VP of Sales

Location: Toronto/Remote (Must be in Toronto)

Type: Full-Time, Leadership

Zero To One Strategic helps Canada's most innovative startups and scaleups access the full spectrum of non-dilutive funding, from SR&ED tax credits and government grants to growth loans and financing.

We're a fast-growing team of entrepreneurs, engineers, and funding strategists who believe founders shouldn't have to give up equity to build great companies. Our mission is simple: help innovators turn ideas into impact by unlocking the capital they already qualify for.

With growth exceeding 30% month-over-month and new product lines launching, we're scaling our leadership team to meet rising demand, and we're looking for someone who can turn strong inbound momentum into a world-class sales engine.

We're hiring a VP of Sales who thrives as a player-coach.Someone who's equally energized by closing transformative deals and building the systems, structure, and culture that power long-term growth.

You'll take ownership of our go-to-market strategy and lead the next phase of 021 Strategic's expansion. This means optimizing inbound performance, building outbound capability, mentoring high-performing reps, and shaping how we engage founders and executives of late-stage companies across Canada's innovation ecosystem.

This is both a hands-on and strategic leadership role, ideal for someone who loves driving revenue personally while developing a repeatable process and high-trust team around them.

• You've built a repeatable, data-driven revenue engine, not just hit quotas.
• Founders and CFOs view 021 Strategic as the go-to partner for funding strategy.
• You've hired, developed, and retained a sales team that consistently exceeds targets.
• Our inbound funnel is structured, prioritized, and forecastable with clear accountability.
• Sales, Marketing, Partnerships, and Operations work in sync toward shared growth metrics.

• Own revenue growth: Drive acquisition, expansion, and retention targets across all service lines (SR&ED, grants, loans).
• Lead by example: Manage enterprise and founder-led opportunities end-to-end, modeling consultative selling excellence.
• Coach & scale the team: Recruit, onboard, and mentor Account Executives and SDRs; implement metrics, pipeline discipline, and sales playbooks.
• Sales operations: Define forecasting cadence, CRM hygiene (HubSpot), and reporting dashboards to ensure visibility and accountability.
• Strategic alignment: Collaborate cross-functionally with Marketing, Partnerships, and Finance to align pipeline growth with delivery capacity.
• Market intelligence: Identify emerging verticals, funding trends, and partnership opportunities that strengthen our market leadership.
• Leadership: Report directly to the Managing Partner and play an active role in shaping company-wide go-to-market and annual planning.

• 6+ years in B2B sales, ideally in consulting, SaaS, financial services, or funding advisory.
• 2+ years in a sales leadership or player-coach capacity with a proven ability to build and lead teams.
• Strong command of consultative, founder-focused selling, you can engage executives, translate value, and close complex service deals.
• Proven success designing and optimizing sales processes and forecasting systems using HubSpot (or equivalent CRM).
• Strong business acumen and strategic mindset, you think in terms of growth, efficiency, and impact, not just pipeline volume.
• A bias for action, humility, and collaboration, you lead by doing and inspire others through performance and clarity.

• Join a company growing 30% month-over-month, backed by a strong inbound funnel and exceptional client base.
• Shape the future of how Canadian companies access non-dilutive capital through new funding products and tech-enabled services.
• Work directly with the founders and leadership team — no red tape, just impact.
• Remote-first, flexible work culture built on trust, autonomy, and shared success.
• A team that celebrates wins together and values clarity, accountability, and growth.
• Base Salary: $110K – $140K
• Variable: $50K – $80K (performance-based, with accelerators)
• Total OTE: $160K – $210K
• Equity: Optional small stake (0.1–0.25%) or milestone-based bonus plan