Chapter, a US company that helps older Americans pick Medicare coverage, has acquired Hively, a membership platform that puts retirees into small online peer groups. Dealroom reported the deal on October 28, 2026. The value was not disclosed.
Hively co-founders Angela Gu and Jenn Kim are joining Chapter, along with the facilitators who ran Hively's group sessions. At Chapter they will build a community programme called Chapter Community.
Hively's own website now tells visitors that the company is joining Chapter and that, following the acquisition, it is moving to a new home online. It directs members to upcoming programming on Chapter's site at chapter.com/community, which suggests the Hively service will continue under the Chapter name rather than as a separate brand.
What Hively built
Hively described itself as a private membership network for people working out what to do after they stop working. Dealroom called it a personalised retirement navigation and membership platform that offered group curriculums for the move out of work and peer-support discussions.
The core of the service was the cohort. New members were matched with a group of eight to 12 peers going through retirement at the same time, and each group met online to trade ideas and talk through topics together. Members could also join online discussions led by outside experts or by other members, on subjects that the site said ranged from travel to Medicare.
Beyond the groups, Hively offered a library of resources and a set of offers and services that other members had recommended. The site let people sign up for free; it did not list prices for paid tiers. It displayed a badge from the AARP AgeTech Collaborative, and a banner on the homepage welcomed new members in Boston.
Testimonials on the site, which Hively said came from real participants, described the cohorts as a way to find community and support from people facing the same change.
The founders
Gu and Kim met as students at Harvard Business School and went on to start Hively together, according to Dealroom. Neither the report nor Hively's site said when the company was founded, where its team was based, how many people it employed or whether it had raised outside money.
Gu said joining Chapter would let the team "scale at a much faster pace with the resources that Chapter has," Dealroom reported. Hively had operated as a small membership service; Chapter brings an existing base of older customers that a community programme can be offered to.
Why Chapter is buying
Chapter started six years ago as a Medicare advisory business and now supports more than 500,000 enrollees, according to Dealroom. Its licensed advisors give seniors guidance on choosing Medicare plans, and the company uses AI tools behind those advisors, who stay involved in each decision, it said when it announced its previous acquisition.
Chief executive and co-founder Cobi Blumenfeld-Gantz wants to turn the company into a wider platform for retirees covering what he called "health, wealth and purpose." He placed Hively in the third category, saying the startup was "very much in that purpose bucket, and it just seems like a natural fit."
The company has money to spend on that plan. Chapter raised a $100 million Series E round in April, Dealroom reported, and Hively is its second acquisition in October. On October 22 it announced the purchase of Ridgeway, an applied AI startup founded by former OpenAI engineer Hamza Mostafa, who had worked on ChatGPT Agent and ChatGPT Deep Research. Ridgeway had raised $2.8 million from Emergence Capital and Susa Ventures, and Mostafa and members of his engineering team joined Chapter to build AI products for retirees. The terms of that deal were also not disclosed.
Taken together, the two deals add an engineering team and a community programme to a company whose core business has been advice on Medicare plans. Dealroom described the Hively purchase as part of Chapter's move from a specialist Medicare business toward a wider set of retirement services.
Loneliness and a growing market
The market Chapter is targeting grows every year. About 4 million Americans turn 65 annually, Dealroom noted, a group that forms Chapter's pool of potential new customers each year.
The social side of retirement is also a health issue. One in three older adults report feeling lonely, and one study found that nearly one in three retirees experience depression, according to the report. Hively's small, recurring peer groups were designed to address that gap by connecting people who had recently left work.
Chapter did not say whether Hively members will pay for Chapter Community, whether it will be open to people who do not buy Medicare coverage through Chapter, or how many Hively members are moving over. Dealroom's report credited Fierce Healthcare as its original source.
