IT Owners Compass Signature Event 2023


October 12-14th, 2023 @ Virgin Hotel Chicago


Pre-day event sponsored by Kaseya+Datto Connect Local Events

Oct. 12-14, 2023

Virgin Hotel Chicago | Chicago, IL

Start Time: 11AM



PLUS! Attendees receive exclusive event-day offers, swag, and even a chance to win a $300 Gift Card.

Navigate the Seas of the IT Landscape: IT Owners Compass Signature Event

We’re excited to join forces with Lori Tisinai to host the pre-day for this year's IT Owners Compass Signature Event at the Virgin Hotel in Chicago, Thursday, October 12-Saturday, October 14th. ITOcompass is specifically designed for MSPs and IT business owners. These events aim to provide valuable insights and resources to help individuals and their businesses thrive in the IT industry.

We’re bringing together a strong lineup of known peers and industry experts to assist in your navigation of the IT landscape, featuring keynotes, workshops, networking opportunities and more over two full days. The agenda is jam-packed with priceless insight and valuable learning experiences led by YOUR peers in the IT space. Plus, the event is completely FREE. 

Attending the Event

Tickets to the IT Owner's Compass Signature event are now completely FREE, and it includes all meals, trainings and post-session activities. 

We're offering discounted rates ($239/night) on rooms, which you can reserve via THIS LINK. We suggest booking early to secure this rate!


Product Knowledge

Solution specialists are experts in optimizing your stack for max efficiency. Stop by with questions, get answers, and gain insight into additions that will enhance your existing suite of offerings.

Technical Insight

Our CSEs understand the nuts and bolts of every solution in your stack, and will be present on-site to make sure you are getting the most out of your products. Have a question? Just stop by and ask! 

Billing Expertise

Automate and streamline your billing with the help of our K1 platform


Why attend a Connect Local Event?

Presenters were excellent and powerful...

"The people presented were excellent and powerful. Definitely made me think and analyze the current business plan and recommend changes that need to be made to better accomplish tasks. Thank you!"

- Attendee, Connect Local Houston

Everything was amazing...

"Everything was amazing. This was my second event and I can’t wait to come to more. Thank you for putting on a great event. Happy be a datto + kaseya customer."

- Attendee, Connect Local Los Angeles

Great Networking Opportunity...

of the attendees polled 

This was my first local, the content was helpful and it was great meeting other MSP owners. The events allow us to build stronger relationships with MSP's in our territory. 

- Attendee, Connect Local Washington DC


Hear from our expert speakers, including:

Naj Raza, Product Executive, IT Complete, Kaseya

Naj Raza is Unitrends GM, since August 2020, and was selected and brought on to make Unitrends MSP the #1 BCDR company for MSPs of all sizes. Responsible for all aspects of Unitrends MSP's go-to-market strategy/business operations and Kaseya's MSP backup/BCDR initiatives. Over the past 10 years, Raza has worked with MSPs of all sizes to help grow their business. He continues to empower MSPs on their journeys by providing a true enterprise grade Unified Continuity platform to enable MSP growth in this post-covid era.

Brad Gross, Founder & President, Law Office of Bradley Gross, P.A

Bradley Gross is the founding partner of the Law Office of Bradley Gross, P.A., a law firm that specializes in transactions involving managed service providers, VARs, technology solution resellers, cloud solution providers, IT professionals and technology companies worldwide. He is a leading legal authority in cloud and service provider transactions and has been named on thirteen occasions to the list of Superlawyers in the area Technology Transactions. Brad is a highly sought-after and frequent speaker at industry events throughout North America, Canada, and the European Union. Brad is an adjunct professor of law in the area of Corporate Cybersecurity Practices, a member of CompTIA’s invitation-only Cybersecurity Council, and a board member of Digitunity. Brad has also served as a Technology Law subject matter expert for Governor Bush, and was a former Technology Law correspondent for NBC television.

JV Varma, Product Management Leader, Kaseya

JV Varma is responsible for driving and executing product strategy and road map of security products at Datto/Kaseya. In this role, collaborates with customer users, and cross-functional partners to build and deliver successful security product offerings. Prior to joining Datto, JV held product management leadership roles at Dell SecureWorks, EarthLink, Nuspire and was the founding member of a venture backed startup, Blumira. JV has over 17 years of experience in the security products & services industry, and has a Master’s in Business Administration from Emory Goizueta Business School, and a Master’s in Computer Science from North Carolina State University.

Brett Jaffe, VP Revenue, audIT

Over a period of 25 years, Brett built and sold three companies (including an MSP, cloud reseller, and digital forensics business), led hundreds of soldiers as an officer in the US Army, and built an international channel partner program from inception to over $30M in recurring revenue. Brett is an accomplished speaker, consultant, and advisor and has worked with hundreds of businesses in varying capacities, giving him a unique understanding of what it takes to succeed at varying levels of business growth. Brett has also been involved in several M&A deals as a buyer, seller, and advisor.

Kevin Sequeira, GM PSA Suite, Datto

Kevin is the GM for the PSA Suite that includes Autotask, BMS, and Datto Commerce and brings over 15+ years of experience in Product Management, Professional Services, and Customer Success. Previously, as the GM and SVP of Product at Upland  Software, Kevin was responsible for the strategic vision of Upland's 30+ product lines and was a key member of the senior executive team building Upland from the ground-up from a privately held one-product company to taking it public with over $300M+ in revenue. Kevin joined Datto in June 2021 to lead the Business Management Portfolio and help MSPs to centralize business operations and make data-driven decisions to improve service, productivity, and profitability.


Thursday, October 12, 2023

Join us for two full days of thought leadership, knowledge-sharing, and workshops, led by a lineup of your peers across the MSP space. Registration will start at 11am, and we'll kick off the pre-day with lunch at 12, followed by sessions from 1p -5p. We'll end the pre-day educational sessions and roll right into ITO Compass Signature Event Welcome reception, sponsored by your friends, the Kaseya + Datto Connect Local Team. 

Kaseya's IT Complete Platform

Quote to Cash, Fast-Tracked 

Simplify, Engage, Profit:Using Your Free AudIT License To Close More Sales and Increase Your MRR

Wisdom & Witticisms from an MSP Attorney 

Not a Matter of IF but When: An MSP's Guide to Disaster Recovery

Advanced Threat Protection Using Datto EDR & Managed SOC Choices vs. Decisions

How Self-Service & Automation Define Growth for MSPs 

How to Position & Market Finance Options to Close More Deals 

Happy Hour Welcome Reception


View this year's speaker lineup and stay tuned for more announcements!


Our expert speakers and sponsors have the tools you need to stay ahead of the curve in the evolving MSP landscape.

Virgin Hotel Chicago203 N. Wabash Ave, Chicago IL 60601