Overview

We’re looking for a highly organized, resourceful generalist to become the CEO’s right hand across a growing group of businesses spanning technology, real estate, and hospitality. This is not a traditional Executive Assistant role. One day you may be organizing the CEO’s priorities and coordinating with lawyers; the next, you may be solving an operational issue at a hotel, managing hospitality staff, or pushing a project across the finish line.

The right person is positive, adaptable, and energized by variety. You take ownership, anticipate what needs to happen next, and make life easier for everyone around you. Key Responsibilities

Keep the CEO organized, focused, and ahead of commitments

Manage calendars, priorities, tasks, deadlines, and follow-ups

Turn ideas and conversations into clear action plans—and ensure they get done

Oversee and support hospitality operations, including managing staff, vendors, scheduling, and guest-related issues

Coordinate projects across U-Rite, Elsam Capital, and related businesses

Liaise with lawyers,



accountants, bookkeepers, partners, and service providers

Assist with invoicing, expenses, reconciliations, and other light bookkeeping

Organize documents, systems, and information

Handle occasional personal tasks, errands, and last-minute problem-solving

Identify gaps, improve processes, and bring order to moving parts Qualifications

Exceptionally organized and strong at follow-through A natural problem-solver who acts without waiting to be told every step

Comfortable managing people and holding others accountable

Positive, calm, and skilled—even when things get busy An excellent communicator with strong judgment and discretion

Willing to roll up your sleeves and do what is needed

Experienced in operations, hospitality, executive support, project management, or a similarly hands-on role

Proficient with Microsoft Office and comfortable learning new systems

📌 Executive Assistant and Operations Lead (Toronto)
🏢 U-Rite
📍 Toronto