HighRoads acquired by Harris Healthcare

Overview

Client & Transactional Partners HighRoads
Harris Healthcare
Our Role Sell-Side Advisor

Summary

Cain Brothers, a division of KeyBanc Capital Markets, served as exclusive financial advisor to HighRoads in its sale to Harris Healthcare, a subsidiary of Constellation Software (TSX: CSU).

Cain Brothers was engaged based on its long-standing relationship with the company and deep experience advising healthcare technology companies. Harris Healthcare, a global software company providing software solutions across the healthcare sector, brings a strong track record of investing in and supporting the long‑term growth of software businesses. The transaction underscores Cain Brothers’ experience advising health tech companies and further strengthens the firm’s track record within payer technology.

HighRoads is a leading software platform that simplifies and automates health plan management for insurers and third‑party administrators. Founded in 1999, HighRoads addresses the growing complexity of benefits administration through a robust technology platform and domain expertise, helping customers improve efficiency, ensure regulatory compliance, and reduce administrative burden. HighRoads serves five of the 15 largest managed care companies in the U.S., including Elevance Health, Cigna and HCSC.

Harris Healthcare is a subsidiary of Constellation Software, a publicly traded vertical market software company that acquires, manages, and builds mission-critical software businesses across sectors, including healthcare, public sector, utilities, and more. Harris Healthcare acquires and manages healthcare technology businesses serving health systems and managed care companies throughout North America, Europe, Asia, and Australia.

“Cain Brothers, a division of KeyBanc Capital Markets” is a trade name of KeyBanc Capital Markets Inc., Member FINRA/SIPC. 

KeyBanc Capital Markets Inc. and KeyBank National Association (“KeyBank N.A.”) are separate, but affiliated companies. Securities products and services are offered by KeyBanc Capital Markets Inc. and its licensed securities representatives. Banking products and services are offered by KeyBank N.A.

Recent Deals

September 2026

creedence energy

a portfolio company of

towerarch capital

acquired by

monomoy capital

Sell-Side Advisor

creedence-energy-services
September 2026

trinity health system

a member of

commonspirit

acquired by

upmc

Sell-Side Advisor

trinity-health-system
September 2026

innovage

$92.5 Million

Follow-on Offering

Joint Bookrunner

innovage-completes-follow-on-offering
September 2026

glp

partnered with

asc

Exclusive Financial Advisor

glp-canada-ltd
September 2026

icario

acquired by

vitality

Sell-Side Advisor

icario-acquired-by-vitality
September 2026

Spirit Lake Tribe

$60 Million

Senior Secured Tax-Exempt Credit Facility (Secured by Health Services Revenues)

Sole Lender
Structuring Agent

spirit-lake-tribe
September 2026

adena

acquired

fmc

Buy-Side Advisor

adena-health-system-fmc
August 2026

mastec

$650 Million

Senior Notes

Senior Co-Manager

mastec-inc
August 2026

myers industries

divested

myers tire supply

to

lion equity partners

Exclusive Sell-Side Advisor

myers-tire-supply
August 2026

uhs

$600 Million

5.5% Senior Secured Notes due 2031

$500 Million

6% Senior Secured Notes due 2036

Senior Co-Manager

universal-health-services
August 2026

broadway imperial

Broadway & Imperial

$92.9 Million

Construction Loan, Permanent Loan, & Bond Underwriting

broadway-imperial
August 2026

gridstor - white tank

$220 Million

Senior Secured Credit Facilities

Coordinating Lead Arranger

gridstor-white-tank
August 2026

warhorse

$40 Million

Incremental Senior Secured Credit Facility

$340 Million

Aggregate Senior Secured Credit Facilities

Joint Lead Arranger
Joint Bookrunner
Syndication Agent

warhorse-gaming-llc
August 2026

ridge care

Portfolio of 6 seniors housing properties

acquired by

aventas

Exclusive Sell-Side Advisor

ridge-care-senior-living
August 2026

ameren illinois

$400 Million

First Mortgage Bonds

Active Joint Bookrunner

ameren-illinois-company
August 2026

safeway

a portfolio company of

cs industrial

acquired by

point 41

Exclusive Sell-Side Advisor

safe-way-garage-doors
August 2026

bookmark

acquired the Michigan assets of

villagemd

Buy-Side Advisor

bookmark-medical-village-medical
July 2026

avantus

$1.05 Billion

Corporate Credit Facility

Lead Arranger

avantus
July 2026

bdi

received a strategic growth investment from

kelso

Exclusive Financial Advisor

bearing-distributors-inc
July 2026

via

VIA

$16.5 Million

Freddie Mac (Floating-Rate Loan)

via
July 2026

pointe grand byron

Pointe Grand Byron

$44.9 Million

Freddie Mac (Floating-Rate Loan)

pointe-grand-byron
July 2026

mont 44

Mont 44

$16.6 Million

Freddie Mac (Floating-Rate Loan)

mont-44
July 2026

lithia springs estates

Lithia Springs Estates

$15 Million

Fannie Mae (Fixed-Rate Loan)

lithia-springs-estates
July 2026

evolution

and

true sports

combined and acquired by

o2

Advisor

evolution-physical-therapy
July 2026

strive medical

acquired by

cardinal health

Sell-Side Advisor

strive-medical-cardinal-health
July 2026

bethel retirement community

Bethel Retirement Community

$17.25 Million

Life Company

bethel-retirement-community
July 2026

brookdale portfolio

Brookdale Portfolio

$185 Million

Freddie Mac (Fixed-Rate Loan)

brookdale-portfolio
July 2026

villages of windcrest

The Villages of Windcrest

$11 Million

Life Company

the-villages-of-windcrest
July 2026

american greetings

a portfolio company of 

elliot

american greetings

$1.1 Billion

Revolving Credit Facility, Senior Secured Term Loan B, Senior Secured Notes

Joint Lead Arranger
Joint Bookrunner

american-greetings
July 2026

stop

Stop & Stor - Bay Ridge

$18 Million

CMBS Fixed-Rate Loan

stop-stor-bay-ridge
July 2026

myers industries

$500 Million

Senior Secured Credit Facilities

Joint Lead Arranger
Joint Bookrunner
Co-Syndication Agent

myers-industries
July 2026

little arrow outdoor resort

Little Arrow Outdoor Resort

$17.9 Million

CMBS Fixed-Rate Loan

little-arrow-outdoor-resort

Connect With Us

Find an Expert