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Enterprise Sales Executive

Sales | San Francisco, CA | Full Time

Job Description


At Directly, we believe the fundamental nature of work is changing from fixed to fluid, as AI and collaborative technology transform how people and companies work in the next economy.  We’re leading this shift with an enterprise platform that changes the way companies think about customer support. Our Crowd-Powered AI platform combines machine learning and gig work to transform and scale customer service for world-class companies like Autodesk, LinkedIn, Microsoft, Pinterest, Samsung and SAP. We’re based in San Francisco and backed by top venture firms and angels from Silicon Valley.



As an Enterprise Sales Executive, you must have a proven track record of enterprise sales experience, excellent communication and presentation skills, and an understanding of navigating sales in a new marketplace. As a trusted sales expert, you consult potential customers to understand their needs and position Directly as a key solution in their customer care stack.  

We are looking for team members who understand complex sales and have a firm understanding of the startup ecosystem. You are a self starter and have a track record over-achieving quota. You are excited about juggling multiple projects and working really hard at a small but rapidly growing startup.

We’re looking for exceptionally talented and motivated individuals to help us build the world’s best sales force to evangelize a new customer support model. You'll be teaming up with sales development reps as well as other cross functions such as product, engineering and customer success.



  • Ability to evangelize new concepts with proven track record selling in new markets 

  • Excellent presentation and communication skills, including adapting pitch decks

  • Proven experience navigating the sales process across the life cycle of the sale

  • Ability to envision, articulate and propose compelling solutions

  • Tech-savvy with the ability to give strong demos live and via webcast

  • Experience successfully selling to enterprise accounts with more than 1000 employees 

  • Work with our customer success team to ensure maximum client satisfaction

  • Outstanding work ethic 

  • Passionate about sharing a disruptive business model in an on-demand economy

  • Experience selling to VP of Customer Care, CX, Contact Center Support is a plus

  • Minimum of 5 years of solution selling 


Directly is an equal opportunity employer. We believe in diversity and inclusion as a strength. This is an exempt, full-time salaried position with comprehensive benefits.