People Operations Leader

Sienna Charles LLC: People Operations Leader - Full Time

Source: weworkremotely URL: https://siennacharles.com

Headquarters: New York

About the Role

You will design and manage the systems that help the team perform at a high standard. You will ensure the CEO’s time is protected by serving as the primary point of contact for internal questions, decisions, and follow-up. You will raise the bar for leadership, communication, and performance across the team.

Key Responsibilities

Leadership Support

• Act as the first stop for internal questions, decisions, and clarifications.
• Translate the CEO’s priorities into clear instructions and expectations.
• Follow up with team members to ensure deadlines and deliverables stay on track.
• Manage internal communication flow so the CEO is only involved when necessary.

Team Management and Accountability

• Run weekly team meetings, check-ins, and accountability rhythms.
• Hold team members and managers accountable to deadlines, KPIs, and quality standards.
• Identify performance gaps early and address them with structure or coaching.
• Support managers in becoming stronger leaders who own their teams.

Hiring and Onboarding

• Manage hiring pipelines, coordinate interviews, and screen candidates.
• Build structured onboarding processes, success metrics, and 60-day plans.
• Create clarity for new hires through documentation, checklists, and expectations.
• Ensure every new hire is trained effectively and fully integrated.

Training and Development

• Build and deliver training programs for both managers and ICs.
• Coach managers on feedback, delegation, leadership, and communication.
• Create internal training materials, playbooks, and learning paths.
• Lead performance reviews and ensure clear development plans.

KPI and Performance Management

• Define KPIs and scorecards in collaboration with leadership.
• Track performance metrics and provide insights to the CEO.
• Ensure each team member knows their responsibilities and metrics.
• Improve dashboards, reporting tools, and performance rhythms.

Process Improvement

• Build and document SOPs, policies, and workflows across the team.
• Identify bottlenecks and operational inefficiencies and improve them.
• Standardize internal communication for clarity and predictability.
• Ensure systems scale with the company’s growth.

Who You Are

• A strong communicator who brings clarity, calm, and confidence to teams.
• A builder who loves creating systems, structures, and processes.
• A natural coach who develops people and elevates managers.
• Highly organized with excellent follow-through.
• Confident holding others accountable, even senior team members.
• Comfortable taking internal load off the CEO and enabling her to operate at a strategic level.
• Thrives in a fast-paced, founder-led environment.

Application Process

• As a prestigious luxury company, we receive a high volume of applications for each role. To help us evaluate candidates thoughtfully and efficiently, we ask all applicants to complete a short set of written questions and include a brief video introduction.
• Candidates who complete both the written questions and the video will be considered for the next stage of interviews. These responses allow us to get a meaningful sense of your communication style, problem-solving approach, and alignment with our values before moving forward.

Questions

1. What is your management and communication style? Include details on the smallest and largest teams you have supported or led, and how you ensured accountability.
2. Describe a situation where you took over people-related responsibilities from an executive or founder. What did you handle, and what impact did it have on their time and the team’s performance?
3. Walk me through a hiring or onboarding process you personally built or improved. What problem were you solving, what steps did you take, and what was the outcome?
4. Describe a time you identified a team or manager performance problem. What steps did you take to diagnose it, fix it, and ensure long-term improvement?
5. VIDEO QUESTION: Record a 1 to 2 minute video explaining why you are a great fit for this People Operations Lead role. Include one concrete example of how you improved performance, culture, or accountability within a team

Note: When submitting your application and responses, kindly include your country of residence, LinkedIn Profile, and Resume.

Requirements

• 3 plus years in People Ops, HR, Chief of Staff, or Operations roles.
• Experience training managers and running performance systems.
• Strong background in hiring, onboarding, and team development.
• Highly comfortable with KPIs, scorecards, and performance reviews.
• Skilled in Monday.com, Google Workspace, documentation, and communication tools.
• Available during EST hours (8am to 5pm) with flexibility for time-sensitive issues.

Why Join Us

You will help build the internal engine that powers a luxury company. You will work closely with the CEO, improve team performance, strengthen culture, and create a high-functioning environment where people thrive. This role has significant influence and ownership.

To Apply

https://weworkremotely.com/remote-jobs/sienna-charles-llc-people-operations-leader-full-time