Senior Director of Professional Services

Career Team is a leading workforce development organization on a mission to transform lives.  We blend cutting-edge technology with compassionate, high-touch services to drive real, measurable outcomes in the lives of job seekers across the country.  At Career Team, we’re solving today’s unemployment challenges with smart software, world-class trainers, dedicated case managers, dynamic job developers, and innovative partners. If you're passionate about making a difference and believe in the power of technology to transform lives, you’ll feel right at home here.

TITLE: Senior Director of Professional Services

REPORTS TO: Chief Executive Officer

LOCATION: Remote

EMPLOYMENT TYPE: Full-Time, Exempt Employee

At Career Team, our mission is to empower one person, start one career, and serve one family at a time. The workforce development industry has been running on the same software and the same playbook for decades. We're changing that – one state at a time.

Career Team is outrunning the incumbents in workforce development technology — and our delivery is what's making that real for every state we touch. As our Senior Director of Professional Services, you own that promise. You’ll lead the teams that are driving the modernization of legacy systems to a cloud-native, AI-native platform, forging deep client relationships and leaving a trail of raving fans. You won't just run our concurrent state implementations — you'll also lead the teams delivering our Education, nonprofit, municipal, and other government-agency work. It’s a customer-obsession role at heart: when delivery is humming, it’s because you built the engine — and when something’s stuck, you’re already in the room.

What You’ll Own

• State delivery, above all else. Own delivery of our large state implementations — several running at once — as the single most important thing you do. These projects carry real visibility, often reaching the legislature and the governor’s office, with heavy oversight from the state and members of our executive team at the table. You own the quality of our deliveries, partnering with the project management team to keep everything in scope and on schedule.
• A full, varied portfolio. Carry delivery across very different worlds at the same time — large state implementations alongside a fast-growing book of work spanning nonprofits, municipalities, workforce boards, universities, and other state agencies. You’ll switch altitude and context all day without dropping a thread, strategically prioritizing and sequencing the various portfolios so the right clients get the right attention at the right time.
• Build and grow the teams. Stand up and grow the delivery teams that do the work — hiring fast, onboarding faster, and putting the right people on the right projects as we scale. Your teams are the face of Career Team to our clients: they forge the relationships, earn the trust, and know when to protect the work by raising the risk flag early.
• Grow leaders, not just teams. Develop player-coaches first, then the next layer of leadership underneath you. You’re building the organization that scales past you — and the leaders who’ll run it.
• Build software and deliver it, together. Because we’re investing in our platform across all large implementations, you’ll partner closely with our CTO and Product Leadership — ensuring what we ship and what we implement move as one. You’ll bring the field perspective that shapes where our service offering goes next.
• Stay ahead on capacity. Forecast resourcing against a growing pipeline, staff efficiently, and make the calls on where people go — so we keep delivering as we grow, without over-hiring or wearing out the team.
• Balance the needs across the business. Manage competing interests and partner with leaders across the company — PMO, sales, product, operations, and the executive team — working hard to keep delivery moving as fast as we’re growing.

Why This Role

• Our growth is what created it. We’re scaling fast and winning bigger, and we need a delivery leader who can build the engine to match.
• A rare build-from-scratch mandate, reporting directly to the CEO, with room to shape how delivery works for years to come.
• A fight worth picking. We're up against legacy vendors, entrenched processes, and "how state government buys software" expectations — and we're winning anyway.
• Real ownership, real impact, and a seat where your work changes the trajectory of the company.
• We’re big enough to matter, small enough to be nimble; we create the change instead of talking about it.

Who You Are

• A delivery leader and strategic thinker who’s done this before: you’ve built and run professional services or implementation teams through fast growth - and you’ve shaped where those teams needed to go next.
• A genuine driver — biased to action, comfortable owning the outcome, the person who creates momentum instead of waiting for it.
• A builder of people: you’ve hired, coached player-coaches, and grown leaders beneath you, not just managed headcount.
• A rapid context-switcher: you can go from a high-stakes state program review to a scrappy, small-scale implementation in the same afternoon and lose nothing.
• A relationship-builder who isn’t afraid of the direct conversation: when priorities collide, you have the candid talk that gets everyone aligned and leaves the partnership stronger. You know how to protect the work without damaging the relationship.
• Wired to drive, but disciplined enough to respect the process when it counts. Your bias for momentum will create intentional friction with the PMO, and that’s the point: they’re paid to check the boxes, you’re paid to keep us moving, and the right answer usually lives in the tension between you.
• A capacity-and-resourcing mind: you think in staffing plans, utilization, and tradeoffs, and you protect both the timeline and the team.
• A compliance-fluent, scrutiny-tested builder with experience in workforce development, government technology, or another highly regulated, compliance-heavy industry where oversight and stakeholder complexity are the norm.

