Senior Sales Executive, Midwest
Anywhere in the US
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**
Who we are
Loyal is the leading end-to-end digital healthcare platform that unifies care touchpoints for patients and providers. Trusted by the nation’s leading healthcare organizations - including Lifepoint Health, ScionHealth, and Ardent Health Services - Loyal is transforming the way that providers engage new and existing patients using proprietary machine learning technology, natural language processing, and industry-leading data integration. Our team is leveraging this technology to achieve our mission of improving health by reaching consumers at the right time in their care and we’re looking for a tenacious Senior Sales Executive to help us achieve our mission.
Who you are
You're a strategic thinker with a talent for identifying and closing high-impact deals. You thrive on uncovering new business opportunities, especially within large health systems, and have a knack for understanding client needs to create meaningful solutions. With a consultative approach, you’re skilled in navigating complex sales cycles and excel at building relationships that position you as a trusted advisor. You're adept at managing deals in the $350k - $1M ARR range, always aiming to exceed assigned quotas and contribute directly to company growth.
Driven, self-motivated, and creative in your approach, you’re passionate about winning and take pride in playing a pivotal role in expanding our business. You bring persistence, exceptional consultative skills, and a genuine enthusiasm for making an impact—qualities that make you a perfect fit to partner with our VP of Sales in scaling Loyal.
We are preferably looking for candidates located in or have significant contacts in the Midwest region (Ohio, Illinois, Michigan, Indiana, Missouri, Wisconsin, Minnesota, Iowa, or Kansas)
You will:
- Secure new business deals with an average Annual Recurring Revenue (ARR) of $350k-$1M, consistently meeting or exceeding quarterly and annual sales targets.
- Initiate and nurture connections for Loyal by targeting and engaging senior executives and decision-makers through outbound efforts, establishing strong, enduring partnerships.
- Position yourself as a knowledgeable resource on current healthcare industry trends, guiding prospects with insights that add value and foster trust.
- Take ownership of the sales journey from initial demo to contract close, ensuring a smooth and engaging experience for prospects.
- Design and deliver compelling, customized demos and presentations that address client needs and highlight Loyal’s unique value.
- Prepare targeted sales collateral, including proposals, personalized business cases, financial projections, memos, and rollout strategies.
- Oversee contract discussions and legal review with input and support from the Sales leadership, ensuring favorable terms.
- Keep an organized, up-to-date pipeline, providing reliable forecasts and clear visibility into progress for leadership.
- Diligently document accounts, contacts, opportunities, and sales activities within our CRM and sales engagement tools for seamless team alignment.
- Act as a resource and mentor to other sales colleagues, contributing to the growth and development of the broader team.
- Represent Loyal at conferences and prospect meetings, both virtually and in person, to expand the company’s presence and connect with key industry players.
You have:
- 5+ years of experience in enterprise software sales, specifically within the SaaS and digital health sectors, with a consistent record of meeting or exceeding quotas.
- Demonstrated expertise in navigating complex sales processes, managing pipelines, and closing six-to-seven-figure contracts, with extensive experience presenting to senior executives and the C-suite.
- Deep experience with Salesforce CRM and other sales engagement tools, leveraging technology to maintain accurate records and optimize sales workflows.
- Demonstrated success in startup or ambiguous settings, showcasing flexibility and adaptability in fast-paced or evolving environments.
Core Competencies
- Mission and Values Driven: Possess a strong understanding and confidence in the goals of the company; display a passion for the company’s mission and values; possess high morals and ethics.
- Self-starter: You anticipate what is needed, take initiative and make things happen. If friends or family plan a weekend together, you are invariably the key arranger. Takes prompt action to accomplish objectives; takes action to achieve goals beyond what is required; proactive; demonstrates high personal standards of performance; demonstrates energy and enthusiasm for completing job tasks.
- Tolerance for Stress: Copes with stress or pressure in a transparent way to others; asks for help when needed; uses a sense of humor when appropriate; remains calm and keeps others calm; stays focused in a chaotic environment.
- Communication/Interpersonal Skills: Clearly and candidly professionally expresses self; actively listens and seeks input to ensure understanding; adapts communication to be appropriate to other's level of understanding; objectively considers other's ideas, even when they conflict with own ideas; ensures smooth transition of important information from one person or department to another; ability to communicate logical solutions and guidance to others.
- Customer driven sales mentality driven by a consultative sales approach. Preferred sales trainings and methodologies: The Challenger Sale, Sandler Sales Training and/or MEDDIC.
- Systematic: You prioritize. You put first things first and are methodical in executing an ever-changing to-do list. Ability to manage multiple opportunities simultaneously at various stages of the buying process.
Pay Transparency
Certain states and localities require employers to post a reasonable estimate of salary range. A reasonable estimate of on target earnings (OTE) inclusive of base salary and on-target earned commissions is $150,000-$500,000. Actual salary will be based on a variety of factors, including location, experience, skill set, performance, licensure and certification, and business needs. The range for this position in other geographic locations may differ. In addition, certain roles also have the opportunity to earn sales incentives based on revenue or utilization, depending on the terms of the plan and the employee’s role.
Interview Process
- Recruiter Screening
- Hiring Manager Interview
- Peer Interview
- Product Demo Interview
- Sales Presentation
Please note that this job description is not intended to be an exhaustive list of all duties, responsibilities, or qualifications associated with the role. Loyal reserves the right to make changes and/or assign additional responsibilities of a role within reason at any time with or without notice.
#LI-REMOTE. #LI-ES1 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)
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.
E-Verify 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
Candidates who will be attending in-person conferences, visiting hospitals, and/or visiting or traveling to a third party location who may have their own specific requirements in place may be required to show proof of being fully vaccinated against COVID-19 before attending. 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, please contact the People Department at people@loyalhealth.com.
ApplyJob Profile
Candidates preferably in Midwest region
Benefits/PerksFlexible schedule Fully remote Impactful role Remote work
Tasks- Deliver demos
- Document sales activities
- Guide prospects
- Initiate connections
- Oversee contract discussions
- Prepare sales collateral
- Secure new business deals
Business Development C Consultative Selling CRM CRM Tools Data Integration Digital Health Healthcare Healthcare industry Healthcare Industry Knowledge Machine Learning Natural Language Processing Relationship building SaaS Sales Salesforce
Experience5 years
Education TimezonesAmerica/Anchorage America/Chicago America/Denver America/Los_Angeles America/New_York Pacific/Honolulu UTC-10 UTC-5 UTC-6 UTC-7 UTC-8 UTC-9