A Note on LocationThis is a hybrid role requiring candidates to work from our Toronto office 2-3 days per week, with occasional travel across North America. Candidates must be eligible to work in Canada.
The OpportunityAs Blue J enters its next growth phase, we're investing heavily in pipeline generation and sales development. We're looking for a
Vice President, Sales Development to lead and scale our Sales Development organization. Reporting to our Chief Revenue Officer, you'll oversee a team of approximately seven Business Development and Inside Sales professionals, with plans to roughly double the organization over the next 12-18 months.
You'll own the strategy, execution, and performance of Sales Development, unifying outbound prospecting, inbound demand, and product-led growth (PLG) into a scalable pipeline generation engine. You'll establish the operating model, coaching framework, and technology strategy that enables the team to scale while leveraging AI to improve productivity, engagement, and performance.
This is a unique opportunity to build a world-class Sales Development organization at a pivotal stage of company growth. We're looking for a proven B2B SaaS leader who has successfully built and scaled Sales Development organizations, developed exceptional leaders, and created predictable, repeatable pipeline generation at scale.
What You'll be DoingStrategic Leadership- Develop and execute Sales Development strategy aligned with Blue J's growth objectives.
- Build the organizational structure, cadence, and accountability framework to support rapid growth.
- Set pipeline targets and performance metrics across outbound, inbound, and PLG motions.
- Serve on the Revenue Leadership Team, contributing to GTM planning, forecasting, and revenue strategy.
- Continuously improve methodologies, technology adoption, and productivity.
Team Leadership & Development- Lead, coach, and develop Sales Development Managers and their teams.
- Build a high-performance culture of accountability, collaboration, and results.
- Recruit, retain, and develop top talent.
- Create leadership development programs, succession plans, and career paths.
- Establish best practices for management and coaching.
Pipeline Generation- Lead outbound prospecting, inbound lead management, and PLG conversion strategies.
- Optimize segmentation, territory planning, qualification, and prospecting strategies.
- Drive adoption of modern outbound methods: multi-channel engagement, account-based selling, AI tools, automation.
- Partner with Marketing, RevOps, and Product to improve targeting, messaging, and conversion.
- Build scalable motions that convert prospects and product users into pipeline and revenue.
Operational Excellence- Establish and monitor KPIs across meetings, pipeline, opportunities, and conversion.
- Improve forecasting accuracy.
- Partner with RevOps to optimize reporting, workflows, and technology.
- Analyze funnel performance and drive data-driven improvements.
- Evaluate AI/automation opportunities to boost efficiency.
Cross-Functional Partnership- Partner with Sales to ensure consistent pipeline delivery and smooth handoffs.
- Collaborate with Marketing on demand generation and messaging.
- Work with Product/PLG leaders to maximize PQL conversion.
- Partner with Customer Success on expansion and cross-sell opportunities.
Key Performance Indicators Success in this role will be measured by:
- Pipeline generated by Sales Development
- Qualified meetings booked and accepted
- Pipeline contribution toward revenue targets
- Outbound prospecting conversion rates
- PLG and inbound lead conversion rates
- Speed-to-lead performance
- Sales Development productivity metrics
- Forecast accuracy
- Manager and team retention
- Internal promotions and leadership development
What You Offer Blue J- 10+ years in SaaS Sales, Sales Development, or Revenue leadership.
- 5+ years leading multi-layer Sales Development orgs through managers.
- Proven success scaling SDR/BDR orgs in high-growth SaaS while hitting pipeline targets.
- Experience supporting enterprise and mid-market sales.
- Deep understanding of outbound prospecting, demand gen, inbound pipeline, and PLG.
- Track record building repeatable pipeline systems and scalable models.
- Experience coaching frontline leaders and managers.
- Strong analytical, operational, and strategic capabilities with a data-driven approach.
- Excellent communication, executive presence, and stakeholder influence.
- Comfortable leveraging AI and emerging tech to improve productivity and workflows.
Nice to Have- Experience in AI, automation, data, or enterprise software.
- Scaling SaaS orgs through ~$20M-$200M+ ARR.
- Familiarity with modern sales engagement, CRM, and revenue tech platforms.
- Experience supporting North American GTM orgs.
What Success Looks Like in Your First 12 Months- Build strong alignment across outbound Sales Development, inbound demand, and product-led growth motions.
- Increase the efficiency, predictability, and quality of pipeline generation while consistently achieving pipeline targets.
- Improve conversion rates across outbound prospecting, inbound lead management, and PLG funnels.
- Develop a strong bench of Sales Development leaders through coaching, mentorship, and succession planning.
- Establish scalable operating processes, performance metrics, and management rhythms that support continued organizational growth.
- Become a trusted member of the Revenue Leadership Team and a key driver of Blue J's revenue growth.
What We Offer You- A rare opportunity to build and scale a critical GTM function during one of the most exciting stages of Blue J's growth.
- A mission-driven culture where your work directly advances clarity, efficiency, and accessibility in tax research.
- Competitive base salary, stock options, and benefits designed to support you and your family.
- A collaborative, ambitious, and supportive team that values innovation, respect, and fun.
- The excitement of a fast-growing, well-funded company with clear momentum, and the resources to back bold initiatives.
