Episode 89

Episode 89 - Omar Romero - Founder and CEO of ROSE IT Services Limited

In this episode, host Evgeniy Kharam speaks with Omar Romero, CEO of Rose IT Services, a Trinidad-based MSP serving the Caribbean and North America. Omar shares his story of launching the company post-2008 crash, scaling without VC or franchising, building a team from scratch, and adapting to evolving tech, from cybersecurity to automation. He also explores cultural differences in client communication and how COVID shaped his documentation-first mindset.

Key Topics:

  • MSP growth lessons from New York to Trinidad
  • How culture impacts IT service delivery
  • Scaling a business without losing the personal touch
  • Why cybersecurity became central to Rose IT
  • Real work-life balance while running a global MSP
  • Automating, documenting, and preparing for the unexpected

đź”— Learn more: https://www.rose-it.com/

đź”— Guest: https://www.linkedin.com/in/omar-romero-roseitservices

🎧 Host: https://www.linkedin.com/in/evgeniykharam

Mentioned in this episode:

Cyber Innovation Showcase

Rogers Cybersecure Catalyst is excited to invite you to the Cyber Innovation Showcase – a Brampton-based event uniting business leaders, cyber experts, and innovators to spotlight the cutting-edge technologies that can help protect and future-proof your business. Join us for an evening highlighting made-in-Canada solutions from this year’s Cyber Challenge companies, each driving the future of cybersecurity across Ontario’s most critical sectors. 📅 Thursday, December 11, 2025 ⏰ 5:00 PM – 9:00 PM 📍 The Rose Theatre, 1 Theatre Lane, Brampton, ON L6V 0A3 At the Showcase, you’ll be able to: ● Get early access to innovative Canadian cyber technologies ● Watch live demos featuring real-world industry applications ● Gain insights to strengthen your organization’s digital resilience ● Network with experts, tech providers, and business professionals Register today: https://luma.com/xxl336v2

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About the Podcast

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About your host

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Evgeniy Kharam

https://www.linkedin.com/in/ekharam/
Evgeniy has the opportunity to spend more than 40,000 hours working in cybersecurity,
providing pre and post-sales support in various technologies and later as an architect and principal consultant.
Evgeniy is very passionate about technology, vendors, and architecture. He brings a lot of knowledge about VAR, MSSP, and technical pre-sales. He believes in connected infrastructure that there is a significant need for vendor consolidation and the ability for security control to integrate and share information.
Evgeniy is proficient in speaking on most cyber security technical domains, which include: Endpoint Security, Network Security, SIEM/SOC/SOAR, SASE/SEE, VMS, and many more.
In 2020, Evgeniy co-hosted a Security Architecture Podcast. The podcast format focuses on architecture and vendor integration into the customer environment
In 2022 he founded the Cyber Inspiration podcast; the podcast explored the minds of CTOs and CEOs when they started their cyber security company!
Personal: Evgeniy has four kids, a daughter, a son, and twins (boy and girl) . Twins are a great way to learn to multitask, and nothing scares me anymore :)(besides snakes)
Hobbies: Photography, podcasting, public speaking, snowboarding, whitewater canoeing, SUP, mountain biking, motorcycles, breathing techniques, and gadgets