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Sierra

Enterprise Sales Director, Financial Services

RemoteCanada only
Published
Role
Sales
Experience
Senior
Employment
Full-time
CAD 305k–CAD 370k/yr
Check eligibility

Open to CA only. Set where you work from to check your eligibility.

No BS summary

Enterprise sales director for financial services customers in Canada. Needs 6–8 years in enterprise customer-facing sales, experience closing large accounts, managing $1M+ quota, and running complex 6- and 7-figure ACV deals.

What you'll do

  • 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 strong relationships with key decision-makers and stakeholders with the largest customers.
  • Serve as the primary point of contact for customers and exceed their expectations.
  • Lead negotiations with existing and prospective customers, address objections, and close deals.
  • Navigate contracts and agreements quickly and effectively while working closely with legal and finance stakeholders.
  • Develop and execute sales strategies to meet or exceed sales targets.
  • Craft tailored sales presentations and proposals that meet enterprise customer needs.
  • Collaborate with the marketing team to implement effective sales campaigns and presentations.
  • Work closely with the broader GTM team, product, technical, and operations organizations to deliver the product.
  • Leverage AI tools across the full sales cycle, including account research, personalized outreach, call summarization, pipeline forecasting, and deal execution.
  • Automate low-value tasks and reinvest time into high-value customer relationships.
  • Continuously adopt and experiment with new tools to work faster and smarter than traditional methods allow.

What they require

  • 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
  • Experience managing a $1M+ quota and 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 of identifying and targeting potential enterprise clients through research, networking, and cold calling.
  • Preferred: Familiarity with the AI landscape, key players, and emerging trends.

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, snacks, and coffee
  • Discretionary benefit stipend
  • Free alphorn lessons
  • Eligible full-time employees can participate in Sierra's equity plans
🇺🇸 United StatesFinancial ServicesMid-size

Details

Apply routeDom
CAD 305k–CAD 370k/yr