Remote
SaaS
himalayas
About this role
Own the full cycle—from first conversation to signed contract—selling AI solutions that drive real business outcomes.About ContextualContextual partners with clients to deliver cutting-edge AI solutions that transform tasks, processes and operations with a focus on scale and ROI.
By leveraging the Contextual.io platform, we help organizations streamline and automate workflows, drive organization and operational efficiencies, and unlock new revenue opportunities.
About the RoleAs a Sales Account Executive at Contextual, you will drive new customer acquisition through inbound lead conversion, targeted outbound selling, and referral partner collaboration. You'll own the full sales cycle—from prospecting and discovery through negotiation and close—for AI-powered solutions built on the Contextual.io platform.
This is a high-impact individual contributor role ideal for someone who is energized by consultative selling, enjoys learning new businesses, comfortable navigating complex solution conversations, and motivated to grow alongside a fast-moving company.
Key
ResponsibilitiesOwn and Execute the Full Sales Cycle Manage the complete sales cycle from prospecting and discovery to negotiation and close. Build, maintain, and accurately forecast a high-quality pipeline aligned to revenue targets. Drive outbound outreach to target accounts and industries; identify and engage decision makers across functional and executive levels.
Respond quickly and professionally to inbound leads, ensuring high-quality discovery, clear qualification, and rapid follow-up. Work with Sales Engineering resources to determine solution feasibility and how best to demonstrate confidence in outcomes. Deliver compelling presentations, demos, proofs-of-concept, and ROI/value narratives tailored to customer needs and use cases.
Collaborate with the Delivery Team to scope AI solutions that align with client goals and platform capabilities. Get to signature. Partner Collaboration & Co-Selling Support pa
Tools & Tech Stack
Selling Motion
Prospecting
Hybrid
Mix of inbound leads and outbound prospecting
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Named Accounts
Pre-assigned list of target companies
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Warm leads provided
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
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionThis Account Executive position at Contextual involves managing the full sales cycle from prospecting through close.
SaaS sales roles typically involve consultative selling with longer deal cycles.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
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