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Grapefruit

Chicago, US · Founded 2021 · 195 employees on LinkedIn · 9 known investors

Find your way into Grapefruit

229 people in our graph share verified history with the Grapefruit team — schools, employers, funds. One of them is your warm intro.

Steve Sargeantunlockedknows Eric Alvarez · together at United States Air Force (overlapped)
×10knows the team · via United States Air Force
knows the team · via Rush University

Grapefruit Health provides healthcare organizations with a workforce of trained clinical students—recruited from pre-med, nursing, pharmacy, social work, and similar programs—who are integrated into care team workflows to close care gaps and address staffing shortages. It handles recruiting, vetting, training, and quality assurance for these students, who serve as "Patient Champions" for healthcare provider clients in the US.

Also known as Grapefruit Health

Founders & leadership

Grapefruit was founded in 2021 by Eric Alvarez.

EAEric Alvarez
Eric AlvarezinFounder & CEOEric Alvarez is founder and CEO of Grapefruit Health, a healthcare staffing company that recruits and deploys clinical students to healthcare organizations. He previously served as Chief Operating Officer of Fibroblast, a SaaS healthcare platform acquired by Cerner, and held health system administration roles at Northwestern Medicine and the University of Chicago Medicine.
AP
Ashley Prentice
ML
Mark Luy
AS
Alex Segovia
LP
Lyndsey Powell
BH
Brandon Hedgspeth

Investors · 9

Also in the syndicate · 3

LitquiditySweaterThe Fund Midwest

Reported raises · per SEC filings

Form D private placements

$400K disclosed across 1 of 2 rounds · 2022–2023

$400KraisedOct 2022 · 3 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Eric AlvarezExecutive Officer, Director
Offering amount
$1.5M
Amount sold
$400K
First sale
Aug 2022
Incorporated
Corporation, Delaware, 2021
Federal exemptions
06b
Full filing on SEC EDGAR ↗

Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.

Company profile

researched Aug 2026

Grapefruit Health is a Chicago-based, business-to-business tech-enabled services company that recruits, trains, manages and deploys a workforce of clinical students to perform lower-acuity, high-volume patient outreach work for healthcare organizations. The company positions itself as a response to the US healthcare workforce shortage, citing a projected shortfall of 3.2 million healthcare workers by 2026 alongside clinician retirement, burnout and a shortage of preceptorships and internships in clinical education programs.

The service covers the full workflow: students are onboarded and trained in the specific tasks and protocols of the client organization; a platform matches patients with students who share their background and language; and assigned students conduct scheduled screenings and follow-ups by telephone, documenting the interactions in the company's system. Grapefruit Health describes the platform as HIPAA-compliant and its documentation environment as HITRUST- and SOC 2 Type 2-aligned. The stated aim is to let client clinicians work at the top of their license by offloading routine care-gap closure tasks, while giving students paid hands-on experience they typically would not receive during unpaid clinical rotations. The company also frames the arrangement as a hiring channel, since client organizations can later recruit students who have already worked with them.

Founding story

Founder and CEO Eric Alvarez is a Chicago-born military veteran with a master's degree from Rush University's health administration program. He previously led clinical and non-clinical teams of more than 100 full-time equivalents at the University of Chicago and Northwestern, then worked at a startup that was later acquired by a large electronic medical record company. His recurring work coaching and mentoring clinical and non-clinical students informed the company's original value proposition.

Business model

Grapefruit Health sells student-patient interactions and telephonic outreach to healthcare systems on a B2B basis, with pricing described as success-based and set at $5 per interaction. Students are engaged as contractors and paid stipends of roughly $500 to $1,000 for their work rather than salaries or benefits, which the founder ties directly to the company's ability to keep client pricing low and serve underserved patient populations.

Per-interaction fees charged to healthcare provider clients ($5 per student-patient interaction), described as success-based pricing for care gap closure.

