Customer Account Executive

Tailscale

$100K — $125K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 1+ years of sales experience in a door-to-door or in-person role
  • Experience selling technical products, especially in a product-led growth model
  • Ability to manage multiple opportunities at various stages
  • Strong presentation skills to senior management
  • Proficient in using collaboration tools like Gong
  • Proactive approach from prospecting to closing
  • Experience collaborating with sales engineering and customer success teams

Responsibilities

  • Become an expert on Tailscale's offerings and customer benefits
  • Build a credible sales pipeline to drive upsells and renewals
  • Own and meet upsell and renewal targets for your accounts
  • Educate clients on Tailscale's value during evaluation and adoption
  • Generate quick results while maintaining long-term pipeline coverage
  • Provide accurate revenue forecasts weekly
  • Create mutual success plans with clients to expand product usage

Benefits

  • Inclusive and flexible work environment
  • Competitive compensation package including salary and equity
  • Comprehensive benefits with no waiting period
  • Remote-first model with optional in-office collaboration
  • Annual company retreat and team off-site events
  • $1500 for personal and professional development annually
  • Flexible paid time off policy
  • Customized home office setup with company reimbursement
  • Generous parental leave program starting from day one
Full Job Description
Job Description

Join our rapidly growing Sales team where you will play an important role at one of the fastest growing companies in the Developer Security space.

As a Customer Account Executive, you will be responsible for helping expand and renew current customer accounts. You will focus on finding additional use cases, educating the client base on new feature releases, and ensuring the successful adoption of Tailscale across all of your existing customer accounts. You will partner closely with the Solutions Engineering team, as well as collaborate with the Customer Success, Support, Marketing, and Product teams.

Key Responsibilities
  • Become an expert in how Tailscale helps our customers
  • Build a credible pipeline every quarter by engaging with clients on upsells and renewals
  • Own an upsell and renewal number across your accounts
  • Help educate customers on the value of Tailscale throughout the evaluation & adoption cycle
  • Generate short-term results while maintaining annual pipeline coverage
  • Provide accurate weekly forecasting & revenue delivery
  • Create mutual action/success plans with prospective and existing customers where appropriate to help them evaluate and expand their usage of the Tailscale product
  • Participation in video-recorded customer meetings is a core part of this role. Recordings are used for training, collaboration, and quality improvement

What We Are Looking For
  • 1+ years of prospecting or closing experience in a door-to-door or in-person sales role
  • A strong desire to join a high-growth software startup
  • Has sold developer and/or technical products, especially in a product-led growth (PLG) motion
  • Experience presenting to senior managers and executives
  • The ability to manage many opportunities simultaneously at various stages, coupled with a strong track record of meeting and exceeding quota
  • Experience using Gong, or similar, to collaborate internally and manage pipeline
  • Experience partnering with a Sales Engineering team, support, and customer success team to drive positive outcomes for clients
  • Proactive from lead to close - if this opportunity really excites you, please don't just apply on the website. Find the hiring manager, prospect thoughtfully, and tell us why you're the best candidate for this position.
  • This role is hybrid preferred (3 days/week in-office in your location)#LI-Hybrid

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.

For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.

US Pay Range (OTE)

$100,000-$125,000 USD

Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

What We Offer
  • An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
  • A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
  • Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
  • Remote first company-most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
  • Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.
  • Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
  • Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
  • A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
  • Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.

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