CEO, B2B Fintech
Toronto
Simple Ventures /
Full-time /
Hybrid
About Simple Ventures
We founded Simple Ventures (SV) with the mission of building the next generation of great Canadian-founded companies.
Our thesis is simple: Canada is overlooked and under-appreciated. Global companies ignore Canada because of perceived market size, regulation, language, and powerful oligopolies. As a result, Canadians miss out.
But we know Canada. Canada is a top 10 global economy with many of the same consumer and business pain points as other markets. This creates an opportunity to bring the best concepts to Canada - to see what’s working around the world and be first to execute for Canadians.
We’re funded and supported by Canada’s top leaders including the founders and leaders of Wealthsimple, Shopify, Ada, MindBeacon, Sun Life, TD and many more.
Our Approach
We are experts in sourcing, vetting and launching new companies. Once we have conviction in a specific concept, we find the best fit CEO for the company and partner with them to accelerate and scale the venture.
For CEOs, we significantly de-risk the prospect of starting a company. In particular, we help by: (a) vetting the idea, (b) funding the concept, (c) unlocking a distribution advantage, and (d) bringing an extensive support network of advisors for design, engineering, product, marketing, business development, and growth.
For LPs, we seek to drive returns on every investment. By de-risking product-market fit and focusing on capital efficiency, we can drive attractive returns at significantly lower exit valuations vs. traditional venture capital. Our approach is industry agnostic. Instead we focus on (a) market validation, (b) capital efficiency, (c) attractive unit economics, and (d) moats around the Canadian market.
The Opportunity
We are launching a FinTech platform to revolutionize factoring for a specific, large, multi-billion dollar industry in Canada. By automating invoice financing and integrating it directly into industry workflows, our platform addresses cash flow challenges that are critical for businesses reliant on extended payment terms.
Our competitive edge lies in expertise in financial technology and deeply embedded financial partners to increase your speed-to-market.
The ideal CEO should have experience in FinTech, B2B SaaS, or industry-specific platforms, with expertise in scaling financial products, understanding vertical-specific pain points, and managing complex partner ecosystems to drive growth and trust.
About You
As the Future CEO, you will design, deliver and scale an exceptional customer experience. You are a proud operator who sees the big picture yet obsesses over the details. You have experience finding scalable growth channels and love the challenge of being scrappy to deliver big outcomes.
Background
- 10+ years of experience, most recently executive-level experience, with a proven track record of success
- Experienced radical accountability: Experience in a fast-growing environment and an understanding of the existential threats of the situation with limited resources.
- Track Record of Success: Demonstration of intellectual curiosity, extreme levels of accountability, and an ability to be incredibly decisive.
- Customer Experience: Obsession with designing and delivering an exceptional customer experience
- Brand: A distinct view of being the "brand owner" and the face of the business, a comfortability in pitching the business to customers, partners and stakeholders such as the Press.
Behavioural Competencies
- Action Orientation. You readily take action on new opportunities with a sense of urgency, high energy, and enthusiasm. You display a can-do attitude, and step up to handle tough issues.
- Resiliency. You are confident under pressure, and maintain a positive attitude despite setbacks or adversity. You are able to grow from hardships, and manage crises effectively.
- Communicates Effectively. You are effective in a variety of communication settings: one-on-one, small and large groups, or among diverse styles and position levels.
- Drives Vision and Purpose. You create organization-wide energy and optimism for the future, articulating your visions in a way that are positive and that everyone can relate to. Creates milestones and symbols to rally support behind the vision and motivate others into action.
- Drives Results. You persist in accomplishing objectives and exceeding goals despite obstacles and setbacks, while also helping others to achieve results.
- Financial Acumen. You use financial analysis and understanding of key indicators to generate, evaluate, and act on strategic options and opportunities, while integrating quantitative and qualitative information to draw accurate conclusions.
- Decision Quality. You make sound and timely decisions that keep the organization moving forward, even in the absence of complete information. You consider all relevant factors and rely on a mixture of analysis, wisdom, experience, and judgement when making decisions.
What you'll do
- Set the vision for the company and define the overall strategy from launch to scale.
- Recruit and lead a world class team to deliver against the company vision
- Create and launch the premium brand.
- Establish and execute the go-to-market and expansion strategy.
- Lead all fundraising activities (including debt and equity) to support growth objectives in partnership with Simple Ventures (SV).
- Drive operations, including full P&L and cash flow management.
- Assist in defining, evaluating and evolving the product roadmap by identifying new opportunities and gaps through strategic relationships with top executive leaders
- Determine the highest order KPIs and build the plan and team to measure, monitor, and improve them.
- Drive strategy and decision-making across all functional areas, including product, data, contracting, operations, technology, marketing, and finance.
- Regularly partner and communicate with SV and relevant investors and/or Board of Directors.
- Create and sustain a great company culture consisting of clearly articulated values and inspired leadership.
$0 - $0 a year
Benefits & Perks
- Impact: Drive change in the Canadian ecosystem making a dent in the productivity problem that the country is facing
- Compensation: Base salary + equity in the venture
- Benefits: Part of a group health & dental benefits package
