Enterprise Sales Director, Financial Services

Sierra

Enterprise Sales Director growing Sierra’s AI customer-experience platform across financial-services enterprises. Leading prospecting, complex deal negotiations, strategic accounts, and revenue growth.

Posted 8/5/2026full-timeRemote • 🇺🇸 United StatesLead💰 $260,000 - $280,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in enterprise sales strategies, relationship building, and negotiation to drive revenue growth. Proficient in leveraging AI tools for enhanced sales productivity and data-driven decision-making.

Highest-signal resume keywords

Enterprise Sales ExperienceComplex Deal NegotiationQuota ManagementCustomer Relationship ManagementMarket Trend Analysis

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Sales Strategy DevelopmentCold CallingPipeline ForecastingSales PresentationsContract NavigationData-Driven Decision MakingAccount Research

Soft Skills

Exceptional CommunicationRelationship BuildingNegotiation Skills

Tools & Technologies

AI ToolsSales Productivity Tools

Industry Keywords

Enterprise CustomersGTM CollaborationStakeholder EngagementSales CampaignsACV Deals

About the role

Key responsibilities & impact

Identify and target potential enterprise 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 largest customers
Serve as the primary point of contact and exceed customer 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 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

Requirements

What you’ll need

6–8 years of experience in an enterprise customer-facing sales role identifying and closing large accounts
Experience managing a $1M+ quota
Experience running end-to-end complex six- and seven-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

Comp & perks

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
Commission
Equity