Achieved
your greatest
ambitions?
Reshaping an industry is only half the UPSTACK story.
You’re the other half.
Talented, experienced, respected advisors give UPSTACK its integrity and credibility.
Accelerate your success by accessing our depth of data, insights, and expertise. Partner with us to help transform how IT infrastructure is sourced, deployed, and managed.
True partnership.
The most compelling reason to join UPSTACK.
More than a one-off transaction, our investment in your business only serves as the beginning of your journey with UPSTACK and the start of the company’s investment in you.
By joining forces with UPSTACK, you benefit both professionally and financially with the upside extending far beyond. You are more than a member of the team. You are an actual partner with a stake in one of the industry’s most innovative companies. A game-changing IT firm featuring some of the most successful and well-respected advisors in the channel.

Monetize while you revolutionize
UPSTACK represents a rare opportunity for maximum value creation with flexible investment structures and liquidity solutions for businesses of all stages.

Transform the indirect sales channel
Leverage all you’ve learned from years spent in the channel building your business – joining forces with fellow industry veterans, to shape an industry model with greater benefit for your team and clients.

Leverage the UPSTACK Platform – powered by people and technology
Focus on what you do best by collaborating with a team of accomplished subject matter experts to drive enhanced client and deal value. Standout from the crowd with the only technology platform built specifically to support high performance advisors.
Key Benefits for Advisors
Time to Advise

Expanded Value

Unrivaled Support

Tech Touch

since joining UPSTACK
per month
Building relationships.
Growing business.
Advancing careers.
At UPSTACK, the drive to succeed is expected, encouraged, and recognized. We attract a breed of advisor who is looking to turn their experience into opportunity.

Chris Wright
Featured in CRN Magazine, Chris has a 13-year background in commercial and residential financing and commodity trading. Known for his focus and drive, Chris has made Bridgepointe President’s club five out of the six years he’s been working in technology. He’s also been recognized as a top sales partner by a number of vendors, such as RingCentral.


Mike Leonardi
Mike brings 10+ years of expertise building managed services and IT infrastructure businesses. No stranger to industry accolades, Mike’s recent achievements include 2018, 2019, 2020 Bridgepointe Everest Club Winner; 2020 Top 3 Bridgepointe agent; and 2020 Top 3 Vonage Sales Agent – West region.


John Giaquinta
John has 30+ years of telecommunications experience with operations and sales organizations supporting several Fortune 500 companies. In 2017 his team generated more revenue at ViaWest Data Centers than any Agent nationwide, including all the Master Agents. Among other achievements, John was awarded the Gold Partner award at Digital Realty Trust in 2018, sits on the Directors Council at San Diego State University, and serves as a subject-matter expert Advisor for global investors and data center providers.


Brian Fagan
18+ years of telecommunications sales, engineering, and strategic development experience. Brian managed key strategic accounts from 2005 to 2015 at DRT/Telx & Equinix, where he earned a reputation for sales success and strong leadership. Before joining the UPSTACK team, Brian was a driving force behind Cloudwirx’s revenue growth and sales productivity.


Jeremy Dodds
Jeremy brings 26 high-performing, customer-driven years in IT, sales, and operational experience for data centers, enterprise networks, SAAS, IAAS, and cloud to the UPSTACK team. His roster of accomplishments includes Agent of the year 2017 Equinix (colocation vendor);
Most Valuable Partner 2019 Coresite (colocation vendor); Equinix 100% club 2012/2013; and Level 3 President’s Club (network vendor).


James Caulfield
A Silicon Valley native with a passion for disruptive technologies, James boasts 26 years of tech entrepreneurship – starting with a highly successful Bay Area mobile communications company, PowerCall, later moving to Level (3) Communications as global accounts manager. Prior to joining UPSTACK James was the founder of leading data center and telecom distributor, Cloudwirx, a trusted partner to Fortune 1000 enterprises.


Mike Casagrande
Mike started in the IT space with a leading Bay Area technology services strategy firm. With over 15 years of experience, Mike’s specialties include UCaaS and CCaaS, global networks, and data center/cloud services in the mid-market and enterprise spaces. A testament to his work ethic, Mike is a 3-time Bridgepointe President’s Club earner, and a 2nd-place 2020 earner in sales revenue.



