Connect with our team

Chief executive officer

Mark Gregory

Mark Gregory, CEO

Bringing decades of IT experience, Mark founded a computer support company in 2001 (later know as IT Kauai) to help Kauai businesses more fully utilize network and Internet technology. Mark has worked at Intuit, Lotus, IBM, and Arbor. 


Steve Massaro

Steve Massaro, President

Steve became part owner in 2008 after his IT company merged with IT Kauai. Steve began in IT over 20 years ago and holds several Microsoft, CompTIA, ZyXEL, and 3CX certifications.

chief operating officer

Sandy Kappe

Sandy joined IT Kauai in August 2020 and she specializes in building effective, collaborative teams. She brings over 30 years of executive leadership experience within the IT industry. Sandy splits her time between Kauai and Houston, Texas. 

vp of client services

Brad Sato

Brad Sato, VP

Brad joined IT Kauai in 2012 after earning a degree in Computer Information Systems from El Camino College. Brad has nearly a decade of industry experience and was promoted in May 2016 to the executive team. 

oahu office lead

Logan Alcott

Logan manages IT Kauai’s clients on Oahu from our office in downtown Honolulu. He is a 3CX Certified Engineer and is working on his CompTIA Network+ certification. Originally from Wisconsin, his family moved to Kauai in 2001. Logan previously worked at Blackhawk Security and Omao Tech. Outside of work, he dabbles in robotics.

Account specialist

Matt Jenkins

Matt Jenkins

Matt joined IT Kauai in June 2016. He graduated from Columbia International University and had previous experience as an AV and IT technician. Matt is a certified 3CX Intermediate Phone System Engineer. He specializes in networking, system administration, and cloud engineering.

level 2 engineer

Griffin Madden

Griffin joined IT Kauai in August 2019 and brings 10 years of hardware and software experience. Originally from Indianapolis, he moved to Kauai in 2010 and previously worked as an Apple Certified Macintosh Technician. He has a degree in Electronics Technology and plans to further his education at University of Hawaii West Oahu. Currently, Griffin is part of the Support Team.

support technician

Orion Clark

Orion joined the support team at IT Kauai in September of 2020.  He was born and raised on Kauai and brings previous IT experience. Outside of work, Orion enjoys building specialty PCs.

SUPPORT technician

Jake Reilly

Jake grew up on Kauai and joined the company in October 2020 as a part of the Projects team. He previously worked as an Apple Certified Technician and has been building and repairing desktops for several years. Outside of work, Jake trains at his local athletic club and participates in statewide fitness competitions.


SUPPORT technician

Jonathan Schmerfeld

Jonathan joined IT Kauai in 2021 as a support technician.


Project Engineer

Jonah Plemer

Jonah grew up on Kauai and joined the company in October 2018 as a part of the Support team. He transitioned to the Projects team as Lead Project Engineer and is a 3CX Advanced Certified Engineer. Jonah served as an Infantryman in the US Marine Corps for 5 years. He was deployed to various parts of West Africa and achieved the rank of Sergeant before returning to Kauai.


project technician

Darren Curammeng

Darren joined IT Kauai in November of 2020 on the Projects Team. He has 20 years of computer maintenance, support, and network installation.  Born and raised on Kauai, he enjoys spending time with family and drawing .

Project admin

Julia Massaro

While on a summer break from her business studies, Julia became an intern at IT Kauai in 2019 and worked on software implementation. She rejoined the team in May 2020 as a marketing admin, and joined the projects team in January 2021. She has MOS PowerPoint and Excel certifications.


hr and accounting manager

Denise Hawthorne

Denise Hawthorne

Denise oversees all of Accounts Payable, Accounts Receivable, Procurement, Payroll and Human Resources. She has been a Kauai resident for over 25 years and joined IT Kauai in November 2007. With over 27 years of industry experience working for companies like Maxim Healthcare and Pahio Resorts, Denise helps manage our office administration to keep things running smoothly. Outside of the office, Denise balances her time between family and community volunteering. 


sales admin

Esther Yadao

Esther Yadao
Esther joined our Support Team in March 2019. She has now moved on to be our Sales & Contracts Admin. Born and raised on the island, she has a degree in Office Administration and Technology from Kauai Community College. She has over 8 years of IT service desk experience from working at ASICS America Corporation and  Oakley, and has sales experience at Spectrum. She enjoys spending time with her kids and shopping in her free time. 

Support technician

Carlos Cardenas

support technician

Sameer Khatri

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