Deputy Director of Programs, Organizer Experience

Role Description

Program Organizers (POs) are at the heart of our Rally Organizing Programs – they create virtual experiences that leave participants feeling enthusiastic, supported, and confident as trusted messengers in their communities. The Deputy Director of Programs, Organizer Experience is the senior leader who makes that possible: you own the experience of the organizers themselves, so that they show up trained, supported, and ready to bring that same energy to every participant.

• Build and run the system that keeps 50-100+ part-time organizers trained, scheduled, and supported, from onboarding through the close of the cycle.
• Delight over an emoji-filled Slack update and think strategically about the structures and logistics that keep a large team clear on where to be and set up to do great work.
• Lead this work through a team you help build.
• In collaboration with the Director of Programs, hire and manage a group of people managers for the program organizers and a scheduler who owns day-to-day scheduling.
• Remain ultimately responsible for scheduling and managing the POs.
• Create the structure and training in collaboration with the Director, sometimes from existing templates and sometimes from scratch.
• This is a full-time cycle role with an end date of November 30th, 2026.

Qualifications

• Experience managing staff, with a strong preference for candidates who have managed part-time or hourly teams.
• Experience managing other managers and hiring; leading through a team rather than doing all the direct management yourself.
• A track record of building people systems (onboarding, training, scheduling, management structures), not just running ones you inherited.
• Excitement about working with a team that spans a range of work backgrounds and experience levels.
• Strong, warm communicator who’s genuinely energized by supporting and motivating a large team.
• Comfort and energy in fast-paced, scaling environments where priorities shift.
• Strong organizational and logistical instincts, with the ability to keep a large, moving team on track.
• Comfort with scheduling tools like Deputy, When I Work, or similar hourly scheduling software, or the ability to learn them quickly.
• Access to a computer and reliable internet.

Requirements

• Own the Program Organizer (PO) program end to end — remaining ultimately responsible for the scheduling, management, and experience of part-time staff.
• In collaboration with the Director of Programs, build the infrastructure to support your team, then hire and train it.
• Run a large-scale hiring and training operation to build out and onboard your team of full-time managers and part-time Program Organizers.
• Build out your team’s management structure in collaboration with the Director of Programs — defining pods, and creating the systems, expectations, and support your team needs.
• Set the scheduling strategy and stay accountable for coverage across events and inbox shifts.
• Own the day-to-day management of your team, including coordinating check-in call content and agendas.
• Manage program-wide communications to the PO team — Slack updates, announcements, and the day-to-day rhythm that keeps a large, enthusiastic team aligned and energized.
• Use tools — Notion, Slack, Google Workspace, and scheduling software — to run the work, collaborate across teams, and execute on time.
• Oversee the health of the whole team, including coaching managers, spotting where organizers need support, celebrating wins, and creating structures for feedback, recognition, and growth.
• Take on additional responsibilities as they come up, with the expectation that your day-to-day mix of work will shift with program needs.

Benefits

• Location: Remote
• Compensation: $7,000/month
• Schedule: Full-time
• Hours Expectations: Flexible schedule, including some evenings and weekends, to accommodate recruitment and event volume.
• Anticipated six day workweek in the final stretch, starting in October and running through Election Day.

How to Apply

In lieu of a cover letter, we’ll ask you to answer a couple of short-answer questions.

Equal Opportunity

Relentless provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type. We welcome applicants from any educational background, race, ethnicity, religion, creed, sexual orientation, gender identity, gender expression, sex, age, immigration status, citizenship status, national origin or ancestry, marital status, pregnancy, criminal record, mental or physical disability or disorder, HIV antibody status, parental or familial status, or veteran status, or any other characteristic protected by federal, state or local laws.