Working alongside CEO Derek Lobo, one of Canada’s leading apartment industry experts, you will help lead the charge in how apartments are built in Canada and how the nation is housed. We are the most creative consulting and brokerage firm in Canada, and we are redefining how work gets done. This role is for someone ready to operate at a very high level and help shape the future of the business.

You will attend high-level meetings to understand the strategy, execution, and problem-solving process. While we already operate at a high level, your role is to significantly improve speed and clarity through the effective use of AI. This role manages complexity, pace, and execution at scale.

The Environment

This role operates in a high-speed, high-demand environment where:

• Communication flows across multiple channels including email, text, Teams, and WhatsApp.
• Priorities evolve dynamically.
• Dozens of active workstreams require simultaneous management.
• Judgment, speed, and organizational precision are critical.

If you can create structure out of complexity using AI, keep reading.

The Mission

Turn the CEO into a 10x operator by:

• Capturing and organizing every request across all platforms.
• Building AI-powered systems to manage high-volume workflows.
• Ensuring absolute reliability—nothing gets delayed or dropped.
• Creating clarity out of high-frequency communication.

AI Is the Core of This Role

You are expected to actively use tools like ChatGPT and automation platforms to:

• Track and organize requests across multiple channels.
• Summarize meetings, notes, and complex conversations.
• Draft high-level emails, follow-ups, and communications.
• Build systems that replace manual tracking with intelligent workflows.

What You’ll Actually Do

• Representation:Represent the CEO across all channels, ensuring professional and timely interactions with clients and partners.
• Calendar & Logistics:Own the CEO’s full calendar, optimizing travel, scheduling efficiency, and daily structure for maximum output.
• Strategic Support:Attend high-level meetings, capture key insights, and ensure follow-up actions are executed immediately.
• System Architecture:Build and maintain workflows across multiple platforms to automate reminders, CRM updates, and task tracking.
• Operational Management:Handle core day-to-day logistics including email monitoring, travel coordination, and administrative essentials (such as digital filing and VISA/expense reconciliation) within a single streamlined process.

You must be available and responsive beyond standard business hours when needed to handle urgent requests in real time. This is a “handle it and figure it out” role involving both business priorities and personal logistics.

You Must Be

• Extremely Organized:Thrives under pressure and manages high volumes with ease.
• AI-Fluent:You already use AI tools regularly and think in systems, not just tasks.
• Decisive:Able to prioritize instantly and take ownership without constant direction.
• Proactive:You anticipate needs before they arise and actively look for ways to optimize.

HOW TO APPLY:

As this role is built on elite communication and the ability to leverage technology, your application must include a 2-minute video. Use this as your first ‘output’ to show us how you use AI to drive efficiency and why you are the right partner for this high-intensity role to OfficeAdmin@RockAdvisorsInc.com

Note: As this role is centered on high-level communication and AI integration, applications without a video will not be considered.

We thank all applicants for their interest; only those selected for an interview will be contacted. We are committed to maintaining inclusive, barrier-free recruitment and selection processes. Accommodation is available upon request.

Your Next Move!

It’s simple, but important to not skip any step…

1. Review this webpage of information
2. Watch the Role Video above
3. Submit your resume and your 2-minute story video