Senior Executive Assistant

As a Senior Executive Assistant, you will be a trusted partner to the CEO and leadership team, supporting seamless operations, effective decision-making, and execution of key priorities. You will manage executive communications, oversee the CEO’s inbox and scheduling, support high-impact initiatives, and help optimize workflows across the business.

While we are a remote-first company, this role includes responsibility for office management and operations. As a result, the Senior Executive Assistant is expected to work from our downtown Toronto office two days per week.

This role is ideal for someone highly organized, proactive, and detail-oriented, who exercises strong judgment and thrives in a fast-paced environment.

This job posting is tied to an existing vacancy.

About Juniper

Juniper is a crowdfunding and merchandise platform for independent creators. We don’t just run the funding platform (like Kickstarter), we also create the actual products, launch on creator-branded storefronts, and ship to customers! Juniper has enabled creators to crowdfund specialized products like board games and lava lamps, and fund passion projects like animated shows and charitable initiatives. Since 2016, we’ve created and launched over 2,500 unique physical products and generated over $200M in revenue for creators. Click here to view some of our products and storefronts!

Areas You’ll Own

Executive & Personal Support

• Manage the CEO’s inbox, prioritize communications, and draft responses to ensure seamless correspondence.
• Oversee complex scheduling, meeting coordination, and agenda preparation.
• Provide personal assistance (e.g., travel planning, appointments) to streamline the CEO’s daily workflow.
• Prepare presentations, reports, and briefing materials for key meetings.

Leadership Coordination & Communication

• Serve as the central liaison between the CEO and the leadership team.
• Facilitate cross-functional collaboration by tracking action items and ensuring timely follow-ups.
• Plan and coordinate leadership offsites, internal meetings, and key company events.

Office Management & Workplace Operations

• Own day-to-day office operations to ensure a smooth, well-functioning workplace environment.
• Manage relationships with building management, vendors, and service providers.
• Oversee office supplies, equipment, and space needs, anticipating issues and resolving them proactively.
• Support onboarding and offboarding, event planning, and other logistics in partnership with People Ops 

Special Projects & Workflow Support

• Owning master access to sensitive, high-impact, systems such as Shopify, Paypal, and GSuite 
• Assist in coordinating projects of special interest to leadership by scheduling meetings, preparing documentation, and tracking progress.
• Support project leads with research and data collection to inform decision-making.
• Monitor project timelines and updates to ensure milestones are met

Qualifications

• 5+ years of experience supporting a CEO or senior executive in a fast-paced, high-growth environment.
• Demonstrated ability to anticipate needs, exercise sound judgment, and operate effectively with incomplete or evolving information.
• Proven track record of owning complex, high-impact initiatives beyond traditional administrative support.
• Exceptional organizational skills with the ability to manage competing priorities while maintaining attention to detail and follow-through.
• Strong written and verbal communication skills, with a high bar for clarity, discretion, and professionalism.
• High degree of comfort managing sensitive information and trusted access to executive- and company-critical systems.
• Proficiency with modern productivity tools (Google Workspace, Slack, Notion, Asana or similar).
• Comfortable working in a remote-first company while being available for in-office responsibilities in our downtown Toronto office as required.

What We Offer

• Health and Wellness  - Our extended health plan includes fully paid premiums and coverage for you and your family for both physical and mental health.
• Annual Allowance –
  Invest in your wellness, education, home office setup, and more.
• Time Off – Three weeks of paid time off, with one additional day for each year worked, and a company-wide paid shutdown during the December holiday season.
• Remote-First Work Environment – Juniper has a head office in Toronto, however, we let employees choose what work setting works best for them.
• Flexible Work Schedule – We accommodate flexible hours, as long as you are delivering results and maintaining a seamless workflow with your team and cross-functional stakeholders.

At Juniper, our compensation philosophy is to offer fair pay that reflects the scope of the role, level of impact, individual experience, and the current stage of the company.

The annual base salary range for this role is $90,000 - $100,000 CAD, plus an annual performance-based bonus.

Where an offer lands within this range depends on a number of factors, including experience, skills, role scope, and expected impact. Our ranges are intentionally broad to support growth over time and reflect that base salary is one part of a broader total compensation package.

As scope and impact grow, compensation can evolve through salary progression and performance-based bonuses. We review compensation on a quarterly basis to ensure it continues to align with both company growth and individual development.

Our Hiring Process

We believe in being clear about what to expect. If you’re selected, your journey will look like this:

• Initial Screening - A recruiter will connect with you to learn about your experience and share insights about our culture and team.
• Show Us Your Skills – Work through a project tailored to the role so we can see how you approach challenges similar to those you’d face here.
• Hiring Manager Interview – A deeper dive into your career journey, technical expertise, project, and what it’s like to work with our team.
• Chat with Our CEO – An open conversation about your journey and what drives you—both professionally and personally.

We know that experience comes in many different forms. If you do not meet all the specified qualifications but feel you're a great fit for this role based on your skills, interests, and vision, let us know why.

Juniper is an equal-opportunity employer. If you are in need of an accommodation as part of the interview process, please let us know when you apply. Please note that only candidates who are selected for an interview will be contacted directly. 

AI Disclosure

No part of Juniper’s recruitment process uses Artificial Intelligence. All screening, assessment, and decision-making is handled by people.