Year Up

Senior Director, Career Connect Sales

Year Up • $160K — $190K *
Education, Government & Non-Profit
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of consultative sales experience with strong business acumen
  • 5+ years of experience in managing people and leading by influence
  • Demonstrated successful track record in sales or account management
  • Excellent networking skills and ability to build relationships
  • Strong attention to detail in managing sales pipeline processes
  • Willingness to thrive in a dynamic nonprofit organization
  • Proficient in Microsoft Office and comfortable with technology

Responsibilities

  • Lead a sales team while managing personal sales pipeline and relationships
  • Attend local events to generate new leads for self and team
  • Foster a high-expectation, service-oriented culture with partners
  • Develop business plans with financial forecasts to meet growth goals
  • Utilize influence skills for team collaboration and accountability
  • Coach team members in leveraging Salesforce for sales tracking
  • Manage target accounts and drive sales toward partnership opportunities

Benefits

  • Comprehensive healthcare and dental coverage
  • 401(k) matching for eligible participants
  • Three weeks paid vacation in the first year; four weeks after the first year
  • Structured salary ranges that ensure competitive pay across various locations
Full Job Description
OVERVIEW:

The Senior Director, Career Connect Sales - Team Lead will serve as a senior sales leader and player-coach people manager within Year Up United's Career Connect function. In this role, you will build manage a team as well as personally build pipeline to secure revenue via paid employer partnerships with corporations nationwide that result in Year Up United Career Connect students achieving career success.

Career Connect is a strategic growth priority designed to deliver lower-cost, scalable workforce solutions that leverage Year Up United's core strengths while expanding access to employers of all sizes and emerging industries. This sales leader will have oversight of a dedicated, entrepreneurial sales organization responsible for generating employer demand, launching employer pilots, and driving earned revenue, as well as providing Sales Development and Sales Support.

Reporting to the Career Connect Growth and Impact Leader, this role will require an experienced and dynamic professional to lead a team charged with building brand new relationships in industries including but not limited to healthcare, advanced manufacturing, and skilled trades that yield direct hire, staffing, or work-based options on flexible timelines to partners.

The ideal candidate should desire to leverage their demonstrated experience in sales, strategy, and business development practices within our mission-driven social enterprise. A successful Sr. Director will bring a dynamic leadership style and an outcomes-oriented approach to sales management as well as a comfort with ambiguity as we build this important workforce offering.

In keeping with Year Up United's values, the Sr. Director will also have the opportunity to interact with students as coach, group facilitator, and advocate, participating in creating and sustaining a positive educational environment, with trust among students, program managers, and site leaders.

KEY RESPONSIBILITIES:

Sales Team Leadership
  • Manage assigned group of business developers and related staff
  • Support direct reports who will be assigned personal portfolios and KPIs related to external activity contributing to sales
  • Regularly attend local networking or industry events to generate new leads for self or colleagues.
  • Create a culture of high service, high support, high expectations in work with partners
  • Develop and implement annual business plans in coordination with manager and Chief Commercial Officer, including projected budget and revenue forecasts.
  • Leverage influence skills to work effectively within team and across departments to build consensus and maintain accountability to targets.
  • Ensure collaboration across departments and teams as needed, to ensure that training strategically aligns with corporate partner needs.
  • Embody "servant leadership" style to empower strengths of all team members.
  • Personally utilize Salesforce.com to maintain accurate records of all sales and prospecting activities including sales calls, presentations, closed sales, and follow-up activities and ensure team does, as well.
  • Work closely with colleagues in Revenue Operations group to leverage existing processes, analytics, and enablement tools to support outcomes in the field and ensure team does, as well.
  • Ensure x-team and organizational learning related to sales trends in target industries

Business Development and Relationship Management
  • Manage a portfolio of target accounts and drive external activity toward partnership sales.
  • Review personal pipeline weekly to add or remove target accounts.
  • Meet or exceed performance indicators: number of calls and confirmed meetings with prospects per week; placements/pilots sold; revenue from new partners; new industries unlocked; ROI of partnerships, etc.
  • Serve as Subject Matter Expert (SME) for assigned industries disseminating industry trends and/or sales tactical advice as needed, if applicable.

Site Team/Learning Community Member
  • Serve as a coach/mentor for a small number of current students
  • Join and sometimes facilitate weekly group sessions with students
  • Participate in staff meetings and trainings


QUALIFICATIONS:
  • 10+ years of consultative sales experience, requiring strong business acumen and an aggressive, adaptable selling style strongly preferred
  • 5+ years of people management experience, including leading by influence
  • Successful track record in sales or account management positions
  • Excellent networking abilities
  • Demonstrated ability to set direction, manage complex processes, and enable high-quality organizational growth
  • Strong attention to detail and ability to manage the sales pipeline process
  • Documented strengths in meaningful relationship building and people management and development
  • Desire to work in a fluid dynamic organization, and interest in the nonprofit space
  • Ability to lead, willingness to be led, comfort with situational leadership
  • Working knowledge of Microsoft Office required, famsL


Salary Range: $160,00 - $190,000

#LI-Hybrid

WORKING AT YEAR UP UNITED:

Starting January 5, 2026, employees are expected to work on-site at least two days per week (Monday through Thursday dependent on job requirements). To be eligible for employment, candidates must live and work in a state (or an approved proximate state*) where Year Up United operates. For a list of eligible locations, please visit: https://www.yearup.org/job-training/locations

*Approved proximate states where Year Up United operates are: Connecticut, Indiana, New Hampshire, New Jersey, South Carolina and Virginia.

COMPENSATION & BENEFITS:
  • Year Up United has established salary ranges for each of our sites, which allows us to pay employees competitively, equitably and consistently in different geographic markets. For roles in which the location is listed as flexible, the range displayed reflects the minimum and maximum target for new hire salaries for the position across all US locations. Salary offers take into account a candidate's skills, experience, and location. Your recruiter can share more about the specific salary range for your location during the hiring process.
  • Benefits: Comprehensive healthcare options and dental coverage; 401(k) match for eligible participants.
  • Vacation: Earn three weeks paid vacation in first year of employment; four weeks after initial year.


** This is an exempt role (paid on a salaried basis). **

TO APPLY:

Please submit a thoughtful cover letter and resume through our website.

We respectfully request no phone calls.

About Year Up

Year Up is a non-profit organization that provides young adults with training and support to help them achieve their career goals. The organization offers a one-year program that combines hands-on skill development, college credits, and internships at top companies. Year Up serves young adults in various cities across the United States, including Boston, New York, San Francisco, and Seattle. The organization was founded in 2000 and is headquartered in Boston, Massachusetts.
Learn more about Year Up
Size
2,000 employees
Industry
Founded
2000

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