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VP  People & Culture -

Are you looking to join a rapidly-growing, e-commerce company and help them continue to scale? Are you passionate about supporting a distributed workforce and helping build a powerful and innovative remote-first culture? If so, this may be the right opportunity for you.

Who Is

Smile is the largest provider of loyalty programs in the world. They power the loyalty programs for over 40,000 eCommerce merchants, which have rewarded over 100 million people. These user numbers are growing rapidly, especially with the recent acceleration of eCommerce worldwide.

Smile exists to help businesses make their customers happy. Their product helps eCommerce businesses create fun, on-brand, and easy-to-use loyalty programs. They integrate with eCommerce platforms like Shopify, Wix, and Bigcommerce to create the world’s most engaging loyalty programs for any entrepreneur. 


The results are in - and it’s working. is helping small companies thrive and run sustainable businesses by increasing customer lifetime value, increasing repeat purchases, and fostering a community around their brands. 


Smile was ranked 28th on Deloitte’s Top 50 list of the fastest-growing tech companies in Canada. They have exciting and aggressive scaling plans for 2021 and beyond as they evolve their vision. 


They’ve built their app, business, and culture around their values that are the driving force behind everything they do: 


  • Be Humble - think of the team before thinking of yourself. There’s no room for massive egos. 

  • Be Hungry - set hard goals, ask lots of questions, and learn every day. 

  • Be Human - show empathy towards others, consider the impact of your decisions on other teams.

How Will You Make An Impact?


You’ll join the executive team as a peer and business partner, in a foundational role focused on supporting our world-class remote team. This role reports directly to the COO.


  • You’ll innovate and drive new systems that reinforce a terrific company culture with a fully remote strategy.

  • You’ll help drive Smile’s values that encourage collaboration, empathy and taking initiative. 

  • You’ll own strategy and tactics around performance, rewards/recognition and compensation evaluation. 

  • You’ll work with leaders to support them in leadership development, coaching and mentorship for their teams.

  • You’ll support the talent acquisition partner to continue to improve Smile’s strategy around Diversity & Inclusion, employee attraction, engagement, candidate experience and onboarding. 

  • You’ll work with leaders to ensure that organizational strategy is communicated with transparency and everyone feels aligned to the mission and vision. 

  • You’ll lead the shift of HR strategy to more proactive and future-thinking. 

How Do I Know This is For Me?

  • You are excited about the opportunity to lead the People Strategy for a remote-first global company that has a strong foundation and an eagerness to try new things. 

  • You like to make a BIG impact and work quickly - Smile is the perfect venue for trying out new tools and innovative strategies with rapid execution. 

  • You’re a big picture thinker and execution-oriented - you are looking to guide the HR strategy and can execute on your vision by knowing what resources you need to get there.

Our Ideal Candidate Looks Like:

  • You have led the people function at a scale-up technology organization through a period of high growth and enjoyed the ever-evolving challenges that accompanied that journey. 

  • You have the ability and desire to build a company-wide HR strategy but are also willing to “roll up your sleeves” to get things done.

  • You have experience developing culture, performance management and supporting/enhancing an employer brand for a highly motivated and engaged workplace.

  • You are passionate about building and supporting diverse teams.

  • You have strong business acumen and actively participate in the overall business strategy, and communicate the plans with transparency so that all employees feel aligned to the vision. 

  • You’re forward-thinking and your insights are often sought out as a trusted guide and coach. 

  • You have a passion for leading across a remote-first environment. 

  • You have very high EQ and thrive in an organization built on trust and shared values, with diverse and talented people who crave impact and autonomy.


Even if you don't have 100% of the requirements, we'd love to hear from you! Contact Erin (

Does this sound exciting to you?
Get in touch with Erin! 

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