Account Executive - Mid Market

Accountabilities:

• • Own the full sales process from lead qualification and discovery through solution presentation, technical demonstrations, negotiation, and closing new business.
  • Respond promptly to prospective customers, schedule discovery calls, uncover business challenges, and tailor presentations around their operational, growth, and talent-retention priorities.
  • Build and expand a pipeline through outbound prospecting, with approximately 40% of appointments expected to be generated directly by the representative.
  • Develop targeted Outreach sequences using marketing content and customized campaigns across phone, email, LinkedIn, e-gifting, and other channels to engage decision-makers within ideal customer profile accounts.
  • Maintain a strong pipeline equivalent to at least 3x quota, consistently securing clear next steps throughout the sales process.
  • Demonstrate the platform’s value proposition through a consultative, value-driven sales approach, connecting capabilities to each prospect’s specific requirements.
  • Maintain accurate and timely opportunity information, forecasts, meeting notes, documentation, and next steps in Salesforce and Gong.
  • Leverage an AI-first sales workflow, using conversation intelligence and generative AI tools to analyze calls, synthesize discovery notes, automate follow-up communications, conduct competitive research, and improve deal execution.
  • Prioritize multiple opportunities of varying complexity and sales-cycle length while maintaining a high-quality prospect and customer experience.

  Requirements:

  • 3+ years of experience selling SaaS to mid-market businesses, with a demonstrated history of strong performance and consistently meeting or exceeding quota.
  • Proven experience in outbound sales with a proactive, hunter-oriented approach to pipeline generation.
  • Strong consultative selling skills and the ability to build compelling business cases based on customer needs, challenges, and desired outcomes.
  • Self-motivated, results-oriented, and comfortable working independently in a high-growth, fast-paced environment.
  • Strong work ethic and collaborative mindset, with the ability to contribute effectively within a high-performance sales organization.
  • Technical aptitude and willingness to quickly master modern sales tools, CRM systems, conversation intelligence platforms, and AI-enabled technologies.
  • Strong organizational and prioritization skills, with the ability to manage opportunities across different stages, lengths, and levels of complexity.
  • Friendly yet assertive communication style, with confidence engaging decision-makers and guiding prospects through a sales process.
  • Ability to work remotely while maintaining accountability, productivity, and effective communication.
  • Candidates should be physically located in the United States, with preference for those in Central or Eastern time zones.
  • Experience selling workflow, accounting, practice management, or project management software is a plus.
  • Strong interest in learning, adapting, experimenting with new technology, and contributing to a performance-oriented team.

  Benefits:

  • Target OTE of $212,000 USD.
  • Estimated base salary range of $70,000–$75,000 USD.
  • Uncapped monthly bonus potential with strong quota-attainment opportunities.
  • Paid flexible time off, with approximately three weeks of annual use encouraged.
  • Company-paid medical coverage for employees and eligible spouses/partners and dependents.
  • Company-paid dental and vision coverage for employees and eligible spouses/partners and dependents.
  • Fully company-funded short-term and long-term disability coverage.
  • Company-paid life insurance.
  • 401(k) with company matching.
  • Flexible Spending Account.
  • Up to 8 weeks of paid parental leave.
  • Work-from-home stipend.
  • Performance-based recognition programs, including President’s Club and Rep of the Month, Quarter, and Year incentives.
  • Opportunity to work with an experienced, high-performing sales team and learn from established SaaS professionals.
  • Career development opportunities within a rapidly growing organization with an emphasis on promoting high performers internally.
  • Collaborative, team-oriented remote culture with ongoing feedback and professional development.