Remote
SaaS
himalayas
About this role
Description
About UsGambit is the AI-native resilience platform that ensures digital continuity never expires. It unifies governance across cloud, backups, security tools, and IaC, mapping applications, identifying gaps, and validating recovery paths in real time. Gambit turns resilience assumptions into business certainty before an incident ever occurs.
The OpportunityWe are looking for a relentless, consultative Enterprise Account Executive to help accelerate our market adoption. You will be responsible for introducing our groundbreaking Cyber Resilience platform to the world’s largest enterprises.
If you thrive in fast-paced Series A environments, possess strong pipeline-generation DNA, and love selling complex, highly technical solutions to executive buyers, we want to talk to you.
About the role Manage the entire sales cycle: from personal pipeline generation and qualification to technical evaluation, negotiation, and closing. Pitch effectively to technical and executive stakeholders, specifically CISOs, CIOs, SecDevOps, and DevOps leaders. Collaborate closely with Sales Engineers (SEs), SDRs, and Marketing to maximize regional territory coverage.
Deliver predictable revenue growth and maintain high forecasting accuracy.
Requirements 7+ years of successful enterprise sales experience, consistently exceeding quota. Proven track record of navigating complex, multi-stakeholder deals in the Fortune 500 space. Strong experience selling into the CISO or CIO suite; understanding of cybersecurity, cloud infrastructure (Kubernetes, Containers, Terraform), or data backup is a major plus.
Experience working in Series A/B startups - you know how to create momentum where there isn't an established brand name yet. Expertise in driving personal pipeline generation (not relying solely on inbound or marketing). Preference for candidates trained in Command of the Message methodology. Unwavering drive, grit, and resilience. Ability to travel as required to close deals.
Benefits -
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
OTE
$350k (range: $300k–$350k)
Ramp Period
Not mentioned — clarify timeline
Quota
$.
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Inbound-Led
Marketing-generated leads and demo requests
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Geographic
Region-based territory assignment
Requirements at a Glance
Typical Day — Account Executive
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
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 Gambit Security 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.
With OTE potential exceeding $350k, this role sits in the top tier of sales compensation. Expect rigorous performance expectations and a proven track record requirement.
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