chief-of-staff

Forum Ventures is a founder-first venture studio, accelerator, and pre-seed fund committed to building successful B2B SaaS companies. They engage with startups from inception, providing a unique support system by becoming an integral part of the founding team. Their expertise lies in AI-driven startup development, with a focus on early go-to-market strategies and fundraising. By leveraging a deep network and years of experience, Forum Ventures helps early-stage founders achieve significant traction and secure substantial funding. They provide a robust community of over 900 B2B SaaS founders, offering unparalleled support and resources to navigate the entrepreneurial journey from zero to one.

Forum Ventures is the leading early-stage fund, program and community for B2B SaaS startups. Founded in 2014 as Acceleprise, we’re on a mission to make the B2B SaaS journey easier, more accessible and successful for early-stage founders, through funding, high touch programming, corporate perks and introductions, and an active SaaS community. 

Forum For Founders, our pre-seed program, provides founders with $100k in funding and 15 intense weeks of talks, events, mentorship and 1:1 guidance focused on go to market and fundraising. Forum Seed, our seed fund, backs exceptional SaaS startups at the seed-stage both from within and outside of our pre-seed program. 

With over 400 portfolio companies, Forum founders have gone on to raise ~$1B in follow-on funding from NEA, Andreessen Horowitz, Uncork Capital, 8VC, Founders Fund, Menlo Ventures, Canaan, Bowery Capital, Susa Ventures, Salesforce Ventures, SV Angel, True Ventures and many more.

Learn more at www.forumvc.com

Forum Ventures

• Serve as the operational backbone for the CEO
• Manage the CEO's calendar architecture
• Implement an EA-managed email system
• Create and maintain SOPs for operations
• Be the primary point of contact between the CEO and internal teams
• Document institutional knowledge
• Support social media and external presence
• Manage vendors and special projects
• Handle high-priority projects as the company evolves

Chief of Staff – Private AI

Chief of Staff supporting the CEO at Private AI, focusing on operational management and system building. Work in hybrid mode based in Toronto, collaborating with executive leadership.

WELL Health Technologies Corp. is a leading Canadian healthcare technology provider focused on modernizing and tech-enabling healthcare systems. The company operates the largest outpatient medical clinic network in Canada, offering integrated primary, secondary, and specialized care services, along with virtual healthcare options. WELL leverages innovative digital tools and services to empower healthcare providers and improve patient health outcomes, making healthcare delivery more efficient for both patients and providers.

WELL Health is a healthcare technology company empowering providers across North America with innovative digital tools and services.  

WELL Health’s Practitioner Enablement Platform offers virtual care and digital patient engagement capabilities, along with Electronic Medical Records (EMR), Revenue Cycle Management, and cybersecurity & data protection services. By reducing manual administration tasks, WELL Health helps physicians and healthcare providers increase time spent with patients and avoid burnout. 

WELL’s comprehensive end-to-end healthcare system includes diagnostic, specialist, private, executive, allied, and primary care clinic services, all integrated with their Practitioner Enablement Platform. 

In Canada, WELL Health operates largest medical clinic network in the country and supports thousands of clinicians. WELL is also a leading provider of multi-national, multi-disciplinary telehealth offerings.  

In the US, WELL’’s subsidiaries, CRH Medical and Wisp, are leading providers of anesthesia services to gastroenterologists and sexual healthcare prescription services, respectively. Circle Medical, WELL Health's bricks-and-clicks clinic service, operates in multiple states. In total, our US healthcare businesses support thousands of healthcare practitioners.  

WELL Health has also recently added Doctorly, a German EMR company, to a growing multi-national portfolio. 

WELL is publicly traded on the Toronto Stock Exchange under the symbol "TSX: WELL" and on the OTCQX under the symbol “WHTCF”.  

For corporate information, visit: www.well.company. 

WELL Health Technologies Corp. (TSX: WELL)

• Serve as a trusted partner and amplifier of the CEO’s impact
• Drive the execution of priorities and OKRs
• Improve organizational efficiency and free up CEO bandwidth
• Attend the CEO’s meetings and document decisions
• Build and manage systems to track OKRs

Chief of Staff

Chief of Staff supporting the CEO of WELLSTAR in transforming Canadian healthcare through digital enablement. Driving execution of prioritiess and improving organizational efficiency in a high-growth environment.

Ribbon is an AI-powered recruitment platform designed to streamline the hiring process across various industries including hospitality, retail, healthcare, and manufacturing. By leveraging advanced automation and AI technology, Ribbon enables organizations to conduct efficient interviews at scale, save time, and improve candidate experience. The platform offers features such as automated candidate screening, personalized outreach, and integration with existing recruitment tools, making it a comprehensive solution for modern hiring challenges.

At Ribbon, we've developed an AI-powered interviewer that works round-the-clock to screen and evaluate candidates, helping hiring teams quickly identify top talent. Our intelligent automation accelerates the hiring process, benefiting startups, staffing agencies, and large companies by saving recruitment teams valuable time and effort in their screening. 

