Gio Olavarria

Gio Olavarria

Chief Revenue Officer @ Five Nines

About

I’ve spent my career helping organizations harness technology not just to operate better, but to serve people better. I believe the true measure of innovation isn’t in complexity, it’s in how seamlessly it empowers others to do their best work. What guides me is a simple set of principles: lead with curiosity, build with integrity, and stay accountable to the people you serve. My focus is on creating environments where technology fades into the background and purpose takes center stage, where teams can move with confidence and clarity.

Country

United States

City

Washington DC-Baltimore Area

Industry

Information Technology & Services

Skill

Technology Leadership, State and Local Government Sales, Federal Government Sales, IT Consulting, Software Development, Compiance, Growth Initiatives, Executive Team, Partner Engagement, Sales Meetings, Lead Qualification, Healthcare Industry, Network Building, Edtech, Corporate Fundraising, Technology Trends, Emerging Technologies, Key Performance Indicators, Financial Oversight, Customer Satisfaction

Experience

Five Nines

Chief Revenue Officer

Five Nines

LinkedIn
2025-12 - Present · 10 mos

We’re an independently-owned managed IT services provider with over 200 employees solely focused on IT. Small enough to care and large enough to respond in force to any issue. We put a high expectation on creating and maintaining relationships with our clients. Year over year, we maintain a customer happiness rating of 99% and a gold star rating of 97% following the remediation of a support request. When you call Five Nines, you’ll always be greeted by a friendly, knowledgeable, and helpful engineer who is dedicated to alleviating your stress and fixing your problems.

Imerzn

Member of the Board of Advisors

Imerzn

LinkedIn
2025-11 - Present · 11 mos
Imerzn

Chief Revenue Officer

Imerzn

LinkedIn
2024-1 - 2025-12 · 2 yrs

Embark on a journey like never before with our Tourist Guide – your digital compass to explore destinations, uncover hidden gems, and create unforgettable travel memories.

Forbes Business Development Council

Official Member - Managed Services

Forbes Business Development Council

LinkedIn
2023-3 - Present · 3 yrs 7 mos

Sharing insights with Forbes Business Development Council, an invitation-only organization for successful senior-level sales and business development executives.

GainSide, LLC

Vice President of Managed Services

GainSide, LLC

LinkedIn
2025-6 - 2025-11 · 6 mos

With a proactive, people-first approach, we offer IT management and cybersecurity solutions that keep your systems secure, efficient, and ready for growth. Our team of experts stands by your side, offering fast, responsive support without extra fees — helping you overcome IT challenges smoothly and confidently. If you need managed IT services, you need GainSide.

CloudSAFE

Senior Vice President of Sales

CloudSAFE

LinkedIn
2022 - 2023 · 1 yr

At CloudSAFE (a Focal Point Solutions Group Company), Customer Service means so much more. From the very first introductory call, you will notice the CloudSAFE difference. We always look out for our Customers’ best interests and never guide them to solutions that don’t fit their needs just to close a quick deal. To us, every sale is the starting line, not the finish line. We work hard daily to earn the privilege to call you a Customer. Perhaps most importantly, we maintain a staff of competent IT professionals that have dedication to our core values around Customer Service. Each member of our company feels personally responsible for our shared success.

Dataprise

Vice President, Sales & Alliances (Acquired by THP)

Dataprise

LinkedIn
2020 - 2021 · 1 yr

Washington DC-Baltimore Area

Dataprise

Director of Enterprise Design

Dataprise

LinkedIn
2018 - 2020 · 2 yrs

Washington D.C. Metro Area

Dataprise has been helping organizations throughout the United States manage their IT with our unique approach to technology management and consultancy solutions. As one of the nation's largest Managed Service Providers (MSP), our deep pool of certified engineers, subject matter experts, and IT support staff are ready to help your business grow and thrive. Whether you're a small, growing business or an enterprise-level organization, we have the right solution for you. Our customized managed solutions include but are not limited to strategic consulting, IT management, 24x7 help and support desk services, managed cloud services, web and mobile solutions, telecommunication services, managed security services, and emergency support.

iVenture Solutions

vCIO

iVenture Solutions

LinkedIn
2014 - 2017 · 3 yrs

iVenture is a Managed Services company. We offer the ultimate IT experience whether you are looking for us to manage your entire IT infrastructure or you want to utilize our private cloud hosting. We’re absolutely passionate about great service, the kind that makes a real difference in your day and in the life of your business. iVenture’s managed services and friendly support keep your systems and your people happy.

Bee Sprout Software Solutions

Vice President of Sales (Acquired by Rock Solid)

Bee Sprout Software Solutions

LinkedIn
2012 - 2014 · 2 yrs

Jacksonville, Florida, United States

With more than 20+ years of combined experience, Bee Sprout Software Solutions delivers scalable, functional and high-impact software that saves time and money for our customers. Our solutions will enable employees, improve processes and encourage collaboration.

Microsoft

Director of Sales - Public Sector

Microsoft

LinkedIn
2008 - 2012 · 4 yrs

When it comes to government, citizens want fast, easy access to services and greater return for their tax dollars. Government administrators are tasked with improving service levels without increasing budgets. Microsoft and our public sector partners understand the unique challenges that local governments face – limited resources to meet increasing expectations.

Microsoft

Education Sales & Program Manager - Public Sector

Microsoft

LinkedIn
2004 - 2007 · 3 yrs

Microsoft has worked collaboratively with educators to provide applications, technologies, and solutions that seamlessly enhance learning. We've also worked to remove the licensing and cost barriers to software availability that can enable educators to effect change. Together, Microsoft and its partners offer products and services that are scalable, provide interoperability, and abide by open standards to meet the specific challenges of education at every level.

Microsoft

Pre-Sales Solutions Manager - Public Sector

Microsoft

LinkedIn
2002 - 2004 · 2 yrs

At Microsoft, our mission is to enable people and businesses throughout the world to realize their full potential. Everything we do reflects our mission and the values that make it possible.

Education

Universidad de Puerto Rico

Universidad de Puerto Rico

LinkedIn

Human Studies

Gio Olavarria's Contact Information

Email

******@***.com

Phone

(**) *** ****

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