Position SummaryThe Director, Office of the CEO serves as a strategic adviser and execution partner to the CEO, enhancing executive effectiveness, strengthening alignment across the leadership team, and ensuring that strategic priorities translate into measurable results. This role works closely with the CEO, COO and CAO, operating at the center of executive coordination without assuming operational ownership of functional areas.Reports to: Chief Executive OfficerCore Purpose of the RoleIncrease the CEO’s strategic capacityImprove cross‑functional alignmentsStrengthen execution disciplineSurface risk and opportunity earlyDrive clarity and accountability at the executive levelKey ResponsibilitiesStrategic Planning & CEO AdvisoryPartner with the CEO in annual and quarterly planning processesSupport development and tracking of corporate objectives and prioritiesTranslate strategic discussions into structured action plansConduct analysis to inform executive decision‑makingPrepare board materials and executive‑level presentationsExecutive Alignment & Governance SupportAttend executive leadership and cross‑functional meetingsCapture decisions, risks, and accountability ownersMonitor progress on strategic initiativesIdentify execution gaps or misalignment across departmentsEnsure leadership cadence and review rhythms are maintainedBusiness Performance & InsightDevelop executive dashboards and summary reportingAnalyze financial and operational data to support CEO decisionsEvaluate business cases for major initiativesProvide structured insight into growth risks and performance trendsCross‑Functional Strategic InitiativesLead or coordinate CEO‑sponsored initiativesFacilitate collaboration across departments on priority projectsRemove barriers impacting execution of strategic goalsSupport high‑impact corporate initiatives as requiredCEO Office ManagementManage CEO calendar aligned to strategic prioritiesFilter and synthesize incoming informationPrepare briefing materials in advance of key engagementsDraft executive communications as requiredRepresent the CEO in designated internal forumsDecision AuthorityFacilitate prioritization discussions across leadershipDrive execution of CEO‑sponsored initiativesRepresent the CEO in internal meetings when delegatedMake recommendations regarding strategic trade‑offsFinal authority remains with the CEO and respective functional executives.Qualifications7–12 years of experience in strategy, consulting, operations, or executive advisory rolesExperience supporting senior leadership in growth environmentsStrong financial and business acumenAdvanced analytical and problem‑solving capabilityExceptional written and verbal communication skillsExecutive maturity, discretion, and sound judgmentAbility to influence without formal authorityPreferredMBA or equivalent strategic trainingExperience preparing board‑level materialsCompetenciesStructured thinkerPolitically astuteHighly accountableComfortable with ambiguityBias toward actionAble to challenge respectfullyResilient under pressureExcellent communication skills both written and verbalWhat’s in it for you? (Salary, Commissions & Benefits)On‑site position located in Brampton, ON, Canada — join a collaborative team in our local officeCompetitive base salary as the core of your compensation packageFull Health and Dental BenefitsPillway is an inclusive employer and provides accommodations for applicants with disabilities throughout the recruitment process. Please let us know if you require accommodation. #J-18808-Ljbffr
A regional technology firm located in Brampton is seeking a Director for the Office of the CEO to serve as a strategic adviser and execution partner. The ideal candidate will possess 7–12 years of experience in strategy or consulting, exceptional communication skills, and a strong analytical background. Key responsibilities include partnering with the CEO on strategic planning, managing the CEO's calendar, and leading cross-functional initiatives. The position offers a competitive salary and comprehensive health benefits. #J-18808-Ljbffr
Position Summary
The Director, Office of the CEO serves as a strategic adviser and execution partner to the CEO, enhancing executive effectiveness, strengthening alignment across the leadership team, and ensuring that strategic priorities translate into measurable results. This role works closely with the CEO, COO and CAO, operating at the center of executive coordination without assuming operational ownership of functional areas.
Reports to: Chief Executive Officer
Core Purpose of the Role
Increase the CEO’s strategic capacity
Improve cross‑functional alignments
Strengthen execution discipline
Surface risk and opportunity early
Drive clarity and accountability at the executive level
Key Responsibilities
Strategic Planning & CEO Advisory
Partner with the CEO in annual and quarterly planning processes
Support development and tracking of corporate objectives and priorities
Translate strategic discussions into structured action plans
Conduct analysis to inform executive decision‑making
Prepare board materials and executive‑level presentations
Executive Alignment & Governance Support
Attend executive leadership and cross‑functional meetings
Capture decisions, risks, and accountability owners
Monitor progress on strategic initiatives
Identify execution gaps or misalignment across departments
Ensure leadership cadence and review rhythms are maintained
Business Performance & Insight
Develop executive dashboards and summary reporting
Analyze financial and operational data to support CEO decisions
Evaluate business cases for major initiatives
Provide structured insight into growth risks and performance trends
Cross‑Functional Strategic Initiatives
Lead or coordinate CEO‑sponsored initiatives
Facilitate collaboration across departments on priority projects
Remove barriers impacting execution of strategic goals
Support high‑impact corporate initiatives as required
CEO Office Management
Manage CEO calendar aligned to strategic priorities
Filter and synthesize incoming information
Prepare briefing materials in advance of key engagements
Draft executive communications as required
Represent the CEO in designated internal forums
Decision Authority
Facilitate prioritization discussions across leadership
Drive execution of CEO‑sponsored initiatives
Represent the CEO in internal meetings when delegated
Make recommendations regarding strategic trade‑offs
Final authority remains with the CEO and respective functional executives.
