VP / Sr. DIRECTOR, Enterprise Sales (Player Coach)
JOB TITLE : Director or Vice President of Sales
LOCATION : San Diego, CA; On-Site ; Full Time
TO BE CONSIDERED : Send a Cover Letter and Resume to careers@tootris.com
Write the Job Role in the Subject of your email.
One-click LinkedIn Applications will NOT be considered.
TOOTRiS is the nation's largest, tech-enabled child care benefits provider. We empower enterprise organizations across diverse industries—including manufacturing, healthcare, technology, government, and finance—to offer turn-key childcare solutions to their employees. TOOTRiS streamlines the management of these benefits through our innovative technology, assisting parents in using their employer-sponsored benefits with child care providers nationwide.
We are in search of a dynamic leader to take our enterprise sales to the next level using past experience and industry knowledge to build and lead a team of Sales Executives and Account Managers. This person will bring with them the lessons learned from past wins and losses and the hunger to exceed expectations leading by example… If that’s you, we invite you to apply and be an integral part of our dedicated team committed to excellence.
Position Overview :
This is a critical leadership role focused on building and managing a high-performing enterprise sales organization. The Director will be responsible for developing and executing sales strategies, managing key client relationships, and acting as a strategic liaison between enterprise clients and internal TOOTRiS teams. This role will also encompass a player-coach dynamic , requiring the Director to both lead the team and actively engage in direct sales activities, including managing key accounts and driving significant deals to closure.
The ideal candidate will have a demonstrated track record of building and leading successful enterprise sales teams, consistently exceeding sales targets, and penetrating complex enterprise accounts. This role requires a strong understanding of enterprise sales cycles, exceptional negotiation skills, and the ability to build and foster long-term, strategic partnerships with key decision-makers within large organizations. The Senior Sales Director will be instrumental in driving TOOTRiS's growth within the enterprise market, both through strategic leadership and direct sales contributions.
RESPONSIBILITIES :
REQUIRED EXPERIENCE :
Sales Experience :
o Minimum of 3 to 5 years of hands-on experience in SAAS or benefits sales.
o Proven track record of achieving and exceeding sales targets.
Leadership Experience :
o Success in building a team of experienced professionals , fostering a collaborative and high-performing sales environment
o Previous experience leading a team of at least 5 with a national footprint
PREFERRED EXPERIENCE :
o Familiarity with innovative solutions that align with business objectives in the context of Child Care services.
COMPENSATION :
$275,000 OTE uncapped
BENEFITS :
Important Details
TOOTRiS is Committed to creating an environment where employees thrive. It's why we provide every employee with unlimited PTO as of your 120
th
day of employments, private health insurance, and a 401K plan and of course, Child Care as a Benefit 😊. New employees will go through an intense 3 day new-hire bootcamp, which customizes the onboarding experience by role, provides new employees with invaluable hands-on training within their first few days at the company, and gives employees the chance to meet their new colleagues in-person.
TOOTRiS is an Equal Opportunity Employer, and we believe that every employee in the company brings a unique perspective that they can and should contribute in order to make an impact every day. We strive to be one team, one culture, and one family that builds trust through transparency. We do not discriminate based on race, color, religion, sex, sexual orientation, gender identity, age, national origin, protected veteran status or disability status.
To apply, please send your cover letter and resume to : Careers@tootris.com
Director Enterprise Sales • San Diego, CA, United States