What Does Pillsy Do?

Total employees20
HeadquartersSan Mateo
Founded2015

Pillsy was an innovative health technology company focused on improving medication adherence through smart pill bottles and an accompanying mobile application. Their core product, the PillsyCap, automatically tracked when users took their medication, sent intelligent reminders, and allowed for sharing adherence data with caregivers or family members. The company aimed to reduce the significant health and economic burdens associated with medication non-adherence. In August 2019, Pillsy was acquired by OptimizeRx (NASDAQ: OPRX), a digital health company connecting life sciences organizations to patients and providers. Pillsy's technology has since been integrated into OptimizeRx's platform to enhance patient support and engagement solutions.

Where Is Pillsy's Headquarters?

HQ Function

Pillsy's headquarters served as the central hub for product development, software engineering, marketing, sales, and administrative operations for their smart medication adherence solutions.

Notable Features:

As a startup, the headquarters likely featured a collaborative, open-plan office space designed to foster innovation and rapid iteration, typical of tech companies in the Bay Area.

Work Culture:

The work culture at Pillsy was likely dynamic, mission-driven, and focused on solving a significant healthcare challenge. It would have emphasized innovation, user-centric design, and a fast-paced environment.

HQ Significance:

The headquarters was significant as the birthplace of Pillsy's core technology and the center from which they launched their efforts to combat medication non-adherence before being acquired.

Values Reflected in HQ: The (presumed) office environment would have reflected values such as innovation, collaboration, patient-centricity, and technological advancement.

Location:

While Pillsy as a standalone entity was primarily US-focused, its technology, now integrated into OptimizeRx's platform, contributes to solutions that can support patients and healthcare providers globally. OptimizeRx has a broader reach, enabling digital health solutions across various markets, though its primary operations are in the United States.

Street Address:

Specific street address pre-acquisition is not readily available, common for startups. Historically, they were listed in San Mateo.

City:

San Mateo

State/Province:

California

Country:

USA

Where Else Does Pillsy Operate Around the World?

N/A

Address: N/A

N/A

Buying Intent Signals for Pillsy

Highperformr Signals uncover buying intent and give you clear insights to target the right accounts at the right time — helping your sales, marketing, and GTM teams close more deals, faster.

Notable news
Hiring actively
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance
*Example signal, not calculated in real time

Who's Leading Pillsy? Meet the Executive Team

As of April 2025, Pillsy' leadership includes:

Jeff LeBrun - Co-founder & CEO (at Pillsy)
Chuks Onwuneme - Co-founder & CTO (at Pillsy)
Otto Sipe - Co-founder & COO (at Pillsy)

Who's Investing in Pillsy?

Pillsy has been backed by several prominent investors over the years, including:

Techstars
Plug and Play
HC9 Ventures
Bioverge

What Leadership Changes Has Pillsy Seen Recently?

Hire0
Exits0

Pillsy was acquired by OptimizeRx in August 2019. Therefore, there have been no Pillsy-specific executive hires or exits in the last 12 months as it no longer operates as an independent entity. Key leadership transitioned or departed at the time of acquisition.

Departures

Pillsy Leadership Team, Following the acquisition by OptimizeRx, the original Pillsy executive team either integrated into OptimizeRx or pursued other ventures.

What Technology (Tech Stack) Is Used byPillsy?

Discover the tools Pillsy uses. Highperformr reveals the technologies powering your target accounts — helping your sales, marketing, and GTM teams prioritize smarter and close faster.

Pillsy Email Formats and Examples

Prior to its acquisition, Pillsy likely used common startup email formats. As the company is now part of OptimizeRx, these formats are historical and emails to @pillsy.com would likely not be actively monitored or functional.

[first_initial][last]@pillsy.com or [first].[last]@pillsy.com

Format

jdoe@pillsy.com or john.doe@pillsy.com

Example

5%

Success rate

What's the Latest News About Pillsy?

PR Newswire • August 06, 2019

OptimizeRx Acquires Pillsy, Leading Provider of Digital Patient Adherence Solutions

OptimizeRx announced its acquisition of Pillsy, a digital health company known for its smart pill bottle technology. The acquisition aimed to enhance OptimizeRx's patient engagement platform by integrating Pillsy's adherence solutions....more

MobiHealthNews • August 6, 2019

OptimizeRx buys smart pill bottle company Pillsy for $7.3M

OptimizeRx acquired Pillsy and its smart pill bottle adherence technology for approximately $7.3 million in cash and stock. This move was intended to bolster OptimizeRx's offerings in patient medication adherence....more

TechCrunch • February 15, 2017

Pillsy smart cap and bottle reminds you to take your meds

An early article highlighting Pillsy's product, a smart pill cap and bottle system designed to help users remember to take their medication through alerts and tracking via a connected app....more

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