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Supervisor, Direct Support

MyPath · Appleton, WI · Full time

Posted Sep 23, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you gave a direct report hard feedback. How did it go?

What they are checking: Whether they can assess and coach staff performance honestly, which the posting requires.

Tell me about your experience supervising in a residential or care setting.

What they are checking: Whether they have real leadership experience in the kind of setting MyPath runs.

What would you do

A staff member's notes are often vague or missing. How do you address it?

What they are checking: Whether they hold staff accountable for documentation, which the posting assigns to this role.

A client's health changes and you're not sure it's serious. Walk me through what you do.

What they are checking: Whether they escalate to the client's medical team and follow physician orders instead of waiting.

How do you build a monthly activities calendar that reflects what clients actually want?

What they are checking: Whether they involve clients in choices and promote community engagement.

A staff member calls in sick and no one wants the shift. What do you do?

What they are checking: Whether they can keep the home safely staffed, including stepping in themselves.

How do you decide when a service plan needs to change?

What they are checking: Whether they notice when something isn't working and bring data to their supervisor for a change.

About the work

How do you check that a client's Individual Service Plan and Behavior Plan are actually being followed on every shift?

What they are checking: Whether they monitor implementation through observation and documentation, not just trust.

How would you plan a weekly menu for a home where one client is diabetic and another has a food allergy?

What they are checking: Whether they can meet dietary restrictions and client preferences while staying on budget.

How do you manage a grocery and supply budget for a household?

What they are checking: Whether they handle household money carefully and can make it last.

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The full job description

As published by MyPath.

Majority Women Employee-Owned. Empowered by Everyone to Transform Lives. Overview Experience Matters. Our pay rates increase based on your years of experience. Learn your value at Homes for Independent Living, a MyPath Company. Homes for Independent Living, a MyPath company, provides an array of service models in a variety of residential settings. We support people through individualized service plans that range from high personal care needs to those who present complex behavioral challenges. HIL is looking for a Direct Support Supervisor (DSS) to join our team. A DSS provides supervision for the direct care support team members. As a Direct Support Supervisor , you will : • Supervise Caregiver staff along with training, coaching and mentoring your team. Provide supervision of personnel and client care, enhance the overall health, safety, and welfare of the clients and programming. • Assist client with activities of daily living including physical assistance and personal cares. • Redirect challenging behaviors - Promote independence and quality of life. • Assist with the cooking, cleaning in the home. • All other duties as assigned. Benefits: • Competitive wages based on program and client needs • Referral Bonus Program - $2,000 Bonus per positive referral • Health, Dental, Vision, 401k, Life Insurance, Paid Time off, Company Stock • Access up to 50% of your earned money before pay day comes • Tuition Reimbursement and Loan Pay-down Programs Qualifications: • Minimum of 18 years of age • Reliable transportation to and from programs and training classes • Communication & Problem-Solving skills • Successful completion of a caregiver background check, TB test and Health Screen • Valid Driver’s License with 3 years of acceptable driving record, required Additional Information MyPath and its Operating Companies provide specialized services and dignified care for children, adolescents and adults with special needs. Our companies provide a spectrum of services and support which promote the ability of those we serve to live as independently as possible in the community. MyPath is composed of a beautifully diverse spectrum of employees with different characteristics, abilities, and life experiences. We believe that equitable, diverse, and inclusive practices in our workspaces are integral to the existence of MyPath. We value our diverse spectrum of Owners, the individuals we serve and the communities we encounter. Our success as an organization is directly proportional to our ability to create belonging and genuinely engage our Owners and potential Owners. We ask for demographic information so that we can be intentional in supporting our Owners best. Although not required, we would appreciate you sharing to help our commitment of cultivating a diverse, equitable, inclusive, and belonging MyPath. Our Culture At MyPath, we support an ownership culture throughout the organization. Our culture is based on our five beliefs and behaviors: • Passion • Accountability • Teamwork • Openness • Continuous Learning and Innovation As an employee owner, you can expect transparency, respect and appreciation. You’ll impact the place you work and map a career within MyPath. With your passion and our breadth of services, your options are nearly limitless! MyPath is proudly Majority Women Employee-Owned, with women leading at every level from the frontline to the boardroom. Our strength comes from all of us. Every Owner, regardless of gender, plays a vital role in shaping our culture, driving our mission, and building a workplace where opportunity and ownership are shared by all. MyPath is an Equal Opportunity Employer (EOE) committed to fostering a diverse, equitable, and inclusive workplace. We embrace the unique characteristics, abilities, and life experiences of our employees and believe that equitable and inclusive practices are essential to our success. We value the diversity of our Owners, the individuals we serve, and the communities we engage with.

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