Financial Literacy Consultant supporting medical learners at the University of Alberta. Providing debt counseling, financial education, and accreditation support.
About the role
- 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.
Responsibilities
- 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
Requirements
- 6–8 years of experience in an enterprise customer-facing sales role
- Experience managing a $1M+ quota
- Experience running end-to-end complex 6- and 7-figure ACV deals
- Exceptional verbal and written communication abilities
- Ability to analyze market trends, identify opportunities, and make data-driven decisions
- Proven track record identifying and targeting enterprise clients through research, networking, and cold calling
- Familiarity with the AI landscape, key players, and emerging trends is an advantage
Benefits
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits through Carrot
- Lunch, as well as delicious snacks and coffee
- Discretionary benefit stipend
- Free alphorn lessons
- Eligible full-time employees can participate in Sierra's equity plans
- Offers commission
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