Founding Enterprise Account Executive / GTM Lead

TaxRay Inc.; New York (NY); On-site; USD 70,000 - 100,000; Full time

Job summary

TaxRay Inc. is seeking a hands-on Enterprise Account Executive / GTM Lead to spearhead sales efforts. This role focuses on establishing a sales motion in the global tax technology sector, requiring a capable individual to directly work with the CEO and manage complex enterprise sales cycles.

The ideal candidate should have extensive B2B SaaS sales experience, especially in selling to financial stakeholders. A competitive early-stage compensation package with base salary, commission, and equity is offered.

Qualifications

• 5-8+ years of B2B SaaS sales experience.
• Proven success selling complex software to enterprise finance teams.
• Experience with ACVs in the $50K-$250K+ range.

Responsibilities

• Own end-to-end sales cycles from prospecting to closing.
• Sell to VP Tax, CFO, and other finance stakeholders.
• Manage complex buying processes involving multiple stakeholders.

Skills

B2B SaaS sales experience

Complex software sales

CRM discipline

Outbound sales capability

Stakeholder management

Communication skills

Tools

NetSuite

Oracle Fusion

Salesforce

Job description

TaxRay is an AI-native global tax platform that embeds tax intelligence directly into enterprise procurement and sales workflows. We help global software enterprises identify, quantify, and mitigate withholding tax exposure before contracts are signed, protecting revenue, cash flow, and margin.

TaxRay already works with design partners and customers across software and technology companies, has analyzed over 1M contracts, supports 20+ jurisdictions, and is now building its first repeatable US go-to-market motion.

The Role

We are hiring our first commercial sales leader: a hands-on Enterprise AE / GTM Lead who can sell, build, and learn fast.

This is not a classic AE role with a mature SDR team, established sales playbook, and clean inbound funnel. You will work directly with the CEO/founder, who is a former global tax executive and the company's current primary seller. Your job is to convert founder-led traction into a repeatable enterprise sales motion.

You will own pipeline creation, discovery, deal progression, stakeholder mapping, procurement/security navigation, and closing. You will also help define ICP, messaging, qualification criteria, pricing feedback, and the first version of TaxRay's sales process.

What You'll Do

• Own end-to-end sales cycles from prospecting to close for mid-market and enterprise software companies
• Sell to VP Tax, Head of Global Tax, CFO, and VP Finance stakeholders
• Partner closely with the CEO on strategic accounts, demos, business cases, and closing strategy
• Build targeted outbound into software companies with meaningful cross-border revenue and WHT exposure
• Turn early customer learnings into repeatable sales plays, objection handling, qualification criteria, and account prioritization
• Manage complex buying processes involving tax, finance, procurement, AR, legal, security, and IT teams
• Build ROI-driven business cases around cash leakage, tax exposure, gross-up risk, and margin protection
• Maintain disciplined CRM hygiene and weekly pipeline reporting
• Provide product and market feedback to the CEO, CTO, and product team
• Help define the future sales hiring profile, including SDR/BDR and additional AE roles

What We're Looking For

Required

• 5-8+ years of B2B SaaS sales experience
• Proven success selling complex software into enterprises' finance, CFO, tax, procurement, legal, ERP, compliance, or enterprise workflow buyers
• Experience selling ACVs in the $50K-$250K+ range
• Strong outbound capability; willing to build pipeline personally, not just wait for SDR support
• Comfortable selling with a technical/domain-heavy founder
• Ability to manage multi-stakeholder enterprise sales cycles
• Strong discovery, business-case building, and executive communication skills
• Scrappy, self-directed, and comfortable operating without a mature sales playbook
• Strong written communication and CRM discipline

Strong Plus

• Experience selling to tax, treasury, finance transformation, procurement, ERP, or compliance teams
• Startup experience as an early AE, founding AE, or first sales hire
• Experience with AI, automation, tax technology, fintech, regtech, or enterprise workflow software
• Familiarity with NetSuite, Oracle Fusion, SAP, Salesforce, procurement workflows, or enterprise security review processes
• Network in CFO, tax, or finance leadership communities

What Success Looks Like

In the first 90 days, you will

• Build a prioritized target account list
• Create the first repeatable outbound motion
• Run discovery and demos with the CEO
• Advance active opportunities through tax/procurement/CFO/legal
• Help convert design partners and pilots into paid ARR
• Create the first operating rhythm for pipeline, qualification, and deal review

In the first 4-5 months, you will

• Help TaxRay reach 10-12 paying customers
• Build a repeatable sales motion for mid-market and enterprise software companies
• Create the foundation for the next commercial hires

Compensation

Competitive early-stage package: base salary, commission/OTE, and equity. Structure will be calibrated for a founding commercial hire.