Live Operations Support Representative

Job description

Ever wanted to work for a startup? This is a rare chance to get in on the ground floor of one of the most dynamic companies in Toronto!  Staffy, a revolutionary on-demand staffing platform for the hospitality industry (, is a ‘gig economy’ app for iOS and Android that connects restaurants, venues and events with skilled front of house and back of house staff.  We’re looking to hire an HR Coordinator to help scale our rapidly-growing team, based out of Toronto, and located at 111. We're helping make people's lives better, and we greatly value diversity and equality and prefer candidates that align with our values.

We are looking to build a thriving team of Live Operations Support Representatives for a new part of Staffy's business.

This is an exciting opportunity to be part of the team supporting the most pressing needs of thousands of Staffy's customers and Staffies North America-wide! You’ll be part of an exciting, rapidly-growing team designed to take our support to the next level.

About the Role

In this role you will respond to live inbound inquiries from partner Merchants, Customers and Staffies North America-wide. You will be expected to juggle phone, email and chat. This role calls for a self-starter who wants to be part of a new, dynamic and fast-moving team at Staffy. This role will require the ability to flex to off hour shifts such as mornings, evenings, weekends and holidays.

You're excited about this opportunity because you will...

Handle all inbound issue resolution for Staffy’s partner merchants, customers and Staffies North America-wide, while maintaining a best in class experience in each and every interaction.

Address real-time issues, such as dispatching, payments, account questions, Staffy issues, or troubleshooting by email, phone and chat with tact and the utmost professionalism.

Develop a deep expertise in how Staffy's processes, systems, and resources work, and how to use them to ensure positive outcomes.

Demonstrate strong communication skills and relationship-building.

We're excited about you because...

You have 1+ years in customer experience, customer success or operations roles.

You have experience in a fast-paced account management or customer service role

You have prior experience handling inbound customer issue resolution using email, phone and chat.

You have expert communication and interpersonal skills

You are driven--you are a highly motivated self-starter

You have a service mindset--you love helping people.

You have high EQ and are adept at building relationships.

You are meticulously organized--you can juggle both issue resolution & concise communication.

You have no problem juggling multiple tasks.

You're an innovative--you're not afraid to challenge the status quo

You're a strategic thinker--you love thinking about new opportunities or process improvement

You're a hustler with an entrepreneurial mindset and a bias to action.

You're comfortable in a rapidly changing environment.

You have a track record of maintaining a high-level of professional maturity

* If this is you, and you're excited about the opportunity to join our team, please send your resume and cover letter to *


• Tech literate, experience in a fast-paced environment

• Resourceful and practical problem solver

• Excellent verbal and written communication skills

• Thrives in a fast-paced environment

• Strong organizational abilities, including high attention to detail

• Ability to take direction well and is thick-skinned

• Can switch gears quickly when necessary

• Flexibility to work different shifts throughout the week and weekends as necessary

• Hospitality experience preferred, but not required

• Bilingual (English and French) is an asset

About Staffy

Founded in 2015, Staffy is a Toronto-based technology company passionate about transforming local businesses and dedicated to enabling new ways of working, earning, and living. Today, Staffy connects customers with businesses in cities across the United States and Canada, and we are expanding quickly.

The position is based out of 111 in an open, collaborative environment. The candidate will be required to use his/her own laptop and smartphone. Hours will range from 40-45 hours per week, including weekends. Starting rate $18-$20/hour and is commensurate with experience, with plenty of room for growth and stock options after successful completion of a probationary period.


Bilingual in English/French

Experience helping companies scale/high volume customer service experience.

Please see the videos below for more info on Staffy:

Disruptors (BNN)

Marketing video (Facebook)

About working at Staffy