Join Our Growing Team!

Work with a team that values purpose, collaboration, and creativity while building bridges between classrooms and careers.

Senior Executive Assistant & Operations Lead

About the Role

Specialized Career Guidance (SCG) is seeking a proactive, highly organized professional to serve as the right-hand partner to our CEO. This role blends operational savvy, project coordination, and client-facing support in a mission-driven environment. It’s ideal for someone who enjoys variety, thrives in a fast-moving setting, and takes pride in creating clarity and calm behind the scenes.

You’re the steady, resourceful professional who keeps things moving - detail-oriented yet big-picture aware. You take initiative, bring structure to creative work, and help leaders stay focused on what matters most. You’re also passionate about helping young people explore meaningful postsecondary and career opportunities, and you thrive supporting an organization that builds bridges between education and industry.

If people have ever said you remind them of Donna from Suits, or that you’re the kind of trusted, intuitive partner who makes leaders better - someone who anticipates needs, stays three steps ahead, and brings calm structure to a fast-paced environment, then you’ll feel right at home here.

Key Responsibilities

Operations & Administration

Provide day-to-day operational support to ensure SCG runs efficiently and stays organized.

Manage CEO scheduling, calendars, and weekly briefings
Oversee file organization, shared drives, and Google Workspace administration
Maintain and update accounts and contact lists (schools, employers, funders) in Salesforce
Manage all vendor and contractor relationships, including agreements, renewals, and point-of-contact responsibilities
Ensure smooth tech setup for meetings, webinars, and online sessions (Zoom, presentations, shared folders, etc.)
Develop and maintain clear Standard Operating Procedures (SOPs)

Client & Program Delivery

Support the coordination and delivery of SCG’s client engagements and programs
Manage project timelines and tasks in Asana
Coordinate meetings, agendas, and follow-ups with clients and partners
Prepare materials and toolkits for program sessions
Conduct outreach to employer partners to coordinate career exploration, job-shadows, and work-based learning opportunities
Conduct partner research (training providers, community partners, funders, etc.) to identify suitable collaborators for client success
Maintain accurate data and engagement records in Salesforce
Support special projects as needed, adapting to emerging priorities and new initiatives

Sales & Marketing Support

Partner with the CEO to advance business development and brand visibility efforts
Own Salesforce pipeline hygiene: stage updates, close dates, next steps, and weekly review with CEO
Prepare prospect research, meeting materials, and follow-up notes
Create and refine presentations, branded materials, and resources for speaking engagements, conferences, and client meetings (with design support as needed)
Draft, send, and track execution of all client proposals and agreements
Support SCG’s social media presence by sharing updates, posting approved content, and helping ensure consistent, professional visibility across platforms

Qualifications

5+ years’ experience in operations, project coordination, or executive support roles
Experience or strong interest in career pathway development for high school students. Solid understanding of public education and workforce development in Massachusetts a plus!
Exceptional organization, judgment, and communication skills
Ability to manage multiple priorities with calm and professionalism
Tech-savvy and confident using a variety of digital tools such as Google Workspace, Asana (or similar PM tools), Salesforce (or similar CRM), LinkedIn, Slack, Calendly, Canva, and Zoom
Demonstrated ability to work independently, anticipate needs, and maintain confidentiality
Bilingual proficiency in Spanish, Portuguese, or a related language is a plus

Compensation & Benefits

Salary Range: $75,000 – $85,000 annually, commensurate with experience
Schedule: Full-time, hybrid role based in Plymouth, MA, with in-office presence 2–3 days per week
2 weeks paid vacation time
11 paid holidays
Paid sick time
Work alongside passionate, collaborative professionals who believe in empowering students, creating workforce pipelines, and igniting economic growth
Opportunity to shape a growing organization’s systems and processes while building long-term partnerships across education, business, and community sectors
Every day contributes directly to helping high school students explore and prepare for meaningful career paths