How We Work

• High trust, high accountability
• We don't do anything the way it's always been done - and we're not interested in starting now
• Customer obsession - we exist to create raving fans
• We value action over perfection, and iterate to get better every day

Travel: Moderate during active state implementations, lighter between them. We don't fly for the sake of flying — but when the work needs you in the room, you're in the room.

About Career Team:
Founded in 1996, Career Team, LLC is a private workforce development organization.

Career Team’s outstanding record of accelerating the human condition has resulted in numerous honors:

• Named by Inc. Magazine as one of America's 500 fastest growing privately held companies
• Recipient of the US Chamber of Commerce Blue Chip Enterprise Award for innovation
• Featured by 60 Minutes, CNN, Money Magazine, Inc. Magazine and the British Broadcasting Network as an innovative, government funded solutions program
• Invited to the White House after being cited by the National Welfare-to-Work Partnership and National Alliance of Business as a top 10 US training provider

As a socially conscious organization, Career Team has found a healthy balance between for-profit innovation and community enrichment. Looking ahead, the organization will continue to close the nation’s opportunity divide with additional government-funded workforce sites; while also building staff capacity of workforce funding sources and industry providers. See www.careerteam.com for more information.

Career Team is an Equal Opportunity Employer.  All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin.

Background Check Requirements. Employment is contingent upon successful completion of a background check (including criminal, prior employment and education verification). Failure to satisfactorily complete the background check may affect the application status of applicants or continued employment of current employees who apply for the position.

California Consumer Privacy Act ("CCPA").  Career Team is committed to complying with the CCPA and all data privacy and laws in the jurisdictions in which it recruits and hires employees. Career Team collects and uses Personal Information for human resources, employment, benefits administration, health and safety, and business-related purposes and to be in legal compliance. Below are the categories of Personal Information we collect and the purposes for which we intend to use this information:

Identifying information, such as your full name, gender, date of birth, and signature; Demographic data, such as race, ethnic origin, marital status, disability, and veteran or military status; Contact information, such as your home address, telephone numbers, email addresses, and emergency contact information; Dependent's or other individual's information, such as their full name, address, date of birth, and Social Security numbers (SSN); National identifiers, such as SSN, passport and visa information, and immigration status and documentation; Educational and professional background, such as your work history, academic and professional qualifications, educational records, references, and interview notes; Employment details, such as your job title, position, hire dates, compensation, performance and disciplinary records, and vacation and sick leave records; Financial information, such as banking details, tax information, payroll information, and withholdings; Health and Safety information, such as health conditions (if relevant to your employment), job restrictions, workplace illness and injury information, and health insurance policy information; Information Systems (IS) information, such as your search history, browsing history, login information, and IP addresses on the Company's information systems and networks; Biometric information, such as facial recognition, fingerprints, iris or retina scans, keystroke, or other physical patterns; and Geolocation data, such as time and physical location related to use of an internet website, application, device, or physical access to a Company office location.

The Company collects Personal Information to use or disclose as appropriate to:

(1) Comply with all applicable laws and regulations; (2) Recruit and evaluate job applicants and candidates for employment; (3) Conduct background checks; (4) Manage your employment relationship with us, including for: (a) onboarding processes; (b) timekeeping, payroll, and expense report administration; (c) employee benefits administration; (d) employee training and development requirements; (d) the creation, maintenance, and security of your online employee accounts; (e) reaching your emergency contacts when needed, such as when you are not reachable or are injured or ill; (f) workers' compensation claims management; (g) employee job performance, including goals and performance reviews, promotions, discipline, and termination; and (h) other human resources purposes; (5) Manage and monitor employee access to company facilities, equipment, and systems; (6) Conduct internal audits and workplace investigations; (7) Investigate and enforce compliance with and potential breaches of Company policies and procedures; (8) Engage in corporate transactions requiring review of employee records, such as for evaluating potential mergers and acquisitions of the Company; (9) Maintain commercial insurance policies and coverages, including for workers' compensation and other liability insurance; (10) Perform workforce analytics, data analytics, and benchmarking; (11) Administer and maintain the Company's operations, including for safety purposes; (12) For client marketing purposes; (13) Exercise or defend the legal rights of the Company and its employees, and affiliates, customers, contractors, and agents; and (14) to comply with requirements of government grants, including, but not limited to, program and audit requirements.