Together Software
Summer 2019AcquiredLearn from the experts at your company.
Pressure-test this opportunity
Turn this teardown into a decision-ready prompt for ChatGPT, Claude, or your agent.
Learn from the experts at your company.
Turn this teardown into a decision-ready prompt for ChatGPT, Claude, or your agent.
If you only have a few minutes to spare, here’s what investors, operators, and founders should know about Together Software (S19).
Together Software turned corporate mentoring from a spreadsheet project into enterprise software. Founded in Toronto in 2018 by former Boston Consulting Group colleagues Matthew Reeves and Nathan Goldstein, the Summer 2019 YC company gave L&D teams tools to register participants, match mentors and mentees, guide meetings, connect calendars and HR systems, and measure a program.[1][2]
Together reached its acquisition while generating millions in annual recurring revenue, growing, and operating at cash-flow neutrality.[5] The exit shows a strategic pattern in the category. Mentoring software is valuable on its own, but it becomes a stronger distribution and data fit inside the learning system that already owns the enterprise buyer. Absorb kept Together running, then embedded its capabilities into Absorb LMS in October 2025.[10]
Image 1 / 2
Reeves and Goldstein met at BCG, where both experienced an unusually well-funded professional-development system. Their starting insight came from the contrast between that institution and ordinary companies. In a 2022 founder essay, Reeves wrote: “We thought there was an opportunity to bring the same professional development to all companies in a scaled way through software.” He followed with a blunter market observation: “We didn’t see any meaningful solutions available so we set out to build one.”[2]
The pair started Together in 2018 and joined YC the next year. YC currently lists Reeves as the active founder, while Reeves's own account names Nathan as co-founder and BetaKit later identified Goldstein as co-founder and head of product. Together's first product focused on formal enterprise mentoring. Large companies often had willing mentors, employees seeking guidance, and an HR leader sponsoring the program. The operational glue was missing. Administrators collected forms, made subjective spreadsheet matches, chased scheduling, and struggled to tell whether relationships continued.
Together encoded that playbook. Registration gathered goals and experience. A configurable matching system recommended pairs. Calendar and identity integrations removed setup work. Meeting agendas and reminders gave each relationship a cadence. Surveys and reports showed the administrator where participation had stalled.
Remote work widened the story. The company argued in 2022 that informal learning had once happened through proximity and now needed explicit digital support. Its roadmap expanded toward group learning, subject-matter expert discovery, and peer connection.[2] That broadened Together from a mentoring administrator into a social-learning layer, the product position that later attracted an LMS acquirer.
Together served two experiences. An L&D administrator designed a program, imported employees, chose registration questions, set match criteria, scheduled communications, and monitored results. Employees completed profiles, received or selected a match, booked sessions, followed agendas, set goals, and answered surveys.
The matching layer was configurable because programs pursue different goals. A leadership program might prioritize role and seniority. An employee-resource group might weight shared experience. A reverse-mentoring program could deliberately cross generations or job levels. Templates let the administrator start with a known format and then change questions, content, and rules.[3]
Read the complete post-mortem, the rebuild playbook, and the exact reasons Together Software is still worth studying now.