Executive Assistant

On-Target Earnings: $70K

Location: Remote (Canada)

👋 About Us

Hello Frank is a forward-looking AI-powered financial wellness platform designed to help Canadians build financial confidence. We combine data, intuitive tools, and personalized insights so users can understand their money, make smarter decisions, and feel more secure about their financial future.

We value transparency, user-first thinking, and continuous improvement, and we’re looking for sales professionals who share our mission of helping people live better, stress less, and thrive financially.

🎥 Why you shouldn't work here – Radical Transparency from our CEO

📝 What Applying Looks Like

We keep it transparent and efficient. Here’s what to expect:

1. 1-min intro video (Loom, Vidyard, or Google Drive – share your link below)
2. Application review
3. 15-minute intro call
4. Strengths assessment – how you learn and do
5. In-person interview – values and culture fit
6. Paid test project – work with us, like you're already on the team
7. Final call with our CEO
8. Offer– if we’re both excited, we move forward fast

💼 About the Role

We’re looking for a tech-savvy Executive Assistant to directly support the CEO of Hello.Frank. You’ll be the right hand who keeps operations organized, aligned, and moving forward. This isn’t an entry-level admin role. We’ll train you on our internal processes, not the fundamentals. You’ll help the CEO manage time, communication, and key initiatives while improving overall efficiency across the company.

If you’re part of the “one-time club”, thrive on structure, and enjoy leveraging AI tools to make things run smoother, this role is for you.

🔍 What You’ll Do

• Manage the CEO’s calendar, inbox, and communication, ensuring alignment with top priorities.

• Prepare meeting materials, notes, and follow-ups, and track action items through completion.

• Support special projects, research, and executive initiatives.

• Improve processes and workflows to increase efficiency and organization.

• Use AI tools and automation to streamline communication and scheduling.

• Handle confidential information with professionalism and discretion

🧠 What You Bring

Required

• 3+ years of experience supporting senior leadership (EA, Admin, or Ops).

• Strong proficiency in Google Suite, Slack, Notion, and project management tools.

• Excellent written and verbal communication skills in English.

• High attention to detail, accuracy, and follow-through.

• Proven ability to manage multiple priorities in a fast-paced environment.

• Tech-savvy and comfortable learning or applying AI tools to optimize workflows.

Preferred

• Experience supporting a CEO or C-level executive.

• Familiarity with data dashboards, KPI tracking, or reporting tools.

• Experience in a startup or tech-driven environment.

💡 You’re a Great Fit If You…

• Take pride in being proactive and anticipating needs before they arise.

• Love structure, organization, and clean systems.

• Communicate clearly, follow through fast, and get things right the first time.

• Are self-directed and thrive in remote work.

• Enjoy finding new tools or AI shortcuts to make work smarter, not harder.