Assistant Operating Director

Cornerstone Caregiving; Wisconsin; On-site; USD 90,000 - 130,000; Full time

Benefits offered by this job

12 days PTO annually

Phone stipend

Growth bonus

Leadership development & mentorship

Job summary

Cornerstone Caregiving is seeking an Assistant Operating Director (AOD) to lead in-office operations, scheduling oversight, and staff development. The role partners with the Operating Director to ensure exceptional client care and smooth daily operations across offices.

Responsibilities include coaching staff, conducting reviews, handling client escalations, and maintaining quality care. A strong collaborator with growth potential as Cornerstone expands nationwide.

Qualifications

• 2+ years in management or operations leadership.
• Experience hiring, recruiting, training, scheduling, and supervising staff.
• Healthcare/home care leadership experience.
• Ability to work autonomously in a fast-paced environment.
• Strong communication and interpersonal skills.

Responsibilities

• Lead in-office operations and scheduling oversight.
• Coach and develop staff; uphold Cornerstone standards.
• Onboard and train new office managers.
• Conduct weekly 1:1s, performance reviews, coaching.
• Oversee client care quality and response to escalations.
• Back up client assessments when the OD is unavailable.
• Ensure state-required supervisory visits where applicable.

Skills

Leadership experience

Management experience

Healthcare/home care leadership

Autonomous work

Prioritization & multitasking

Communication skills

Staff coaching and development

Education

High school diploma or equivalent

Bachelor’s degree preferred

Tools

Google Workspace

Job description

Assistant Operating Director – Cornerstone Caregiving

At Cornerstone Caregiving, we arededicated to helping older adults age in place with dignity, compassion, and exceptional support. As we continue rapid nationwide growth across more than 450 offices, we are building strong in-office leadership teams to ensure every client and caregiver receives the highest level of care.

We are seeking an Assistant Operating Director (AOD), a key leadership role and the Operating Director’s second-in-command. This position leads in-office operations, scheduling oversight, staff support and development, client care quality, and communication with Home Base. If you thrive in a fast-paced environment, love developing people, and bring strong organizational and operational excellence to your work, this role is for you.

Office Leadership & Operations

• Serve as the OD’s primary in-office partner, helping drive daily operations and maintain a strong, cohesive work environment.
• Lead, coach, and support in-office staff; reinforce Cornerstone’s standards, values, and culture.
• Onboard and train new office managers, ensuring clarity, confidence, and consistent performance.
• Conduct weekly 1:1 check-ins, performance reviews, coaching, and disciplinary action when needed.
• Share on-call rotation with office leadership.
• Oversee administrative workflow and follow-through, including payroll notes, shift verification, and operations updates.
• Maintain accurate documentation in alignment with Cornerstone policies and state requirements.

Client Care & Quality Assurance

• Oversee scheduling operations to ensure timely coverage and an excellent client experience.
• Respond to client escalations with urgency, professionalism, and empathy.
• Conduct check-up calls, quality visits, and client follow-ups to ensure satisfaction and care continuity.
• Ensure state-required supervisory visits are completed (as applicable).
• Serve as a backup for client assessments when the Operating Director is unavailable.

Qualifications

• Bachelor’s Degree preferred but not required, high school diploma or equivalent required.
• 2+ years of experience in management, leadership operations, or human resources.
• Experience hiring, recruiting, training, scheduling, and supervising staff.
• Leadership experience within the healthcare or home care industry.
• Ability to work autonomously in a fast-paced environment.
• Comfort managing multiple priorities and shifting needs throughout the day.

Other Requirements

• Valid driver’s license and auto insurance.
• High proficiency with technology, especially Google Workspace.
• High attention to detail and exceptional follow-through skills.
• Strong communication and interpersonal skills.
• Growth bonus
• 12 days of PTO annually.
• Phone stipend.
• Leadership development, mentorship, and opportunities for career growth as Cornerstone expands nationwide.

Why You’ll Love This Role

• You are the central in-office leader, ensuring, clarity, rhythm, and daily operational success.
• You will directly shape staff performance, team culture, and client experience.
• You’ll grow in leadership through hands‑on coaching, development, and operational oversight.
• Your work makes a direct impact on seniors, caregivers, and families in your community.

Join a mission that matters.

**We are an equal opportunity employer and prohibit discrimination/harassment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.**

This job description is not intended to be an exhaustive list of all responsibilities, duties, and skills required for the position but rather describes the general nature and level of work being performed. The requirements listed above are representative of the minimum levels of knowledge, skills and ability necessary to perform the job. To perform this job successfully, the employee must possess the abilities or aptitudes to perform each duty proficiently.

This job description also reflects the Company’s assessment of the essential functions of the position. The Company will make reasonable job‑related accommodations to allow qualified applicants and employees with disabilities to perform those essential functions. The Company reserves the right to assign different or additional duties and responsibilities to this position or to reassign duties and responsibilities to other positions. Continued employment remains on an “at‑will” basis.

Take the next step in your career path at Cornerstone Caregiving. Join our team of caring professionals who are making life brighter for seniors.