About The Position

The Enterprise Sales Manager focuses on Tax Compliance products and plays a crucial role in ensuring the success and satisfaction of customers as well as increasing the footprint of the company Tax offerings. This role is responsible for managing and converting a defined TAM of roughly $6m ARR, building strong, long-term relationships with our clients, helping them to maximize the value of our Tax solutions, and ensuring they achieve their desired outcomes. The Enterprise Sales Manager acts as a trusted advisor, guiding customers and prospects through sales process. Additionally, this role works closely with our tenured Customer Success Team as well as our New Logo teams for both our PEO and HCM product lines.

Requirements

  • Tax compliance fundamentals (payroll tax, filings, remittance).
  • Deep understanding of Tax products and integrations.
  • Enterprise-level sales cycles, opportunity management, and CRM best practices.
  • Campaign strategies, segmentation, and interpreting KPIs like quota attainment and adoption.
  • Diagnose client needs, build ROI cases and convert competitive accounts.
  • Establish trust with executives and operational teams for long-term partnerships.
  • Create tailored success plans aligned to client goals and timelines.
  • Deliver persuasive presentations and proposals; simplify complex tax concepts.
  • Track pipeline health, report on KPIs, and recommend improvements.
  • Motivate internal teams and customers without direct authority.
  • Excellent verbal and written communication skills to effectively convey value propositions and communicate with leaders and team members.
  • Attention to detail.
  • Efficiently managing time to balance multiple clients and tasks, while staying organized in a dynamic work environment.
  • Ability to build rapport and trust with clients and team members.
  • Bachelor’s degree in business or equivalent combination of experience, skills, education (including other relevant non-traditional degree programs, certifications, or job training programs).
  • At least 5 years’ experience in Tax Compliance, preferably with a focus in the PEO/ASO/HCM arena.
  • Ability to travel as needed.
  • Competency in Microsoft applications including word, excel and outlook
  • This role requires a valid, non-restrictive driver’s license as it involves occasional travel to client sites and company locations.

Nice To Haves

  • Previous experience and proficiency in HCM software preferred.

Responsibilities

  • Converting existing clients from competitive products – TAM $6m ARR as well as assisting with new client sales where Tax Compliance is needed.
  • Build strong relationships with customer base
  • Product Expertise: Develop a deep understanding of our TAX products and services to effectively address customer/prospect inquiries and provide strategic recommendations.
  • Create and execute plans tailored to the unique needs and goals of each customer, ensuring they achieve their desired outcomes.
  • Assist with educating existing Customer Success Team on general Tax Compliance knowledge.
  • Work with our marketing team to develop a go to market campaign for Tax products.
  • Feedback and Advocacy: Escalate valuable feedback to internal teams to drive product improvements and enhancements.
  • Performance Metrics: Track and report on key performance indicators (KPIs) related to sales, such as quota performance, win/loss rates, and adoption.
  • Work closely with cross-functional teams, including customer success, product management, and support, to ensure a seamless customer experience.
  • Occasional domestic travel will be required to attend team onsite meetings, client visits, customer events, industry conferences, and training sessions. This may include air travel, ground transportation (including cars, taxis, or rideshare services), and in some cases potential public transportation
  • Build, maintain and promote relationships with team members, peers across disciplines, and all other company team members ensuring effective coordination of communications and services affecting clients.
  • Attend webinars and training to stay up to date on best practices related to the company and department.
  • Complete projects and other duties as assigned by supervisor.

Benefits

  • Health Insurance: Medical, dental, and vision coverage
  • Retirement Plan: 401(k) with company match
  • Paid Time Off: PTO, Holidays, Parental leave and Sick Leave provided as required by applicable state law
  • Other Benefits: Life insurance, short term disability, long term disability, employee assistance program (EAP), flexible spending account (FSA), health savings account (HSA), Identity theft protection, critical illness, accident, cancer, hospital protection, legal and pet insurance.
  • Additional Compensation: [e.g., signing bonus, commission structure] if applicable.

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Number of Employees

501-1,000 employees

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