Traction

Client testimonial from the Director of Healthcare Business Development & Operations at NEIS describes Grapefruit Health supporting post-hospital follow-up and continuity of care. As of the September interview, the company described itself as on the cusp of reaching revenue and planning an additional foundational hire.

Latest developments

Following the June 2023 pre-seed round, the company reported growing interest from family funds and strategic investors, a near-term goal of reaching revenue, and an imminent offer for another senior hire.

Full profile — market position, technology, go-to-market, geography, history, risks & controversies

Market position

Positions itself against recruiting firms and travel nursing agencies, which the founder characterizes as raising costs for provider organizations, by tapping a pool of roughly 1 million people pursuing clinical education in the US as a lower-cost, scalable labor supply.

Uses clinical students as a labor pool rather than recruiters or travel staffing agencies, enabling a stated $5-per-interaction price point; matches patients to students by shared background and language; pays students for experience that is normally unpaid in school-based clinical rotations, giving clients a downstream recruiting pipeline.

Technology

A tech-enabled platform described as HIPAA-compliant that analyzes patient data to pair each patient with a student sharing their background and language, supports scheduled outreach workflows, and captures documentation in a system the company describes as HITRUST/SOC 2 Type 2. Human outreach is supplemented by automation.

Go-to-market

Healthcare systems and provider organizations in the United States needing high-volume, low-acuity care gap closure, patient screenings and post-hospital follow-up; on the supply side, students enrolled in clinical education programs seeking paid hands-on experience.

Geography

Headquartered in Chicago, Illinois, serving healthcare organizations in the United States and mobilizing local clinical students.

History

The company raised $1.3 million in pre-seed funding announced in June 2023 from a group of institutional and angel investors. It has been supported by Chicago-area startup organizations, including MATTER, which provided workspace, programming and mentor access, and Tech Rise/P33, whose people's choice award carried $25,000. It also received a grant from the inaugural Google for Startups Latino Founders Fund.

Risks & controversies

The founder identified potential federal reclassification of independent contractors, including codification of California's ABC test, as a risk to the model, noting the company believes it could operate under California-style rules but that a requirement to provide benefits to student contractors would be difficult. He also described capital raising as extremely difficult, with more than 80 investor meetings held from early May onward, a short runway absent new funding, and investors leveraging that position.

Compiled by commissioned research from 8 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
HeadcountAug 2026195
Investor meetings held since early MayJan 202380 meetings
Price per student-patient interactionJan 2023$5
Student stipend per engagementJan 2023$500 to $1,000

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Timeline · 3

launches, deals, and filings
Jun 2023
Grapefruit Health raises $1.3M pre-seed round

Chicago-based patient engagement platform raised $1.3 million in pre-seed funding with participation from Antler, GoAhead Ventures, Hustle Fund, Litquidity, LongJump Ventures, SUM Ventures, Sweater, The Fund Midwest and others.

$1.3M source ↗

Jan 2023
Grant from inaugural Google for Startups Latino Founders Fund

The company received a grant from the first cohort of the Google for Startups Latino Founders Fund, which included funding tied to use of Google Cloud Platform plus network and founder support.

source ↗

Jan 2022
Tech Rise/P33 people's choice award

Founder and CEO Eric Alvarez won the people's choice award from Chicago organization Tech Rise/P33, receiving $25,000 and introductions to venture capital funds.

$25K source ↗

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

In the news

Research sources · 8

primary sources listed

8 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does Grapefruit do?
Chicago-based B2B platform that trains and deploys clinical students to close care gaps for healthcare organizations.
Who founded Grapefruit?
Grapefruit was founded by Eric Alvarez in 2021.
Who are Grapefruit's investors?
Grapefruit's investors include Everywhere Ventures, GoAhead Ventures, LongJump Ventures, Antler, Hustle Fund, Sum Ventures.
How much funding has Grapefruit raised?
Grapefruit has disclosed $400K raised across 1 of its 2 known rounds.
Where is Grapefruit headquartered?
Grapefruit is headquartered in Chicago, US.