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Mid-Market Sales Executive

2 months ago

San Francisco, California, United States Deputy Full time

About Deputy

At Deputy, we empower organizations to cultivate thriving workplaces—environments where employees are engaged, customers receive exceptional service, compliance is maintained, and profitability flourishes. Our influence spans over 70 countries globally, supporting more than 320,000 workplaces.

Deputy is a worldwide SaaS workforce management enterprise with headquarters in Sydney, San Francisco, and London, supported by leading investors and having recently surpassed $100 million in Annual Recurring Revenue (ARR). We have aided millions of workers across various sectors and aspire to empower 60% of the global workforce. If you are enthusiastic about enhancing the world of work, one shift at a time, consider being part of Deputy and help shape the future of hourly employment.

Role Overview

As we prepare for our next growth phase, we seek a smart, highly motivated, and experienced self-starter with proven sales expertise and a history of exceeding targets to join our exceptional sales team.

Key Responsibilities

  • Develop a self-sourced sales pipeline of qualified opportunities within the mid-market sector.
  • Become a subject matter expert for clients, providing insights on key market trends and challenges.
  • Guide a consultative sales process from qualification to conversion with prospects, utilizing a revenue framework to identify customer pain points, collaborate with champions and buying committees, drive consensus, and involve additional team members as necessary.
  • Deliver compelling sales presentations and product demonstrations to various departments, showcasing Deputy as a unique and differentiated solution provider.
  • Negotiate mutually beneficial deal terms to secure new business and establish long-term success for new clients.
  • Communicate your sales pipeline forecast using MEDDPICC or a similar revenue framework.
  • Maintain updated sales records and prospect statuses using Salesforce, Gong, and other sales tools.
  • Collaborate closely with internal teams (Marketing, Business Development, Account Management, Solutions Architecture, Support, Product, and Finance) to define strategies that maximize value for prospects, customers, and Deputy.
  • Represent Deputy and your brand with integrity and professionalism.

Qualifications and Requirements

  • Degree in Business, Marketing, or a related field.
  • 4+ years of experience in a closing role within the B2B SaaS and/or Workforce Management Technology sectors.
  • Experience selling software solutions in complex environments with large buying committees.
  • Demonstrated success in B2B SaaS sales (meeting and exceeding targets).
  • Proficiency in revenue frameworks such as MEDDPICC, SPICED, Force Management, Sandler, and/or Challenger.
  • Proven ability to cultivate a qualified sales pipeline.
  • Exceptional communication, writing, and presentation skills.
  • Ability to build an outbound pipeline based on product-market fit and targeted accounts.
  • Experience with Account-based Sales strategies and marketing initiatives is advantageous.
  • Familiarity with territory planning and execution.
  • Experience mentoring a Business Development Representative to achieve sales goals is a plus.
  • Experience selling to franchise brands is beneficial.
  • Experience co-selling with integrated software partners is a plus.

Compensation and Benefits

  • Employee Stock Ownership
  • Competitive Compensation Packages
  • 401k Company Match
  • Comprehensive Health Benefits
  • Commuter Reimbursement Program
  • Flexible Work Schedule

Deputy is committed to equal opportunity and believes that inclusiveness and diversity foster innovation. Our global team members come from various cultures, and we welcome different perspectives and skills.

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