Qualifications
7–12 years of experience in strategy, consulting, operations, or executive advisory roles
Experience supporting senior leadership in growth environments
Strong financial and business acumen
Advanced analytical and problem‑solving capability
Exceptional written and verbal communication skills
Executive maturity, discretion, and sound judgment
Ability to influence without formal authority
Preferred
MBA or equivalent strategic training
Experience preparing board‑level materials
Competencies
Structured thinker
Politically astute
Highly accountable
Comfortable with ambiguity
Bias toward action
Able to challenge respectfully
Resilient under pressure
Excellent communication skills both written and verbal
What’s in it for you? (Salary, Commissions & Benefits)
On‑site position located in Brampton, ON, Canada — join a collaborative team in our local office
Competitive base salary as the core of your compensation package
Full Health and Dental Benefits
Pillway is an inclusive employer and provides accommodations for applicants with disabilities throughout the recruitment process. Please let us know if you require accommodation.
#J-18808-Ljbffr
A healthcare technology company in Brampton is looking for a highly skilled Senior Full Stack Developer to join its core engineering team. The role involves maintaining and evolving existing applications while architecting new services. Candidates should have over 4 years of experience, particularly in TypeScript, Node.js, and Angular. Competitive benefits include market-aligned salaries, health benefits, and potential stock options. Join a diverse and dynamic work culture and help shape the future of pharmacy services. #J-18808-Ljbffr
About Pillway
Pillway isn't just a pharmacy, we're a healthcare technology company at the forefront of the industry. We are revolutionizing patient medication management through cutting edge technology, creating a truly seamless and patient-first experience. Join our team and play a pivotal role in shaping the future of pharmacy services in a high growth, innovative environment.
We are seeking a highly skilled
Senior Full Stack Developer
with
4+ years of experience
to join our core engineering team. This role is pivotal for both maintaining and continuously evolving our existing web applications, and taking the lead in developing new services across our modern ecosystem. We are looking for an ideal candidate who deeply values
TypeScript
as a first‑class citizen and possesses the expertise to architect scalable, maintainable solutions that seamlessly connect complex backends with dynamic, reactive frontends.
Key Responsibilities
Architect & Develop: Design and implement robust, production‑grade features using Node.js and Angular.
Maintain Legacy Systems: Provide expert‑level support and occasional feature enhancements for our core PHP/Laravel applications.
System Integration: Develop and maintain RESTful APIs that ensure seamless communication between our Laravel monolith and new Node.js microservices.
Code Quality: Advocate for and implement best practices in testing (Unit/Integration), CI/CD, and documentation.
Performance Optimization: Identify bottlenecks in both the frontend (Angular) and backend (Node/PHP) to ensure a high‑performance user experience.
Technical Requirements
Mastery of TypeScript: Deep understanding of types, interfaces, and advanced TS patterns.
Node.js Expertise: Proven experience building backend services (knowledge of NestJS or Express is a plus).
Angular Proficiency: Experience with modern Angular (v13+), RxJS, and state management patterns.
PHP/Laravel Familiarity: Ability to navigate, debug, and extend existing Laravel codebases.
Database Knowledge: Strong SQL skills (/MySQL) and experience with ORMs.
Strong understanding of application security principles (OWASP Top 10), authentication/authorization patterns (JWT, OAuth), input validation, data protection, and secure API design. Experience conducting code reviews with a security‑first mindset.
DevOps: Familiarity with Docker, Kubernetes, and cloud hosting (Azure).
Nice To Have
Practical experience using AI‑powered development tools (e.g., Cursor, Claude) to improve productivity, code quality, testing, refactoring, and documentation workflows.
Experience transitioning features from a monolith to a service‑oriented architecture.
A strong opinion on "clean code" and architectural patterns (SOLID, Clean Architecture).
AI inclusion in daily tasks.
Why Join Us
Competitive Benefits and Compensation: We offer market‑aligned salaries, year‑end bonuses, comprehensive health benefits, and the potential for participation in our Employee Stock Option Plan over time.
Inclusive and Dynamic Culture: Be part of a great workplace culture that values diversity, innovation, and teamwork.
Pillway supports a workforce of diverse backgrounds and encompasses policies and initiatives designed to help all employees feel welcomed and well‑equipped to succeed in their positions. We are an inclusive employer and provide accommodations for applicants with disabilities throughout the recruitment process. Please let us know if you require accommodation. We also appreciate every application we receive, but due to our overwhelming response, will only be able to contact those who are in consideration for the position.
#J-18808-Ljbffr
A regional technology firm located in Brampton is seeking a Director for the Office of the CEO to serve as a strategic adviser and execution partner. The ideal candidate will possess 7–12 years of experience in strategy or consulting, exceptional communication skills, and a strong analytical background. Key responsibilities include partnering with the CEO on strategic planning, managing the CEO's calendar, and leading cross-functional initiatives. The position offers a competitive salary and comprehensive health benefits. #J-18808-Ljbffr