Ribbon reduces time-to-hire and improves candidate quality, allowing your team to focus on what truly matters—making excellent hires. We handle the repetitive tasks, enabling you to make quicker, more informed decisions.

Our mission is straightforward: help you find the right people, faster. Let Ribbon revolutionize your hiring process.

Ribbon

• Be the founders' force multiplier: Drive prioritization, prep, and follow-through so decisions don't stall, turn strategy into execution.
• Own high-impact projects end-to-end: Step into critical initiatives across finance, rev-ops, customer success, partnerships, and product - push them forward and ship.
• Bring financial rigor to decision-making: Build models, evaluate ROI, pressure-test assumptions, and help the team make fast, informed calls.
• Run rapid experiments: Design and execute short-cycle tests (pricing, onboarding, GTM motions), double down on what works, and hand off cleanly.
• Drive operational cadence: Implement dashboards, OKRs, and operating rhythms that raise the bar on accountability and clarity.
• Unblock the business: Jump into live issues including customer escalations, pipeline bottlenecks, hiring gaps and move things forward without waiting for permission.
• Own executive-level communication: Create crisp updates, board-ready decks, and internal narratives that align the team and investors.
• Lead the Bias Report: Own the research, analysis, and delivery of Ribbon’s annual AI bias report, reinforcing our leadership in ethical AI hiring.

Chief of Staff at Ribbon driving high-impact projects and aligning teams for strategic execution. Focusing on financial rigor and operational cadence to accelerate momentum across the organization.

Sapling, Inc. is a leading company specializing in the engineering and manufacturing of synchronized clock systems. Based in Warminster, Pennsylvania, Sapling provides technologically advanced clock solutions such as wireless, IP-PoE, Wi-Fi, and GPS synchronized clocks. These clocks are widely used in various institutions including schools, hospitals, manufacturing plants, offices, and transportation facilities across the United States and globally. Sapling's systems ensure that all clocks display accurate and uniform time throughout a facility, enhancing productivity and reducing maintenance costs. The company prides itself on offering reliable, high-quality products with exceptional customer support.

Sapling is a leading manufacturer in synchronized clock systems and time zone clocks.  Our innovative products and systems are installed in education, healthcare, transportation, corporate, and government facilities worldwide.  We are recognized for our outstanding customer service and cutting-edge technology in the advanced timing system industry.

Sapling, Inc.

• Drive the recruitment of senior talent while overseeing a rigorous, high-quality hiring process for junior team members
• Monitor individual and team performance, proactively support the development of high-potential team members
• Support the CEO, Partners, and Senior Leaders in defining and executing the strategic roadmap
• Oversee and coordinate cross functional projects such as launching new product lines or setting up a new office
• Navigate sensitive employee matters and resolve HR challenges with discretion

Chief of Staff at Sapling Financial Consultants overseeing growth strategies and cross-functional initiatives. Focusing on performance management, recruitment, and executive support in a hybrid working environment.

Maropost is a comprehensive commerce platform that offers integrated solutions for marketing, merchandising, and operations. It provides a suite of cloud-based products designed to streamline and enhance customer engagement, including Marketing Cloud for email, SMS, social media, and landing pages, and Service Cloud to unify customer support and ecommerce data. Maropost also offers solutions like Neto for managing multichannel ecommerce stores and Retail Express for cloud-based point-of-sale software. The platform enables businesses to connect their preferred apps and provides industry-specific solutions across multiple sectors such as ecommerce, media, B2B, and travel. Trusted by over 5,000 businesses, Maropost's tools are designed to scale with growing business needs, offering personalized and predictive capabilities for superior customer experience.

Maropost is the leading Commerce platform that provides software and support to help businesses execute their customer journey better. Our platform includes Commerce (Online and Retail), Marketing, Service, and Payments management products that start and scale to meet our customers’ needs at any stage of growth. Today, thousands of customers around the world use our powerful and easy-to-use tools and integrations to attract, engage, and retain customers.

Maropost is a hybrid company with employees working fully remotely, from an office, or a mix of the two. We are headquartered in Toronto, Canada with offices in Mohali, India; Brisbane, Australia; Chicago, USA; Stockholm, Sweden; and the Sunshine Coast, Australia.

To learn more about Maropost visit www.maropost.com
and to join our team visit www.maropost.com/careers/

Maropost

• Work with the C-Suite to leverage and best systemize their time and delivery on strategic priorities of the business
• Provide decisive and tactical guidance to the C-suite and leadership team
• Partner with the C-Suite and leadership team to drive key initiatives
• Advocate and ensure alignment on vision and priorities
• Act as a Project Manager to provide strategic guidance and oversight on cross-functional projects spanning the entire organization
• Partner with the leadership team to ensure C-Suite readiness around regular business cadence
• Identify opportunities for technology optimization to drive greater executive alignment and corporate execution to increase value realization for customers
• Prioritize and maximize calendar activities and extend bandwidth of the C-Suite
• Create an agenda for and facilitate weekly leadership meetings
• Track action items and drive them to completion
• Brief the C-Suite and drive the customer and stakeholder engagement strategy
• Partner with key stakeholders to plan and execute executive and internal communications for C-Suite
• Support change management and communication plans as necessary
• Partner with key stakeholders to prioritize engagements and brief accordingly
• Oversee customer engagement and participation in key industry events.

