About Us
Canary Technologies is changing the game for hotels with modern software powered by Canary's hospitality-specific AI platform.
Canary is utilized by 20,000+ hoteliers in 100+ countries to equip hoteliers with the technology they need to work smarter and wow their guests. Major hotel brands such as Wyndham, Marriott, IHG, Four Seasons, Rosewood, and Best Western trust Canary to deliver results.
Canary was named a 2024 Deloitte Technology Fast 500™ company, a Most Innovative Company by Fast Company and a HotelTechReport Best Place to Work — and is backed by top Silicon Valley investors like Y Combinator, F-Prime, Brighton Park Capital and Insight Partners.
Join us in shaping the future of hospitality!
About the Role
We are seeking a highly analytical, execution-oriented Chief of Staff & Corporate Development Lead to work directly with the CEO and drive the company’s most critical strategic and operational priorities. This role combines a close day-to-day partnership with the CEO and ownership of corporate development initiatives, including M&A and long-term strategic planning.
This is a high-impact role designed for someone with a strong foundation in investment banking or management consulting who is eager to apply that skill set in an operating environment and take meaningful ownership of outcomes.
Responsibilities
Chief of Staff to the CEO
Act as a trusted thought partner to the CEO on strategy, prioritization, and execution
Help set and manage the CEO’s agenda, ensuring focus on the highest-impact initiatives
Assist in the preparation of Board materials, investor updates, and key executive communications
Drive alignment, accountability, and follow-through across the executive team
Own and execute cross-functional initiatives spanning all parts of the business
Identify risks, gaps, and opportunities early, and proactively recommend solutions
Serve as a point of leverage between the CEO and the broader organization
Management of CEO's EA
Corporate Development & Strategic Initiatives
Own and execute corporate development efforts, including:
M&A strategy and evaluation
Financial modeling, valuation, and strategic analysis
Diligence coordination and transaction execution
Post-merger integration planning and execution
Support long-term strategic planning, capital allocation decisions, and growth initiatives
Assist with international expansion and new product line strategy as needed
Qualifications
7+ years of total professional experience
At least 3 years of experience at a top-tier investment bank or management consulting firm
Prior operating experience in a company environment (post-banking or consulting)
Strong experience in financial modeling and strategic analysis
Prior exposure to technology, SaaS, or high-growth companies preferred
Experience supporting or executing M&A, corporate development, or strategic initiatives preferred
MBA not required, but a plus
Skills & Attributes
Strong written and verbal communicator; able to influence senior stakeholders
High ownership mentality — treats company outcomes as personal responsibility
Able to operate comfortably at both 30,000 feet and in the weeds
Highly organized and detail-oriented
Why This Role
Direct, daily partnership with the CEO
Broad exposure across strategy, operations, finance, and leadership
Meaningful ownership of high-impact initiatives and decisions
Opportunity to help shape the long-term direction of a category-leading company
Strong pathway to expanded leadership responsibility over time
Compensation
Target cash compensation ranges from $175,000–$300,000, including a fixed annual salary and a performance-based bonus paid quarterly.
This role also includes a stock option grant, subject to board approval.
Actual compensation will be commensurate with the candidate's skill level, experience, and specific work location.