Head of Talent Acquisition

Overview of the role:

Join us at PolicyMe! We're modernizing insurance and we'd like your help. The Canadian insurance landscape has remained largely unchanged for decades and we are in the process of changing that. We're a remote-first, Toronto-based startup with big ambitions.

We’re looking for a thoughtful, hands-on leader to spearhead PolicyMe’s talent acquisition function as we enter our next phase of growth. This is a unique opportunity to build on our strong foundation and shape a high-impact, scalable recruitment strategy. As the Head of Talent Acquisition, you’ll own the full recruitment lifecycle—from defining the strategic vision and strengthening our employer brand to attracting top-tier talent at every level — this means you must love both the strategy and execution of recruitment. In this role, you’ll drive a transformative hiring strategy, scale our team, and redefine what best-in-class talent acquisition looks like in a fast-growing company.

• Leading the recruitment function: Guide and support the recruitment team, setting clear priorities and ensuring alignment with PolicyMe’s hiring strategy and business objectives. In this role, you will be responsible for both the strategy and execution — meaning you’ll own roles and run recruitment processes, while also serving as the functional leader. As we scale, you will be responsible for further building out your team.
• Owning and optimizing hiring strategies: Develop and oversee structured hiring plans that translate company growth goals into actionable recruitment targets, regularly adjusting to match shifting business priorities and workforce capacity.
• Serving as a strategic talent partner: Build strong, consultative relationships with leadership, hiring managers, and key stakeholders to implement a structured, competency-driven hiring approach that reflects PolicyMe’s culture and high standards.
• Elevating the candidate experience: Craft and oversee interview and onboarding processes that are engaging, efficient, and reflective of PolicyMe’s commitment to excellence, ensuring every candidate walks away with a positive impression.
• Developing a high-impact, scalable recruitment engine: Design a recruiting framework that consistently attracts top talent while proactively expanding PolicyMe’s candidate pipeline through a mix of inbound and outbound hiring strategies.
• Driving workforce planning and data-driven hiring: Lead talent forecasting efforts, leveraging analytics and recruitment metrics to track performance, optimize hiring outcomes, and make real-time adjustments to hiring strategies.
• Optimizing recruitment tools and technology: Maximize the use of our ATS, AI-powered hiring solutions, and other recruitment technologies to enhance efficiency, streamline hiring processes, and provide deeper talent insights.
• Using market insights to stay competitive: Continuously research talent market trends, salary benchmarks, and competitor hiring strategies to refine our approach and attract the best candidates.
• Strengthening PolicyMe’s employer brand: Collaborate with Marketing and the People Team to launch employer branding initiatives that showcase PolicyMe as an employer of choice for top-tier talent.
• Expanding recruitment programs and partnerships: Lead initiatives like university hiring, internship programs, industry events, and community partnerships to build a strong talent network and increase PolicyMe’s visibility in the market.

• Proven experience leading talent acquisition in a high-growth, fast-paced start-up. You’ve been responsible for scaling a company from ~75 to ~200!
• Full-cycle recruiting expertise: comfortable owning end-to-end processes across a range of functions and levels, especially software engineering.
• Strategic mindset with strong execution chops: able to set the vision and roll up your sleeves. Excited by the opportunity to level up a strong foundation and shape what great looks like.
• Strong problem solver and operator: You’re the type of human that comes with solutions to the table, not problems. You can optimize tools, workflows, and tech to drive efficiency and clarity.
• Data-driven decision-maker: experienced in using recruitment metrics and talent insights to inform strategy; strong comfort levels with data analysis and regular reporting.
• Trusted partner to leadership: skilled at influencing, aligning, and advising on hiring priorities.
• Deep commitment to candidate experience and building equitable, engaging hiring practices.
• Team-first leader: invested in growing and developing others while creating a culture of accountability and impact.

• Generous PTO - 20 vacation days
• Access to stock options and a comprehensive benefits plan
• A remote-first team with company paid, in-person socials and the option to work from our Toronto-based office
• Resources to help your professional development, including an L&D budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potential
• Work with an empathetic, high-performing team in a flexible, results-oriented environment

About PolicyMe:

PolicyMe is a Venture-Backed InsurTech startup on a mission to put families first, protecting them with the honest and uncomplicated life insurance they deserve. Through technology, PolicyMe is streamlining the traditional insurance process, removing barriers and inefficiencies to deliver a fully-underwritten life insurance policy that families deserve but with fewer steps and lower costs. PolicyMe makes it easy to get a quote and apply for term life insurance online in 20 minutes or less. Since our launch in 2018, we have grown exponentially, selling over $1 billion in life insurance coverage to Canadians.

PolicyMe was also most recently voted as one of Canada's 50 Most Impactful Companies of 2021, and has been mentioned in BetaKit, National Post, the Global & Mail, Global News and more. If you're interested in being considered for this opportunity, please submit a resume.

Commitment to Equal Opportunity:

PolicyMe is proud to be an equal opportunity employer. All applicants will be considered for employment without attention to race, colour, religion, sex, sexual orientation, gender identity, national origin, or disability status. We thank all applicants for their interest, however, only those selected for an interview will be contacted.

Accessibility Statement:

PolicyMe is dedicated to ensuring an accessible experience for all candidates. If you require accommodations during the application process, please let us know in the "Additional Information" section of the job application. We are committed to working with you to provide support and make reasonable adjustments throughout the process.