Enterprise Account Executive (United States)
Part-time
OutScout
OutScout is partnered with a B2B digital tax compliance company that is looking to hire an Enterprise AE.
Their product automates 1099/W-2 tax filing, W-9 collection and TIN verification, vendor/contractor payments, and other tax/compliance workflows. They help businesses and accounting firms pay vendors/contractors and handle the associated tax reporting and compliance without doing it manually.
They have over 100K+ customers, work with 30K+ CPA firms, and have raised $163M in funding to accelerate their next phase of growth.
They are seeking a dynamic, strategic Enterprise Account Executive to own the full sales cycle. This role reports to their sales leader and will focus on driving new enterprise revenue while building relationships with senior executives and key decision-makers.
Responsibilities
- Own the full sales cycle from prospecting through close and initial account expansion
- Consistently achieve or exceed new business revenue targets
- Build approximately 30% of pipeline through outbound prospecting
- Develop relationships with C-suite and senior executive stakeholders
- Conduct consultative, tailored product demonstrations and articulate ROI
- Navigate complex, multi-threaded enterprise deals, procurement, and contract negotiations
- Partner with Sales Engineering, Customer Success, and other internal teams to move deals forward
- Provide customer and market feedback to influence product and go-to-market strategy
- Maintain a strong understanding of the compliance and tax automation SaaS landscape
Requirements
- 3-5 years of sales experience, and ideally 1-2 years in a full sales-cycle position
- Proven track record of exceeding quota and closing new enterprise business
- Experience managing long, multi-stakeholder sales cycles and multi-year SaaS agreements
- Demonstrated success selling into large/enterprise organizations
- Strong executive-level presentation, negotiation, and communication skills
- Experience with outbound prospecting, pipeline management, and forecasting
- Comfortable discussing technical integrations and working cross-functionally
- Willingness to travel periodically for customer meetings and industry events
Location: Remote
Industry: B2B SaaS / Compliance & Tax Technology
Comp: approx 80-90k base / 160-180k OTE for first year, uncapped commissions
Vacancy posted 10 hours ago
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