The Chief of Staff partners with the CEO and leadership team to drive strategic planning, track company performance, evaluate opportunities, and execute cross-functional priorities and investor-facing work.
Founder's Office: Strategy & AI Operations
π Description
- Partner with executives to turn strategy into operating plans, track execution, and resolve cross-functional blockers.
- Analyze market entry, pricing, unit economics, headcount planning, and capital allocation; build models and recommend actions.
- Design and run company-wide processes, systems, reporting, and vendor and partner relationships.
- Identify where AI can improve business workflows, then redesign processes and lead adoption across teams.
- Support corporate development and fundraising through investor materials, diligence, market research, and target evaluation.
π οΈ Requirements
- 3 to 7 years in strategy and operations, business operations, chief of staff, corporate finance, or another broad cross-functional role.
- Advanced hands-on AI fluency, including automating workstreams and using persistent agents.
- Strong quantitative skills, including financial modeling, P&L analysis, cohort analysis, and pricing scenarios.
- First-principles problem-solving and clear decision-oriented writing.
- Comfort with varied responsibilities, independent ownership, and closing loops.
- Preferred: experience in consumer technology, mobile, ad tech, platforms, gaming, or interactive entertainment.
- Preferred: corporate development, M&A, venture investing, fundraising, or zero-to-one experience.
β¨ Benefits
- Group Retirement Savings Plan matching and participation
- Comprehensive benefits package (health, dental, vision), including Health and Wellness spending account
- Generous time off policies
- Access to leading AI tools and platforms
Full job description
About Parallelz
Parallelz is building a new way for mobile apps and games to reach users. Our platform turns native mobile apps into fully native web experiences in real time, with no SDK, no code changes, and no engineering lift from the developer.
We are based in Toronto and backed by Global Founders Capital, Play Ventures, Maple VC, Two Small Fish Ventures, Weekend Fund and Garage VC amongst others.
About the Role
This role sits at the centre of the business and spans the functions that set our direction: corporate strategy, finance and planning, business operations, corporate development, and go-to-market. In a single quarter that might mean owning the operating model, running a pricing analysis, sizing a new market, preparing the board package, and driving a diligence work stream.
What separates it from a traditional strategy and operations seat is how the work gets done. This is an AI-native role by design. The models, agents and automated workflows behind planning, reporting and analysis are yours to build, deploy and maintain, and the systems you put in place become how the rest of the company operates.
You will have direct line of sight to the executive team and to the decisions that shape the company, along with real latitude to decide where your time creates the most value.
This is a Hybrid role based in Toronto (Harbourfront Centre), with regular in-person time alongside the team.
What You'll Do
- Partner directly with the executive team to translate strategy into operating plans, tracking execution across functions and unblocking what slows us down. Where a priority has no natural owner, you pick it up and carry it to a decision.
- Own the strategy and the analysis behind our hardest questions, from market entry and pricing through to unit economics, headcount planning and capital allocation. Frame the problem, build the model, and bring a recommendation with a number behind it.
- Own business operations across the company. Design and run the processes, systems and reporting that connect product, go-to-market, engineering and internal operations, including the vendor and partner relationships that support them, and strengthen that foundation as the business scales.
- Define where AI belongs in how the business runs. Map how work actually gets done today across product, go-to-market, finance and operations, and separate the places where AI creates real leverage from the places where it is only novelty.
- Lead adoption across the organization. Partner with function leads to redesign how work is structured rather than layering new tools onto existing processes, and manage the transition so that changes are embedded and sustained. Success here is measured by adoption and outcome, not by what was deployed.
- Support corporate development and fundraising, including investor materials, diligence, market and competitive research, and target evaluation.
Requirements
Must-Haves
- 3 to 7 years in strategy and operations, business operations, chief of staff, corporate finance, or another broad cross-functional role. Backgrounds we see this working well from include management consulting, investment banking, private equity or venture, large technology companies, and high-growth startups.
- Advanced, hands-on AI fluency. You understand how these systems work under the hood and use AI extensively in your own work, automating workstreams and running persistent agents in place of manual processes. You are current by default: when something meaningful ships, you have usually already tried it.
- Quantitative depth. You are comfortable in a model and with a blank spreadsheet, and you can move between a P&L, a cohort curve and a pricing scenario without friction.
- First-principles thinking. You take a problem apart from scratch rather than pattern-matching to the last place you worked.
- Writing that moves decisions. You can turn a messy situation into a clear one-pager that gets a call made.
- Comfort with breadth. You are energised by variety, and by not knowing exactly what you will own next quarter.
- Ownership instinct. You move without waiting to be told, and you close loops.
Nice-to-Haves
- Consumer technology, mobile, ad tech, platforms, gaming or interactive entertainment experience.
- Corporate development, M&A, venture investing, or fundraising exposure.
- Zero-to-one experience taking something of your own from idea to launch, whether that was a company, a product, or a venture you started on the side.
Benefits
- Group Retirement Savings Plan matching and participation
- Comprehensive benefits package (health, dental, vision), including Health and Wellness spending account
- Generous time off policies
- Access to leading AI tools and platforms
Parallelz is committed to building an inclusive team and welcomes applications from candidates of all backgrounds. Accommodations are available at any stage of the hiring process on request.
Similar jobs
Search more Chief of Staff jobsPartner with the CEO to run company operations, strengthen leadership and board communications, and build AI agents that automate internal workflows as the company scales.
Chief of Staff to the Managing Director - Germany
As Chief of Staff to the Managing Director Germany, you will lead strategic projects, manage operations, and serve as a key interface with global functions to drive growth in the German market.
Work directly with a serial founder to move a portfolio of businesses forward, taking on hands-on work across growth, product, hiring, and operations and shipping solutions quickly.
Provide high-level support to the CEO while contributing to strategic growth initiatives through market research, business analysis, project coordination, executive communications, and follow-through across teams.
