Enterprise Account Executive - Remote

TCP Software is hiring an Enterprise Account Executive to sell its workforce management software to enterprise accounts in the United States. This is a remote role focused on new business and expanding existing accounts within a defined territory. It suits someone with full-cycle enterprise sales experience who can run deals in the $50K–$250K ACV range and consistently hit quota.

What you will do

• Act as a subject matter expert and advisor to prospective customers, using knowledge of trends in your assigned market segment.
• Drive recurring subscription revenue from new customers in your territory.
• Expand revenue from current accounts through cross-sell and upsell.
• Meet and exceed your sales revenue quota by targeting the enterprise account segment.
• Coordinate onboarding of new customers and expansion sales with assigned CSMs.
• Run needs assessments across technical, business, and executive groups.
• Uncover client business objectives and challenges, then give actionable recommendations.
• Explain the features and benefits of TCP's software in a consultative way.
• Give customized presentations and coordinate product demos with Solutions Consultants.
• Keep an organized database of accounts, opportunities, and activities.
• Manage, track, and forecast pipeline opportunities accurately.
• Promote company capabilities within your assigned market segments.

What they are looking for

Experience and track record

• 3–5 years of B2B sales experience, with at least 2 years in full-cycle enterprise sales.
• Proven track record closing deals in the $50K–$250K ACV range.
• Consistent quota attainment (80%+ over multiple years, ideally 90%+ in the most recent year).
• Experience managing 8–12 active opportunities at once.
• Familiarity with buyer personas such as IT, Operations, and Finance.
• References that validate results and relationship-building.

Sales methodology and skills

• Strong understanding of solution selling and familiarity with MEDDIC or similar frameworks.
• Ability to articulate deal strategies and value propositions with examples.
• A consultative selling approach rather than transactional or product selling.
• Skilled at discovery questioning that uncovers business problems, not just technical requirements.
• Ability to map product features to business outcomes and quantify ROI.
• Understanding of basic financial concepts (ROI, payback period, TCO).

Deal management

• Experience running 3–6 month sales cycles with multiple customer touchpoints.
• Ability to navigate basic procurement processes.
• Skilled at coordinating internal resources (SEs, CSMs, executives).
• Pipeline hygiene and forecasting accuracy.
• Consistent CRM use with detailed opportunity notes.
• Familiarity with MSAs, redlines, and basic contract negotiations.

Communication and presence

• Strong written communication for emails, proposals, and presentations.
• Comfortable presenting to director-level stakeholders.
• Can handle objections professionally and without defensiveness.
• Emotional intelligence and ability to read room dynamics.
• Professional presence that builds credibility quickly.

Industry and product fit

• Familiarity with workforce management, SaaS, or adjacent industries.
• Technical aptitude for complex software solutions.
• Ability to quickly learn and retain product knowledge.
• Previous B2B SaaS or intangible solution sales experience preferred.

Coachability and culture

• Growth mindset and openness to feedback.
• Curiosity shown through thoughtful questions about process, product, and customers.
• Strong alignment with TCP values and a collaborative mindset.
• Evidence of teamwork over lone wolf approaches.
• Realistic and resilient when facing challenges or setbacks.

Other details

• Travel up to 25%.
• Prolonged periods sitting at a desk and working on a computer.
• Must be able to lift up to 15 pounds at times.
• TCP is not able to sponsor visas for this role.

Benefits

• Competitive salary
• 20 days of PTO and 13 companywide holidays
• 8 hours to volunteer and impact the community
• Benefits (Health/Dental/Vision/401K)
• Employee Choice Pre-Tax Benefit

About TCP Software

For more than 30 years, TCP has provided flexible, mobile timekeeping and workforce management solutions. Its technology and support serve organizations of all sizes in the public and private sector, covering timekeeping, employee scheduling, leave management, and other workforce needs. TCP is an equal opportunity employer and states that it is committed to a diverse and inclusive team.