WayUp is the go-to platform for millions of early-career professionals to explore job and internship opportunities, receive advice, and get discovered by employers. Top companies from startups to Fortune 500s use WayUp’s platform to reach, recruit and engage with the new generation of early-career talent. Since launching in 2014, WayUp has helped millions of candidates launch their careers.

Reporting directly to our Chief Executive Officer, you are responsible for the strategy, alignment, and execution of net new sales within the company.  We are looking for a seasoned enterprise sales leader with the proven capacity to retain, train, and hire a well oiled sales team. The VP of Sales will be tasked to create a structured and efficient sales environment while collaborating cross-functionally to analyze and scale sales performance.


Lead Sales Organization:

  • Lead high priority sales initiatives, including setting the org structure, hiring of Sales Representatives (AEs) and Sales Development Reps (SDR), and aligning on coverage model
  • Sales planning including goal and quota setting as well as sales compensation and incentive structure
  • Develop market coverage sales model including segmentation and Ideal Client Profiles (ICPs)
  • Lead annual strategic planning - focusing on consultative selling, proactive-target marketing, client engagement initiatives, and sales incentive alignment 
  • Review sales presentations, proposals, pricing, contracts 
  • Identify and manage sales opportunities, across clients and prospects, with potential for high value. Strategically securing profitable business
  • Liaise with SalesOps, B2B and B2C Marketing, Account Management, Engineering, Product, HR  and the Executive Team

Work with Sales Operations: 

  • General pipeline management and expectations from sales org
  • Develop and implement regular reporting of key performance metrics including forecasting, funnel analysis, and pipeline management
  • Communicate and execute market segmentation and sales coverage model

Partner with B2B: 

  • Generate new sales leads through primary and secondary sources
  • Develop Nurture Campaigns
  • Implement and articulate Account Based Marketing plans 


  • HR technology and/or talent acquisition sales experience
  • Start-up experience preferred but not required
  • Experience managing a team that must sell complex contracts with longer sales cycles and six-figure ACVs
  • Excellent understanding of standard business practices related to sales operations and customer acquisition processes and systems (sales cycle, lead generation, reporting, forecasting, segmentation and sales quotas)
  • Adept at translating concepts into tactics that drive repeatable sales process
  • Comfortable creating and implementing a metric driven sales organization - Leads with a science like approach but appreciates and exemplifies the art in the sales process
  • Prior experience of selling HR Product /Services or enterprise services - Significant price discovery experience with transferable and repeatable methodologies
  • Must be detailed oriented with a concern for quality expressed by continually initiating system and process improvements
  • Strong self-starter with ability to develop and work an external pipeline
  • Demonstrated ability to conduct sales presentations and interact effectively with internal and external customers at all levels
  • Strong management skills based on several years of experience, including people development and team building
  • Strong business acumen and the ability to successfully navigate and influence partners within a complex business environment
  • Superior consulting, leadership, management, interpersonal and mentoring skills and strong written and verbal communication skills


  • Comprehensive Healthcare Plan (Medical, Dental, and Vision)
  • 401k Plan through MassMutual
  • Weekly Catered Team Lunch
  • Monthly Lunch & Learns with Industry Leaders, CEOs, VC's and more
  • Unlimited Sick Days
  • Pre-Tax Commuter & FSA Benefits
  • Continuous Education Stipend
  • Office Snacks, Cold Brew and Lots of Dogs

By submitting your application, you agree to submit a list of references as part of the interview process and consent to WayUp contacting these references.

The Company values the array of backgrounds, talents and perspectives that a diverse workforce brings. All qualified applicants will receive consideration for employment without regard to actual or perceived race, religious creed, color, national origin, ancestry, physical or mental disability, medical condition, genetic information, marital or familial status (including registered domestic partnership status), sex and gender (including pregnancy, childbirth, lactation and related medical conditions), gender identity and gender expression (including transgender individuals who are transitioning, have transitioned, or are perceived to be transitioning to the gender with which they identify), age, sexual orientation, Civil Air Patrol status, military and veteran status, certain arrest or conviction records, domestic violence victim status, and any other consideration protected by federal, state or local law (collectively referred to as "protected characteristics”).

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