Sierra is the conversational AI platform for businesses.
We help companies elevate their customer experience with AI.

Sierra

Browse and apply for open jobs at Sierra.

sales

Sierra is a company that specializes in transforming customer experiences through the power of conversational AI. Their platform enables businesses to deploy AI agents that are empathetic, always available, and aligned with the brand's tone and voice. Sierra offers capabilities for real-time support, seamless integration into existing technology stacks, and the capacity to solve complex issues while continuously improving the customer experience. Trusted by leading brands, Sierra's AI platform is designed with a strong commitment to security and privacy, ensuring safe and secure interactions. The platform allows for personalization, enabling companies to imbue their AI agents with their own identity and processes, ensuring consistency and reliability across all customer interactions.

Sierra is the conversational AI platform for businesses. We help companies elevate their customer experience with AI.

• Identify and target potential customers through research, networking, and cold calling
• Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity
• Build and maintain relationships with key decision-makers and stakeholders at the largest customers
• Serve as the primary point of contact for key customers and exceed their expectations
• Lead negotiations with existing and prospective customers, address objections, and close complex deals
• Navigate contracts and agreements with legal and finance stakeholders
• Develop and execute sales strategies to meet or exceed sales targets
• Craft tailored sales presentations and proposals for enterprise customers
• Collaborate with marketing on sales campaigns and presentations
• Work with the broader GTM team and product, technical, and operations organizations
• Leverage AI tools across account research, personalized outreach, call summarization, pipeline forecasting, and deal execution
• Continuously adopt and experiment with new tools to automate low-value tasks and focus on customer relationships

Enterprise Sales Director

Enterprise Sales Director selling Sierra’s AI customer-experience platform to Canadian businesses. Managing enterprise relationships, complex six- and seven-figure deals, negotiations, and revenue growth.

financial-planning-and-analysis

• Identify and target potential customers through research, networking, and cold calling
• Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity
• Build and maintain relationships with key decision-makers and stakeholders at the largest customers
• Serve as the primary point of contact and exceed customer expectations
• Lead negotiations, address objections, and close complex deals
• Navigate contracts and agreements with legal and finance stakeholders
• Develop and execute sales strategies to meet or exceed targets
• Create tailored sales presentations and proposals
• Collaborate with marketing on sales campaigns and presentations
• Work with the broader GTM team and product, technical, and operations organizations
• Leverage AI tools across account research, outreach, call summarization, forecasting, and deal execution

Enterprise Sales Director, Financial Services

Enterprise Sales Director growing Sierra’s AI customer-experience platform among Canadian banks, insurers, and financial-services firms.
Managing complex enterprise deals, strategic relationships, negotiations, and AI-enabled sales execution.

medical-director

• Identify and target potential customers through research, networking, and cold calling
• Build new relationships with enterprise customers and prospects to drive revenue, pipeline, and deployment capacity
• Build and maintain relationships with key decision-makers and stakeholders at the largest customers
• Serve as the primary point of contact for key customers and exceed their expectations
• Lead negotiations with existing and prospective customers, address objections, and close deals
• Navigate contracts and agreements with legal and finance stakeholders
• Develop and execute sales strategies to meet or exceed sales targets
• Create tailored sales presentations and proposals for enterprise customers
• Collaborate with marketing on sales campaigns and presentations
• Work with the broader GTM, product, technical, and operations organizations
• Leverage AI tools for account research, personalized outreach, call summarization, pipeline forecasting, and deal execution
• Continuously adopt and experiment with new tools to improve sales productivity

Enterprise Sales Director, Healthcare

Enterprise Sales Director growing Sierra’s AI healthcare platform among Canadian health plans, providers, and healthcare technology customers.
Leading complex enterprise deals, customer relationships, negotiations, and AI-enabled sales strategy.

• Lead Sierra's largest multi-business-unit, multi-geography opportunities and design sophisticated deal structures
• Manage deal risk, pricing, and execution for complex strategic accounts
• Build trusted relationships across customer C-suites and working teams
• Engage Sierra's co-founders in front of customers and manage founder-level customer interactions
• Develop precise messaging, positioning, and timing across sales interactions
• Influence Sierra's strategy for important accounts and set standards for the broader sales organization
• Leverage AI tools across account research, personalized outreach, call summarization, pipeline forecasting, and deal execution
• Automate low-value sales tasks and reinvest time in high-value customer relationships
• Continuously adopt and experiment with new AI tools

Enterprise Sales Director – Strategic

Enterprise Sales Director closing complex strategic deals for Sierra’s AI customer-experience platform in Canada. Building executive relationships, structuring high-value opportunities, and shaping enterprise sales strategy.

• Lead the largest multi-business-unit, multi-geography opportunities and design sophisticated deal structures while managing risk
• Build trusted relationships across customer C-suites and working teams
• Regularly engage and manage Sierra's co-founders in front of customers
• Apply precise messaging, positioning, and timing across customer interactions
• Influence Sierra's strategy for important accounts and set standards for the broader sales organization
• Leverage AI tools throughout the sales cycle for account research, personalized outreach, call summarization, pipeline forecasting, and deal execution
• Automate low-value sales tasks and reinvest time in high-value customer relationships
• Continuously adopt and experiment with new tools to work faster and smarter

Enterprise Sales Director – Strategic, Healthcare

Enterprise Sales Director leading complex healthcare deals for Sierra, which builds AI-powered customer-experience platforms.
Managing C-suite relationships, founder-level engagements, strategic accounts, and AI-enabled sales execution across Canada.

Sierra

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5 jobs found

Enterprise Sales Director

Sierra

Enterprise Sales Director, Financial Services

Sierra

Enterprise Sales Director, Healthcare

Sierra

Enterprise Sales Director – Strategic

Sierra

Enterprise Sales Director – Strategic, Healthcare

Sierra