Director of Operations at Upward On

Job DescriptionJob DescriptionAbout the OpportunityThis is an opportunity for a sharp, proactive, and ultra-organized Director of Operations/Broker Assistant to support a top-producing agent and their high-performing team at Compass. This role is 90% dedicated to directly supporting the Team Leader and is critical to keeping the business running smoothly across listings, marketing, scheduling, client care, and operations. You’ll be the right hand to a high-volume agent—someone who loves logistics, thrives in a fast-paced environment, and can balance meticulous attention to detail with a calm, low-key demeanor.About the TeamThis small, high-producing NYC real estate team is known for delivering white-glove service and deep market expertise across the luxury market. Backed by the Compass brand’s tech-forward tools and national reach, the team operates with integrity, professionalism, and a drive for results.Role & ResponsibilitiesCalendar & SchedulingManage and organize the Team Leader’s calendar, including all showings and appointmentsCoordinate and manage team-wide calendars and showing schedulesListing & Transaction ManagementPrepare and upload listing agreements and documentationHandle transaction coordination from start to finish—including liaising with attorneys, CPAs, agents, and managing agentsCompile documentation and complete board packagesManage & know the status of listings from on the market to in contract up until closingMarketing & PresentationPrepare all property listing materials: listing presentations, show sheets, postcards, and digital campaignsCoordinate with Compass Marketing Department and external vendorsConduct targeted postcard mailingsClient Service & CommunicationProvide outstanding customer service to clients and internal teamsTriage and respond to calls and emails with sound judgment and discretionCoordinate open houses, client events, and thoughtful gift deliveriesTeam & OperationsMaintain and update CRM, mailing lists, and online profilesTrack sales and run forecasts, projections, and comparative market analysis (CMA)Manage team expenses and budget trackingCreate weekly and monthly reports for listings and team performanceMeet with team members regularly to ensure alignmentAssist with occasional personal assistant tasks for the Team LeaderQualificationsActive NYS Real Estate LicenseExperience in NYC residential real estate strongly preferredMeticulous attention to detail with a love for checklists and orderExcellent communication skills—professional, warm, and responsiveAbility to multitask under pressure while remaining calm and focusedProactive problem-solver who takes initiative and sees tasks throughTech-savvy: Excel, Google Workspace, DocuSign, CRM platforms, and social media toolsComfortable supporting a dynamic leader with evening/weekend availability as neededCompensation and Hours$90,000 - $100,000 (W2 via Checks & Balances)Schedule: Monday–Friday, 9AM–6PM in office, with evening/weekend availability for check-ins (respond within 2 hours max)