Remote
SaaS
greenhouse
About this role
Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide.
Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves.
As a consultative sales professional, the Strategic Sales Director creates, identifies, and closes sales within a set of named accounts. The Strategic Sales Director helps solve the business needs of prospects and customers by aligning those needs and objectives with Five9’s offerings. Once an opportunity has been closed, the Strategic Sales Director’s job is to help manage the initial phases of post-sales support and ensure implementation is set up accordingly. This is achieved through the support of additional resources such as Technical Pre-Sales Support and Professional Services, whose goal is to help you close and delivery the Five9 solution.
- How does the Strategic Sales Director role generate value for customers?
- Gain a deep understanding of the prospect or customer’s processes and problems
- Ensure the right questions are being asked and answered
- Obtain qualitative and quantitative data which can be leveraged by the sales support team to identify the right solution(s)
- Justify all investments through compelling and customer-focused business cases
Selling Motion
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Named Accounts
Pre-assigned list of target companies
Requirements at a Glance
Typical Day — Sales Rep
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
How do you coach underperforming reps?
Template questionDescribe your forecasting methodology.
Template questionHow do you structure onboarding for new hires?
Template questionSales leadership roles require balancing individual contributor revenue with team performance management.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
Are you a closer?
Interested in SaaS? Build your profile to get matched with roles like this.
Explore More Sales Jobs
Similar Roles
Business Development Representative - Public Sector
Genesys
$49k–$85k
Account Executive- Milwaukee, WI
Myriad360
$90k–$100k
Account Executive - SMB
Anchor Fintech
Sr. Sales Representative (SaaS-Collections Tech)
TrueML
$112k–$137k
Account Manager, Enterprise Sales
Clarius Mobile Health
$90k–$110k
Manager, Account Executive | Enterprise
Ramp
Browse More Jobs
Ready to land your next closing role?
Build your free closer profile to get matched with high-ticket sales opportunities, track applications, and showcase your track record.
Create a free profile to save sales jobs and track applications