UpsideHoM
Techstars '20Fort Lauderdale, US · Founded 2020 · Delaware corporation · 54 employees on LinkedIn · 5 known investors
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Upside provides end-to-end housing stabilization services for individuals experiencing housing instability within healthcare settings, serving health plans, employers, and their members across Medicaid, Medicare, and employer coverage. The company coordinates case management, local navigation, and community partnerships to resolve complex housing situations and improve health outcomes.
Also known as Upside · UpsideHom · UpsideHōM
Founders & leadership
UpsideHoM was founded in 2020 by Jake, Peter Badgley, and Jacob Rothstein.


Board

Investors · 5
How we know: the company's own site · Not right? Tell us
How we know: Flare Capital Partners's portfolio page · Not right? Tell us
How we know: the Techstars portfolio · open dataset · Top 3000 Accelerator Startups (no YC) 2026-08 · open dataset · 5k.vc investor directory · Not right? Tell us
Reported raises · per SEC filings
Form D private placements$8.7M disclosed across 3 of 4 rounds · 2021–2025
▶$425KraisedJan 2026 · 5 investors · ResidentialRule 506(b)
- Jacob S RothsteinExecutive Officer, Director
- Aaron HolidayDirector
- Peter D BadgleyExecutive Officer, Director
- Offering amount
- $500K
- Amount sold
- $425K
- Minimum investment
- $25K
- First sale
- Dec 2025
- Incorporated
- Corporation, Delaware
- Federal exemptions
- 06b
▶$500KraisedOct 2024 · 2 investors · ResidentialRule 506(b)
- Peter BadgleyExecutive Officer, Director
- Aaron HolidayDirector
- Jacob RothsteinExecutive Officer, Director
- Offering amount
- $2M
- Amount sold
- $500K
- Minimum investment
- $250K
- First sale
- Oct 2024
- Incorporated
- Corporation, Delaware, 2020
- Federal exemptions
- 06b
▶$7.8MraisedApr 2022 · 17 investors · ResidentialRule 506(b)
- Jacob S RothsteinExecutive Officer, Director
- Peter D BadgleyExecutive Officer, Director
- Offering amount
- $7.8M
- Amount sold
- $7.8M
- Minimum investment
- $5K
- First sale
- Apr 2022
- Incorporated
- Corporation, Delaware, 2020
- Federal exemptions
- 06b
▶$2MofferedMar 2021 · Other TechnologyRule 506(b)
- Peter D BadgleyDirector
- Jacob S RothsteinDirector
- Offering amount
- $2M
- Minimum investment
- $50K
- Incorporated
- Corporation, Delaware, 2017
- Federal exemptions
- 06b
Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.
Company profile
researched Sep 2026Upside, founded in 2020 as UpsideHom, is a Fort Lauderdale, Florida company that works on housing for older and vulnerable adults. Its original model was described as "deconstructed senior living": rather than building or converting a dedicated facility, the company leased or purchased studio to three-bedroom units in existing amenity-rich condo and apartment buildings and subleased them to older renters, either alone, with friends, or with roommates matched through proprietary matching software. Base rents bundled furnished common areas, housekeeping, cable, electricity and maintenance, along with twice-weekly Papa Pals companionship visits, with optional add-on services. Residents were typically aged 60 to 85, and the company screened and interviewed applicants by video or in person before placement.
In September 2022 the company, then operating as Upside, launched Upside+, extending its offering with certified caregivers providing non-clinical care management in members' apartments, referrals to physicians and specialists, meals and transportation, delivered in partnership with home care agency TheKey. Rates were all-inclusive and typically around $6,000 per month, with members able to add, decline or pause individual services.
