SlipstreamJobs tracks this role from the company's public career site. Apply directly on the employer's site.
Salary: USD 90,000 - 100,000 / annual
Datarails is an AI-powered FinanceOS company helping finance teams transform their workflows through intelligent automation, AI, and seamless integrations. With ~350 employees globally, the company is building next-generation finance technology.
You will own and run the full enterprise sales cycle for prospects with 500+ employees, taking SDR-booked outbound meetings through close. This role focuses on complex, multi-stakeholder deals targeting finance decision-makers (CFO, VP Finance, Controllers, FP&A leaders) plus IT/Security evaluators.
Key responsibilities:
- Manage the complete sales cycle from initial meeting through contract signature, developing relationships and uncovering organizational needs across multiple stakeholders
- Partner closely with dedicated SDR(s) to refine targeting, messaging, and qualification criteria, ensuring high-quality pipeline
- Own forecasting and quota delivery against quarterly and annual enterprise targets
- Navigate multi-stakeholder buying committees, build consensus, and create bespoke proposals and business cases
- Maintain disciplined deal progression with rigorous Salesforce documentation and stakeholder mapping
Required experience:
- 5+ years as an Account Executive selling complex B2B SaaS in enterprise/upmarket segments (500+ employees), ideally to finance ICPs or in financial services; or equivalent enterprise FP&A background
- Proven track record of consistently exceeding quota in enterprise or upmarket sales
- Experience collaborating with SDR/BDR teams on outbound pipeline, with ability to provide constructive feedback on targeting and meeting quality
- Comfort managing longer, multi-stakeholder enterprise cycles including IT/security evaluations and procurement
- Strong CRM proficiency (Salesforce, HubSpot, or similar) with disciplined pipeline hygiene
- Ability to understand, quantify, and synthesize technical and commercial needs across buying committees
- Strategic, independent self-starter who takes ownership and sells effectively within defined frameworks
Compensation and benefits:
- Base salary: $90–100k USD plus generous OTE
- Meaningful equity
- 401(k) with up to 4% match, HSA and FSA options
- 100% paid medical, dental, and vision for employees; 100% medical and 80% dental/vision for dependents
- $540/year vision allowance
- Paternity leave, unlimited sick time and PTO (18–25 days recommended), 12 paid holidays
- Life insurance, CPA/CFA license renewal reimbursement
