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When We First logo

Dating Expert (Sales + Matchmaking)

When We First
Posted May 28, 2026, 1:49 AM UTC
🌍Probably Worldwide🏠Remote📁Sales
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When We First is the first dating app designed by an experienced matchmaking executive. We uniquely combine a dating app with a high-end matchmaking service, helping clients foster meaningful relationships with the perfect blend of advanced technology and expert human interaction. WHY JOIN US? At When We First, you will be at the forefront of innovation in the dating industry. As a brand-new, female-founded company with over 14 years of experience in the dating industry and 20 years in tech and wellness, our executive team is passionate about blending human interaction with technology. You’ll work alongside dedicated professionals helping people form meaningful connections, all while enjoying the flexibility of a fully remote position. Join us in shaping the future of matchmaking! The When We First Dating Expert (Sales + Matchmaking) is an experienced, motivated sales and matchmaking professional comfortable providing exceptional service to high-end clients in a dynamic, team-oriented start-up environment. This hybrid role is 50% sales and 50% matchmaking. As a sales professional, you will work alongside a team of sales reps, profile reviewers, and matchmakers to drive revenue, scale our customer base, and build our brand. As a matchmaker, you will manage a portfolio of high-end matchmaking clients, conducting regular check-ins, coordinating dates, and providing coaching. This role is an all-encompassing dating expert who will help drive revenue, scale our customer base, and build our brand. KEY RESPONSIBILITIES Sales Conduct sales interviews with potential clients and meet personal sales targets. Adhere to When We First’s policies, procedures, training guidelines, scripts, mission, vision, and values. Communicate with customers via phone, email, or text for sales inquiries or customer service escalations, ensuring quality assurance. Manage and update client profiles in Salesforce, Segment, and the in-app system. Monitor sales calls and log all client interactions, ensuring seamless CRM updates. Matchmaking Maintain a portfolio of matchmaking clients, conducting weekly check-ins (via phone, text, email, video call, or in-app messaging) and facilitating coaching sessions as needed. Match clients based on compatibility, relationship goals, and preferences. Ensure that client profiles and activity are kept up-to-date and accurate in the CRM. Coordinate dates for clients, making reservations and communicating details to each party. Track date schedules and ensure timely follow-up with clients and matches. Upgrade or renew matchmaking clients as appropriate to meet client's goals and needs. Other Responsibilities During the launch phase, embrace an all-hands-on-deck approach, assisting with various tasks as needed, including: coaching, profile reviews, recruiting matches for clients (both inside and outside the app), and light event planning. Attend launch/recruiting events in your region. QUALIFICATIONS At least five years of proven success in sales and/or matchmaking. A proven track record of working successfully with high-end clients in the matchmaking industry, including coaching experience. Coaching certification a plus. Strong client service background and ability to create and maintain a positive team environment. Experience working in both face-to-face and remote environments. Excellent interpersonal, communication, and conflict resolution skills. Proficiency with technology, including CRM systems (especially Salesforce), Outlook, and softphone technology, with a willingness to learn new systems. Ability to multitask and manage client and team relationships in a fast-paced, tech-driven environment. Organized, detail-oriented, and thorough in documenting interactions. Demonstrated leadership competency and the ability to continuously improve professional skills through self-education, training, and webinars. COMPENSATION Base salary is commensurate with experience. Total compensation includes base plus commissions/incentives. Total comp range: $75k-$175k

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