Posted Jul 9, 2026

Dating Expert (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 is an experienced, self-sufficient sales professional comfortable working with high-end clients in a dynamic, team-oriented environment. In this remote role, you will work alongside a team of sales reps, profile reviewers, and matchmakers, occasionally stepping into the review of profile reviewers or matchmaking coaches during our launch phase. This role is an all-encompassing dating expert to help drive revenue, scale our customer base, and build our brand.

KEY RESPONSIBILITIES

QUALIFICATIONS

COMPENSATION

Base salary is commensurate with experience. Total compensation includes base plus commissions/incentives.

Total compensation $75k-$175k.

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