Upside currently presents itself as a housing-stability platform for health plans, health systems and employers. Members are identified by referral or by system flags indicating risk, then assigned a "Care Guide" who builds a housing plan covering where the member could live, assistance with deposits and move-in costs, and the steps required, and who stays engaged until the housing situation is resolved. The company states coverage across all 50 states on a 24/7 basis, a network of more than 750,000 properties, and multilingual care guides, and it publishes free plain-language housing guides on eviction, deposits and moving, affordable housing, senior downsizing and local resources.
Founding story
Jake Rothstein traced the idea to his own family: after his grandfather died, his 87-year-old grandmother was living alone in a large four-bedroom house with stairs that had become difficult after knee-replacement surgery. The family sold the house and moved her to an apartment in the same neighborhood, near her doctors and grandchildren, and Rothstein found himself driving her at night and logging into her bank each month to manage a scattering of utility and rent bills. He concluded that many older adults do not need hands-on personal care but do need bundled supportive services, a single trusted point of contact and one monthly bill, and framed the goal as aging in "the right place" rather than aging in place. He also observed that his grandmother and her friends, many widowed or divorced, disliked living alone but wanted to retain independence. UpsideHom was his fifth company; he previously co-founded Papa with his cousin Andrew Parker.
Business model
Upside began as an operator of furnished, service-bundled apartments for older adults: it bought or leased units in existing amenity-rich condo and apartment buildings and subleased them to individual renters, either as private studios/one-bedrooms or as shared two- to three-bedroom apartments with matched roommates. The base monthly price bundled furnished common areas, housekeeping, cable, electricity, maintenance and twice-weekly Papa Pals visits, with optional paid add-ons such as meal delivery, transportation, entertainment and concierge services. In 2022 it layered on Upside+, an all-inclusive service tier including caregiving. The current model is business-to-business: health plans, health systems and employers contract for housing-stabilization services delivered to their members at no cost to the member.
Initially rental revenue from subleasing units to residents, supplemented by referral-style fees paid by discounted vendors, with rooms starting at about $1,500 per month and optional services billed as add-ons. The Upside+ tier used all-inclusive monthly rates of roughly $6,000 that varied with the services selected. Third-party research classifies the company's revenue as recurring.
Traction
In 2020 the company reported growth of roughly 20% week over week, homes across Florida, residents aged 60 to 85 with more than 30% male, and less than $1 million raised. By September 2022 it operated in 78 markets across 22 states, and said nearly a third of members had requested a care option like Upside+. Third-party research lists 17 employees as of February 2024.
Latest developments
Upside has shifted its public positioning to housing stabilization for healthcare organizations, describing a Care Guide-led intake, planning and navigation process delivered at no cost to covered members, coverage in all 50 states around the clock, and a network of more than 750,000 properties.
▸Full profile — market position, technology, go-to-market, geography, history, risks & controversies
Market position
The company positions itself between traditional senior living and independent housing, describing its original model as "deconstructed senior living" for the roughly 90% of older adults who say they want to age outside an institutional setting, and targeting people who have considered independent or assisted living and rejected it. Management said it had no near-term plans to enter traditional senior living. Comparable companies identified in third-party research include Hyatus Stays, Better Coliving, Nursesbnb and Social Spaces.
Rather than developing purpose-built senior housing, the company placed older adults into units within existing multi-generational apartment and condo buildings, which it said allowed a wider range of price points and faster geographic expansion, and offered co-living arrangements that reduced cost while addressing isolation. Proprietary roommate-matching software combined with human screening interviews supported placements, and the company was building its own property management system during the Techstars program. In its current healthcare-facing form, the company emphasizes solve-to-completion navigation by a named Care Guide rather than a referral hand-off or list of resources, a human-led process supported by AI, and round-the-clock nationwide coverage.
Technology
The company developed proprietary roommate-matching software used to screen applicants and pair them by interests and living styles, and during the Techstars program was building an internal property management system. Its current platform combines smart intake — accepting referrals and flagging members heading toward a housing crisis — with human Care Guides, described as a human-first approach strengthened by AI.