Chris Wright
After 13 years of success in commercial and residential financing and commodity trading, Chris moved into Technology to become CEO of PacTech Partners. His aim: Unlimited income potential, ability to work from anywhere, working with great management and peers, in an industry that withstands global financial turmoil and will last a long time, in a position where his income is not predicated on an external market. UPSTACK checks all his boxes. Focusing on large companies, he established lucrative referral partners to get his foot in the door. It worked out – Chris made Presidents Club his first year with no prior experience.

Mike Leonardi
Mike began as a Unified Communications Service Agent, expanding the business by funding a managed IT services provider arm. He went on to work for a UCaaS startup in Santa Clara, establishing a top performing division sales channel in the west, then joined one of the largest data center operators in Charlotte, North Carolina delivering colocation, backup and disaster recovery, and infrastructure as a service. Co-founder of M2 Enterprise Group, Mike led both sales and financial operations to double digit growth, becoming one of the fastest growing agencies in Southern California servicing mid-market and enterprise clients.

John Giaquinta
With a Master’s in Physics from San Diego State University and a Master’s in Telecommunications Management, John began his career at SPRINT. Later, he was VP of Metropolitan Fiber Systems, VP of BroadStream Communications, Senior Staff member of WingCast, a joint venture between Qualcomm and Ford Motor Company, then VP Sales & Marketing for a San Diego data center. Noting the disadvantages of high space and rising electrical power costs for colocation clients in California, John decided to provide a cost-effective alternative and started DataCenterAndColocation, one of the largest US data center and colocation consultancies.

Brian Fagan
Brian excels at driving revenue growth and sales productivity in ways that best serve our clients. He held sales positions at DRT/Telx and Equinix from 2005- 2015, where he was successful in managing key strategic accounts and driving new revenue accounts. Before joining UPSTACK, Brian leveraged his telecommunications sales, engineering, and strategic development experience to develop a reputation for sales success and strong leadership as Chief Sales Officer for Cloudwirx. Brian holds a B.A. in Business Management, from San Jose State University.

Jeremy Dodds
As SVP of Telx Group, Director of Equinix, GM & VP Level 3 at Centurylink, and GM & VP Data Center and Telecom for Charles Schwab, Jeremy built his reputation for high-performing customer-driven leadership. Developing and executing client satisfaction, sales structure, revenue growth, operations, strategy, and marketing, he combines expertise in data center, enterprise network, SAAS , IAAS, and cloud solutions. While CEO and co-founder of Cloudwirx, both Fortune 500 and startup companies relied on him to successfully create and execute organization Business Plans, from concept through implementation.

James Caulfield
With a passion for identifying and supporting disruptive technology projects that help drive the industry forward and make the world a better place to live, James co-launched a highly successful private mobile communications company, PowerCall, that served thousands of businesses and government officials in the Bay Area. After that, James became a founding member of Level (3) Communications, managing global accounts and leading teams on network solutions for “hyperscale” companies in Silicon Valley. In 2015, James launched Cloudwirx, quickly becoming a leading distributor for Data Center and Telecommunications.

Mike Casagrande
Mike graduated Pepperdine University with a BS in Business Administration while playing Division 1 Water Polo. He went on to advise high net worth individuals and institutions in commercial real estate, finance and investments. Starting in the IT space with a leading Technology Services Strategy firm in the Bay area, he specializes in UCaaS and CCaaS, global networks, data center, and cloud services for mid-markets and enterprises. Previously co-founder of M2 Enterprise Group, Mike is a three-time President’s Club earner, and 2020 Top 3 partner and trusted advisor in the West Region for a leading UCaaS/CCaaS supplier.
“Being part of UPSTACK gives me unlimited income potential and the ability to work from anywhere with full technology and human support. I get to work with visionary management and peers, in a long-term industry-shaping organization where my earnings are not limited by time spent on non-productive pre- and post-sale activities.”
Chris Wright
UPSTACK Advisor
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