The COVID-19 pandemic has contributed to massive rates of unemployment and greater uncertainty in the job market. There is a growing need for data-driven tools and analyses to better inform the public on trends within the job market. In particular, obtaining a “snapshot” of available employment opportunities mid-pandemic promises insights to inform policy and support retraining programs. In this work, we combine data scraped from the Canadian Job Bank and Numbeo globally crowd-sourced repository to explore the relationship between job postings during a global pandemic and Key Performance Indicators (e.g. quality of life index, cost of living) for major cities across Canada. This analysis aims to help Canadians make informed career decisions, collect a “snapshot” of the Canadian employment opportunities amid a pandemic, and inform job seekers in identifying the correct fit between the desired lifestyle of a city and their career. We collected a new high-quality dataset of job postings from jobbank.gc.ca obtained with the use of ethical web scraping and performed exploratory data analysis on this dataset to identify job opportunity trends. When optimizing for average salary of job openings with quality of life, affordability, cost of living, and traffic indices, it was found that Edmonton, AB consistently scores higher than the mean, and is therefore an attractive place to move. Furthermore, we identified optimal provinces to relocate to with respect to individual skill levels. It was determined that Ajax, Marathon, and Chapleau, ON are each attractive cities for IT professionals, construction workers, and healthcare workers respectively when maximizing average salary. Finally, we publicly release our scraped dataset as a mid-pandemic snapshot of Canadian employment opportunities and present a public web application that provides an interactive visual interface that summarizes our findings for the general public and the broader research community.