Work History
WORK HISTORY
Tommy is a Toronto-based People Leader in Tech & Entrepreneur. He is currently working on scaling AfterShip as the organization’s People lead for the North American & European regions over the last 5+ years. His area of expertise is in GTM Recruitment, Early stage HR set-up, scaling teams and People Operations/Culture building. Tommy has successfully scaled 3 tech businesses from the ground up as their sole recruiting lead in Canada.
His additional strengths and key of interests: Business Development, Brand Marketing, Product Sales and Event Planning.
Tommy has been featured as an HR expert on publications such as The Globe and Mail and Indeed Career Guides.
Head of People - AfterShip
From Pre-Series B → Global Scale (April 2021-Present)
First full-time corporate hire in North America. Built through 8× business growth.
I joined pre-Series B, before the company’s $66M raise, as its first full-time corporate employee in North America — and helped build the region from the ground up through the company’s next stage of hypergrowth.
Over 5.5 years, I’ve helped scale the organization through 8× business growth, building the People and Talent infrastructure behind an expanding global business.
Today, I lead People across North America & Europe, supporting 120+ employees, across the regions within a 500+ person global organization.
I’ve lived the scale-up journey — from early-stage buildout to global People infrastructure; with a focus on raising talent density, building systems that scale, retaining high performers, and shaping a high-performance culture across global teams.
Business Recruiter - Square ( Feb 2020 - April 2021)
First and only Canadian Business Recruiter at Square.
Assisted in scaling the Toronto office headcount from 28 to 197 in first 12 months.
Hired for roles in Canada, USA, UK, and Ireland.
Specialized in all positions that fell into business recruiting. Directly filled positions for GTM functions (Customer Success, Account Management, Sales), marketing, project management, technical writing, business analystics, International relations, risk, and more.
Personally recruited the entire Canadian Account Management team from 1 to 27 all within 2 quarters during COVID. (Hired the East Coast lead, 2 managers + 3 cohorts of Individual contributors). Successfully built out the team in full autonomy, 100% contract acceptance rate and 100% satisfaction rate on candidate' recruiting experience.
Doubled the Canadian sales team in 2020 and hired the Head of Sales, Canada.
Co-Chair of the Asian & Pacific Islander Squares community for Canada
Consistently achieve and exceeded hiring expectations QoQ
Business Recruiter - TourRadar ( July 2019 - Feb 2020)
TourRadar’s only North American Recruiter responsible for full cycle recruitment to fill hiring needs in the Toronto, Vienna, and New York offices
Managing internal candidates via ATS (Lever) and outsourcing external candidates via various methods (LinkedIn Premium, etc)
Campus Recruitment and Event Initiatives
Handling executive level Hiring (filling roles such as CMO, VPPM, and VP of Marketing)
Responsible for employer branding, and company culture tasks for the Toronto office. 2 person HR team for an office of 60+ employees.
Assist the partnership team with market research, brand strategy and cross brand marketing
Talent Acquisition - Localcoin (Sept 2017 - July 2019)
First and only recruiter throughout duration at Localcoin. Team's 4th employee who assisted in scaling headcount from 4 to 25. Hired quality candidates to help grow the company from a start-up of 14 ATMs to becoming Canada's largest BATM provider (950+ ATMs globally now).
Full life-cycle recruiting, including job postings, candidate sourcing, interview efforts, and on-boarding
Managing internal and external candidates via job boards, external recruitment agencies and applicant tracking system
Company culture initiatives
Intern management
Represent Localcoin at various events (Hiring, Networking, Brand Awareness, PR, Boothing initiatives, etc)
Assist with marketing + social media efforts
Strategic Partnership initiatives - Connecting B2B relations and partnership opportunities
Recruitment Specialist - Rayku (Sept 2014 - April 2015)
Responsible for finding innovative ways to attract new clients and being the direct representative for Rayku to potential users.
Assisted with the recruitment process on screening and sourcing prospective educators for the platform
Sales Representative (Feb 2014 - Sept 2014)
Manager (Sept 2015 - Sept 2017)
Founder (Sept 2016 - 2018)