Go-to-market
In its co-living phase the company reached residents primarily through inbound phone inquiries, and used content generation, press and media outreach, and engagement with industry thought leaders, large organizations, government bodies, health systems and payers to educate the market about an unfamiliar model. It also connected residents to the community through partnerships with Jewish Community Centers and local YMCAs. Its current go-to-market is partnership-led, inviting health plans, health systems and employers to contract for member housing stabilization, while offering free public housing guides and a direct intake path for individuals.
Originally older adults, typically aged 60 to 85, who wanted to live independently rather than in an institutional setting, including those seeking roommates or shared apartments. Today the company markets to health plans, health systems and employers, serving their members across Medicaid, Medicare and employer-sponsored coverage, and also provides free guidance to individuals facing eviction, move-in cost barriers, affordable housing searches or senior downsizing.
Geography
Headquartered in Fort Lauderdale, Florida. The company launched in the South Florida region in 2020 with locations across Florida, including Boca Raton, and planned entries in Raleigh and Atlanta. By September 2022 it operated in 78 markets across 22 states, with a stated goal of adding 100 new U.S. markets. Its current site states coverage in all 50 states, 24/7/365.
History
Jake Rothstein and Peter Badgley launched UpsideHom in February 2020 in Fort Lauderdale, Florida, initially offering turnkey co-living apartments for older adults in Florida with expansion planned to Raleigh and Atlanta. The company joined the first cohort of the Techstars Future of Longevity Accelerator, a 13-week remote program run with Pivotal Ventures, which ended with a demo day on December 8, 2020. By September 2022 the company, by then operating as Upside, was active in 78 markets across 22 states and targeting 100 new U.S. markets, and it launched the Upside+ service tier with home care partner TheKey. The business subsequently repositioned toward healthcare payers and employers, marketing nationwide housing-stability navigation rather than senior co-living units.
Risks & controversies
The founders described market education and trust-building as the central challenges: the concept was unfamiliar to partners, vendors and prospects, and moving is a high-stakes, often one-time decision for less mobile or financially constrained older adults. The company initially required 12-month commitments, partly due to Covid-19, limiting flexibility for residents.
Compiled by commissioned research from 6 cited public sources — announcements, filings, and press listed under research sources below.
Key figures
latest reportedCompany-reported or press-reported figures, each dated to when it was claimed — not independently audited.
Related companies · 5
Companies working in the same space as UpsideHoM.
Timeline · 4
launches, deals, and filingsUpside partnered with TheKey (formerly Home Care Assistance) to deliver the caregiving component of Upside+.
Upside launched Upside+, adding certified caregivers for non-clinical care management in members' units, plus referrals to physicians and specialists, meals, transportation and Papa Pals access. All-inclusive rates were described as usually around $6,000, with services able to be added, dropped or paused.
The company, previously known as UpsideHom, began operating under the name Upside.
UpsideHom joined the inaugural Techstars Future of Longevity Accelerator, a 13-week remote program run with Melinda Gates' Pivotal Ventures, alongside nine other companies; demo day was held December 8, 2020.
Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.
Legal entities · 1
corporate structure▸Research sources · 6
primary sources listed
- UpsideHoMjoinupside.com · web
6 public sources were cited for this profile; the first-party ones are listed here.
Frequently asked questions
- What does UpsideHoM do?
- Fort Lauderdale company providing housing stabilization and navigation services for health plans, health systems and employers.
- Who founded UpsideHoM?
- UpsideHoM was founded by Jake, Peter Badgley, Jacob Rothstein in 2020.
- Who are UpsideHoM's investors?
- UpsideHoM's investors include 645 Ventures, Equitage Ventures, L.L.C., Flare Capital Partners, Techstars, Freestyle Capital.
- How much funding has UpsideHoM raised?
- UpsideHoM has disclosed $8.7M raised across 3 of its 4 known rounds.
- Where is UpsideHoM headquartered?
- UpsideHoM is headquartered in Fort Lauderdale, US.



