend for Remote & Hybrid Roles
  • Long term & short term disability 
  • 401[k] plan
  • 16 Weeks Paid Parental Leave
  • 2 Volunteer days per year
  • Matching Gift Program
  • Participation Grant Program
  • Annual Travel/Team Events up to twice per year (post-COVID)
Our Commitment

We believe that the key to Loyal's success is you. Your unique background, life experience, knowledge, self-expression, and talent make you uniquely you. Who you are, what you have experienced, and how you think inspires us to be innovative and bold.

Loyal is an equal opportunity employer. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. We welcome the unique contributions that you can bring in terms of your education, opinions, culture, ethnicity, race, ancestry, sex, gender identity and expression, national origin, citizenship, marital status, age, languages spoken, veteran status, color, religion, disability, sexual orientation, and beliefs.

We consider qualified applicants regardless of criminal histories, consistent with legal requirements.

Further, consistent with applicable federal and state law, Loyal provides reasonable accommodations when requested by qualified applicants or employees with disabilities, unless doing so would cause an undue hardship. Loyal’s policy regarding requests for reasonable accommodation applies to all aspects of employment, including the application process. If you require a reasonable accommodation in connection with the application process, please contact the Talent Acquisition Department at talentacquisition@loyalhealth.com.

This employer participates in E-Verify and will provide the federal government with your Form I-9 information to confirm that you are authorized to work in the U.S. If E-Verify cannot confirm that you are authorized to work, this employer is required to give you written instructions and an opportunity to contact Department of Homeland Security (DHS) or Social Security Administration (SSA) so you can begin to resolve the issue before the employer can take any action against you, including terminating your employment. Employers can only use E-Verify once you have accepted a job offer and completed the I-9 Form.   

COVID-19 Vaccinations

Consistent with Loyal policy, candidates performing in-person work will be required to show proof of being fully vaccinated against COVID-19 upon commencing employment. Reasonable accommodations will be considered on a case-by-case basis for exemptions to this requirement in accordance with applicable law. If you require a reasonable accommodation to Loyal’s vaccination requirement, please contact the People Department at people@loyalhealth.com.

Loyal Headquarters Location

San Francisco, CA

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Loyal Company Size

Between 20 - 100 employees

Loyal Founded Year


Loyal Total Amount Raised


Loyal Funding Rounds

View funding details
  • Series A

    $20,000,000 USD

  • Series A

    $27,000,000 USD

  • Seed

    $11,000,000 USD