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Ditto (ditt.ai)

Head of Community Operations

Posted One Month Ago
Remote or Hybrid
Hiring Remotely in USA
Mid level
Remote or Hybrid
Hiring Remotely in USA
Mid level
Own Ditto’s ambassador program and campus growth operations across 733 college campuses. Recruit, train, support, and manage distributed student ambassadors; create repeatable launch playbooks; oversee campus campaigns, supplies, budgets, and reporting; gather student feedback; coordinate with marketing, product, matching, and support teams; and hire the community organization as it scales.
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Overview

Ditto is a dating service for college students. No swiping, no small talk. Every Wednesday at 7PM, Ditto finds you a date and sets it up for you, entirely over iMessage. We're live at 733 US colleges with over 176,000+ students signed up, and we're growing campus by campus.

Ditto spreads the way college things actually spread: through people. Posters in dorm lobbies, someone's roommate who went on a great date, a student ambassador who knows exactly which group chat to drop a link into. The Head of Community Operations owns all of that. You'll build and run the ambassador program, turn campus launches into a repeatable playbook, and make sure the on-the-ground side of Ditto runs as reliably as the Wednesday match drop does.

This is a founding leadership role. You'll report directly to the CEO and start as a player-coach: doing the work yourself while building the systems and team to do it at scale.

What you'll do

Ambassador program

  • Own the Ditto Ambassador program end to end: recruiting, onboarding, training, compensation and incentives, performance tracking, and offboarding.

  • Recruit ambassadors on new and existing campuses, with a clear picture of who succeeds in the role and where to find them.

  • Design the ambassador playbook: what a great week looks like, which tactics move signups, how to handle common questions about Ditto.

  • Build the communication and support layer for ambassadors (community channels, weekly syncs, content drops, quick response when they need something).

  • Track ambassador-level attribution and performance, and manage the network actively: double down on top performers, coach or rotate out those who aren't landing.

Campus growth operations

  • Own the campus launch playbook and run launches at new schools, from first ambassador hire to a healthy weekly signup rate.

  • Run the campus operating cadence: weekly targets per school, poster and flyer distribution, tabling and event presence, referral pushes, and timing around the school calendar (move-in, syllabus week, formals, finals).

  • Coordinate with marketing on campus-specific content, and with the product and matching team on which schools need more density on one side or the other to keep match quality high.

  • Manage the physical side of growth: poster printing and shipping, ambassador merch, event supplies, and the budget behind all of it.

  • Report on campus health weekly: signups, qualified users, match volume, and where the pipeline is thin.

Community and operations, overall

  • Be the voice of students inside Ditto. Gather feedback from ambassadors and users on the ground and route it to product, matching, and support with enough context to act on.

  • Build the operational tooling and documentation the community team runs on (CRM or tracker for ambassadors, launch checklists, budget tracking, reporting dashboards).

  • Partner with the ops team on the Wednesday cycle where community touches it, such as promoting sign-up deadlines and handling campus-specific issues that surface around match delivery.

  • Hire and manage the community team as the program grows (regional leads, campus managers, community coordinators).

Who you are

  • 4+ years in community, campus marketing, field operations, or growth at a consumer company, and at least 1 to 2 years managing a distributed network of part-time reps, ambassadors, or contractors.

  • You've launched something in new markets before and turned it into a repeatable process. You think in playbooks, checklists, and weekly numbers.

  • You're deeply comfortable with college students. You understand how information travels on a campus and can tell which ideas will land and which will feel like a brand trying too hard.

  • You're operationally rigorous. You keep trackers honest, follow up on loose ends, and notice when a number moves before anyone asks.

  • You're a strong communicator over text and in person. Most of your team will be students you manage remotely, and most of your day will be messages.

  • You can hold a budget, negotiate with a print shop, and build a dashboard in the same week.

  • Bonus: you were a campus ambassador or ran a student organization yourself, or you've worked on a product where referrals and word of mouth were the primary acquisition channel.

Why this role

  • You own a whole growth channel at a company where growth is the company. Your work shows up directly in how many students get a date on Wednesday.

  • Small team, direct access to the founders, and a lot of room to shape how community works here from the ground up.

  • Ditto is a real-world product. The outcome of your work is people actually meeting each other, not screen time.

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