Description
Come build the future of finance with Datarails. We're a global, AI-powered FinanceOS company helping finance teams transform the way they work. By combining intelligent automation, AI, and seamless integrations with the tools finance teams already know and trust, we empower organizations to make faster, smarter decisions with confidence. With approximately 350 employees worldwide, we're building the next generation of finance technology - where innovation, collaboration, and customer success go hand in hand.
If you're looking for a fantastic opportunity to join a growing startup in a role with massive impact, we would love to meet you!
We're hiring an Enterprise Account Executive to join our upmarket team, focused on companies with 500+ employees. This role works closely with our SDR team, taking outbound-generated, booked meetings and running the full enterprise sales cycle to close.
This position is 100% remote, based in the Eastern Time Zone in the US. No sponsorship or relocation assistance is available.
What You’ll Do
- Own and run the full sales cycle for enterprise (500+ employee) prospects, from SDR-booked outbound meetings through close, developing relationships, uncovering complex organizational needs, and driving adoption of our solution across multiple stakeholders
- Partner closely with your dedicated SDR(s) to sharpen targeting, messaging, and qualification criteria for outbound-generated pipeline, ensuring a high-quality, well-qualified meeting flow
- Own your forecasting and quota, delivering consistently against quarterly and annual enterprise targets
- Navigate multi-stakeholder buying committees at finance functions (CFO, VP Finance, Controllers, FP&A leaders) plus IT/Security evaluators, building consensus and creating bespoke proposals and business cases
- Manage a longer, more complex upper mid market and enterprise sales cycle with rigor, accurate Salesforce documentation, stakeholder mapping, and disciplined deal progression
Requirements
- 5+ years of experience as an Account Executive selling complex B2B SaaS, ideally in enterprise/upmarket segments (500+ employees), to finance ICPs (CFO, VP Finance, Controllers) or in financial services, OR equivalent enterprise FP&A experience.
- Track record of consistently exceeding quota in an enterprise or upmarket sales motion.
- Experience working in tandem with an SDR/BDR team on outbound-sourced pipeline — you know how to give feedback that improves targeting and meeting quality, not just take meetings as handed off.
- Comfort managing longer, multi-stakeholder enterprise sales cycles, including IT/security evaluations and procurement processes.
- Strong command of CRM and sales enablement tools (Salesforce, HubSpot, or similar) with disciplined pipeline hygiene and documentation habits.
- Ability to understand, quantify, and synthesize technical and commercial needs across a buying committee, and guide prospects to the right solution before bringing in specialized reinforcements.
- Strategic, independent self-starter who takes ownership of the role and can sell effectively against a defined framework/system.
What we offer:
- The base salary range for this role is $90-100k USD and generous OTE. Final offer amounts are determined by multiple factors including prior experience, value add, and location, and may vary from the amount above.
- Meaningful equity
- 401(k) plan with up to 4% match and HSA & FSA Options
- 100% paid medical, dental, and vision coverage for employees and 100% paid medical and 80% paid dental and vision coverage for dependents
- $540/year toward glasses, sunglasses, or contact lenses from XP Health for employees enrolled in any Guardian Vision plan
- Paternity leave
- Flexible, unlimited sick time and PTO (we recommend 18-25 vacation days annually)
- 12 paid company holidays
- Life insurance
- CPA/CFA license renewal reimbursement
We want to make sure everyone has an equal chance to participate and make a difference. Datarails is an equal opportunity employer and prioritizes building a diverse and inclusive workplace. We provide equal employment opportunities to all employees and applicants of any type and do not discriminate based on race, color, religion, national origin, gender, age, sexual orientation, physical or mental disability, genetic information or characteristic, gender identity and expression, veteran status, or other non-job related characteristics or other prohibited grounds specified in applicable federal, state, and local laws. Datarails’ policy is to comply with all applicable laws related to nondiscrimination and equal opportunity and will not tolerate discrimination or harassment based on any of these characteristics. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.
Skills Required
- 5+ years of experience as an Account Executive selling complex B2B SaaS, ideally to enterprise or upmarket companies with 500+ employees, finance leaders, or financial services organizations; equivalent enterprise FP&A experience may qualify.
- Demonstrated track record of consistently exceeding quota in an enterprise or upmarket sales motion.
- Experience partnering with an SDR or BDR team on outbound-sourced pipeline and improving targeting, qualification, and meeting quality.
- Experience managing longer, multi-stakeholder enterprise sales cycles, including IT/security evaluations and procurement processes.
- Strong command of CRM and sales enablement tools such as Salesforce, HubSpot, or similar, with disciplined pipeline documentation.
- Ability to understand, quantify, and synthesize technical and commercial needs across a buying committee and guide prospects toward appropriate solutions.
- Strategic, independent self-starter who takes ownership and can sell effectively within a defined framework or system.
Datarails Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Datarails and has not been reviewed or approved by Datarails.
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Fair & Transparent Compensation — Compensation is widely characterized as competitive and well‑regarded, contributing to strong satisfaction with total pay. Feedback suggests pay levels are seen as market‑appropriate and a core strength of the employment offer.
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Healthcare Strength — Benefits descriptions indicate employer‑paid medical, dental, and vision for employees, with company contributions for dependents. Feedback suggests health coverage is a standout element of the package.
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Leave & Time Off Breadth — Time‑off policies are described as flexible, including unlimited PTO with guidance on expected usage and paid company holidays. Feedback suggests employees also reference ample vacation allowances and the ability to carry time forward in some cases.
Datarails Insights
What We Do
Datarails has created a solution that tackles one of the biggest challenges in financial departments: the overflowing amount of data that, up until now, was managed by tons of Excel sheets. All those financial reports, forecasts, expenses, analytics? Datarails takes all this data and integrates it into a one, simple, smart report. Datarails consolidates all cross-organizational data and enables finance professionals to follow it, manage it, and derive insights from analysis. Instead of spending time on manual consolidation, Datarails automates the consolidation process and the creation of financial reports. It’s cloud-based, so nothing gets lost, it’s brilliant, so almost every feature can be added.
Why Work With Us
We're on a mission to transform finance. Datarails is committed to a positive, diverse, and inclusive culture by hiring for potential, focused on the inclusion of people who have different ways of thinking, different viewpoints, different backgrounds, and different skill sets. We value a transparent and open culture that positively impacts our team
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