Top Tech Jobs & Startup Jobs in Toronto

The Sales Director will lead prospecting efforts, maintain customer relationships, negotiate complex deals, develop sales strategies, and collaborate with cross-functional teams to drive revenue for the company.

Lead enterprise sales: prospect, build relationships with key decision-makers, negotiate and close complex 6- and 7-figure deals, develop sales strategy, collaborate cross-functionally, and use AI tools to automate tasks and enhance selling effectiveness.

Lead Sierra's largest, multi-BU and multi-geo enterprise deals by designing deal structures, building C-suite relationships, engaging founders, shaping account strategy, and using AI tools across the sales cycle to automate low-value tasks and focus on high-value customer relationships.

Lead Sierra’s largest and most complex enterprise sales opportunities across business units and geographies. Build trusted C-suite relationships, structure multi-million-dollar deals, manage risk and pricing, engage customers alongside founders, and shape strategic account and sales strategy. Use AI tools throughout the sales cycle for research, outreach, forecasting, summarization, and deal execution. The role requires executive-level communication, precision, and experience closing complex six- and seven-figure ACV deals.

Lead enterprise sales for Sierra’s Consumer Business Insights vertical by prospecting large accounts, managing executive relationships, negotiating complex six- and seven-figure deals, developing sales strategies, and collaborating across marketing, product, technical, operations, legal, and finance teams. Use AI tools throughout the sales cycle to improve research, outreach, forecasting, and deal execution. The role requires 6–8 years of enterprise sales experience and ownership of a $1M+ quota.

Drive complex enterprise sales cycles from prospecting through close, managing six- and seven-figure deals and $1M+ quotas. Build C-suite relationships, multi-thread accounts, map stakeholders, manage risk, and develop deal strategies. Partner with executives and co-founders for high-impact engagements, lead deal teams, and use AI tools for research, outreach, forecasting, and execution. Analyze market trends and deliver data-driven sales decisions across consumer and business-focused industries.

Own enterprise sales for Financial Services: prospect and generate leads, build and manage relationships with key stakeholders, negotiate and close complex 6–7-figure deals, develop sales strategy, collaborate cross-functionally, and use AI tools to scale selling activities.