Chief of Staff serving the C-Suite at Maropost to enhance operational excellence and drive strategic initiatives. Collaborating cross-functionally and managing multiple organizational priorities.

MealSuite is a leading technology platform that helps senior living and healthcare operators digitize their foodservice operations from truck to table. Focusing on skilled nursing, assisted living, independent living, acute care, and behavioral health settings, MealSuite provides innovative solutions such as live pricing integrations, nutritional labeling, and self-service kiosks to streamline operations and enhance the dining experience. The platform offers over 10,000 pre-loaded ingredients, a database of therapeutic recipes crafted by registered dietitians, and intelligent automation features to assist with menu planning and kitchen management. With a focus on ease-of-use, continual innovation, and comprehensive support, MealSuite partners with foodservice operators to optimize their processes and elevate mealtime satisfaction for residents and patients.

MealSuite is a fully integrated, end to end, dietary, food production, inventory, kitchen management and point of sale solution on a mission to revolutionize the continuum of care through food service technology. 

Since 1989, our industry leading innovations have empowered food service operators across North America to streamline administrative labor, cut down on food waste, reduce risk and meet regulatory requirements, so they can spend more time focusing on what matters most: improving the quality of life for their patients and residents. 

Dedicated to delivering SMILES & SATISFACTION to healthcare & senior living communities, we pride ourselves on providing personalized solutions matched with unparalleled customer service.

MealSuite

• Serve as primary advisor and thought partner to the CEO and C-level leaders across strategy, operations, and communications.
• Prioritize and manage executive agendas and ensure timely execution of top priorities.
• Lead special projects and strategic programs that span business units and identify and solve operational bottlenecks.
• Draft C-level communications, presentations, and executive updates.
• Help Support cultural initiatives, change-management programs, and internal communication efforts.

Chief of Staff partnering with the CEO in a SaaS organization focused on foodservice technology solutions. Leading strategic initiatives and ensuring organizational alignment for measurable outcomes.

Pocketpills is a Canadian online healthcare platform that combines telehealth consultations with a full-service online pharmacy and home delivery of prescription medications. It offers virtual visits with licensed providers for diagnosis and prescriptions, medication management (refills, transfers, reminders), and shipping across all Canadian provinces and territories. The service targets consumers seeking convenient, app-based access to prescriptions, chronic-care support, and specialist treatments like GLP-1 weight-loss medications.

Canada's online pharmacy 🇨🇦

We’re a healthcare platform for humans, designed for real life.

Pocketpills is Canada’s leading online pharmacy & medical care platform. Re-imagining healthcare to make it accessible, affordable and build for people like you. Driven by our passion for innovation and customer-care, we’ve designed a suite of digital care experiences that empower our members to take control of their health wherever life takes them. From coast to coast, over 800,000 Canadians trust Pocketpills to deliver their medication & ensure a healthcare professional is always just an arms-reach away. 

We founded Pocketpills as a solution to fix the broken system that made getting care harder than it needed to be. We don’t believe long line ups at the doctor’s office, confusing refill protocols & one-size-fits-all advice, actually fit with what Canadians need, so we’ve changed the game. Powered by pharmacists, engineers, doctors, clinicians & service experts, our platform redefines the world of wellness, from personalized treatment that actually feels personal, to truly effortless refills, including free, friendly delivery. Because we do believe Canadians deserve a better way to manage their most important asset, their health. 
Discover the healthcare platform that feels Delightfully Human. With Pocketpills, complete care is right in your pocket. 

We make it easy to fill prescriptions 💊, consult with pharmacists 💻, and order medications online 📦.

Pocketpills

• owning the end-to-end execution of strategic projects across the organization
• managing multiple, simultaneous projects that span departments and functions
• coordinating cross-functional teams
• tracking progress across parallel workstreams
• identifying risks early and proactively removing blockers
• engaging with Operations and Finance teams as needed

Chief of Staff managing strategic projects at Pocketpills. Leading execution across departments and collaborating with CXOs and teams to ensure project success.

Hybrid Chieves of Staff roles in Canada

Browse 7 hybrid chieves of staff roles hiring in Canada plus related opportunities such as business operations.

7 jobs found

Chief of Staff – Private AI

Forum Ventures

Chief of Staff

WELL Health Technologies Corp. (TSX: WELL)

Chief of Staff

Ribbon

Chief of Staff

Sapling, Inc.

Chief of Staff

Maropost

Chief of Staff

MealSuite

Chief of Staff

Pocketpills