VP of Enterprise Sales at Toptal

We created Toptal to solve an extremely difficult, real-world problem: the talent shortage.
Learn more about us and how to join our core team today.

Job Description

About Toptal

Toptal is one of the most innovative, successful, and rapidly expanding tech companies from Silicon Valley. Backed by such investors as Andreessen Horowitz, Toptal was recently named to the Deloitte Fast 50 and is the fastest growing staffing company in North America—connecting thousands of elite engineers and designers all over the world. Toptal is the #1 choice for companies requiring top-shelf talent and for the top 3% of engineers and designers looking for their next challenge.

While we’re primarily focused on bringing quality and value to our clients, we’re also committed to creating a world-class environment for our employees. We are a completely distributed company with thousands of core and network team members located all over the world, and we take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We take an all-hands-on-deck approach to our work, taking pride in being collaborative, creative, and flexible.

If you aren’t looking for a job because you’re already killing it, we want you.

Position Description

As Toptal’s VP of Enterprise Sales, you will be responsible for accelerating Toptal’s expansion into the enterprise space, leading and scaling a world-class sales organization that is changing the way the world’s largest companies leverage professional services. You will work closely with Toptal’s executive team and VP of Enterprise Strategy, and will lead Toptal’s Enterprise Sales Team to target, develop, and close high-value clients across the enterprise world.

To be successful in this position, you will need to be an exceptionally creative and well-organized salesperson, as well as excellent leader and critical thinker.

This is a remote position that can be done from anywhere.


  • Work closely with Toptal’s executive team, VP of Enterprise Strategy, and Enterprise Sales Team to accelerate the expansion of Toptal’s business in the enterprise space.
  • Function as both a “player” and a “coach”, spending time both operating to close clients on the front lines and guiding the team’s development.
  • Optimize and evolve all of the team’s inbound and outbound sales processes through data-driven, results-oriented evaluation and experimentation.
  • Develop account prioritization criteria and work with members of the Enterprise Sales Team to prioritize their target client portfolios.
  • Regularly meet with members of the Enterprise Sales Team to review activity, guide further direction, evaluate performance, and develop coaching plans.
  • Work closely with Toptal’s VP of Enterprise Strategy to evaluate and evolve the team’s short-, medium-, and long-term tactics for establishing Toptal as the leading provider of professional services in the enterprise space.
  • Define geographic focuses or vertically assigned industries for members of your Enterprise Sales Team, and work with them to develop strategic enterprise sales playbooks tailored to each client segment.
  • Develop and execute a plan for scaling the team structure and goals, as well as the interviewing standards and hiring plans needed to achieve these goals.
  • Build, maintain, and grow C-level relationships with multiple executives from clients in your team’s portfolio.
  • Set aggressive sales goals for your team and take full ownership over leading the team to meet those goals.
  • Be in constant communication with team members via Skype.


  • 5+ years of proven success leading professional service sales including staffing and/or project sales, with relationships ranging from director-level to C-level contacts.
  • Successful experience as a sales team leader at a rapidly growing professional services organization.
  • You must be an exceptional individual contributor and coach who can both work with salespeople on the front lines and also develop and execute coaching plans for the team’s continued development.
  • You must be a creative, entrepreneurial salesperson with exceptional leadership and critical thinking skills.
  • You must have a strong understanding of how to navigate a large organization to assess which accounts/projects are in need of our specific resources, as well as a strong ability to evaluate the merit of creative new tactics.
  • An exceptional rolodex and a strong ability to successfully leverage these relationships both individually and as a team.
  • Extensive experience closing deals in the $1M to $50M+ range, including experience with service agreements ranging from a few team members to 20+ team members.
  • You must have exceptional discipline, attention to detail, and motivation. You must be fully capable of leading the team in responding to consistent challenges and going above and beyond as needed.
  • You must be highly capable of motivating a team towards the prospect of growing an innovative, world-changing business with us.
  • You must have excellent written and oral communication skills. This includes being fully capable of building and maintaining a respected boardroom presence.
  • You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do.
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View the whole team →WHO YOU WILL WORK WITH

  • Breanden has been an engineer, founder, CTO, and consultant in industries ranging from aerospace to financial services to high tech. He has a BSE in Chemical Engineering from Princeton University, where he was previously asked to speak at TEDxPrincetonU, giving a talk on time optimization and resource management. As a Toptal co-founder, Breanden frequently writes about scaling a hyper-growth and distributed company, and he has been featured on the blog of Tim Ferriss, The Huffington Post, and many others. Having been on both sides of the hiring equation as an engineer and team lead, Breanden combines his technical expertise and management experience to ensure that clients, developers, and team members at Toptal continually strive for excellence as the company rapidly scales.
  • With experience as a lead engineer at Fotolog (acquired by Hi-Media for $100m) and Slide (acquired by Google for $228m), as well as experience with his own start-ups, Taso brings top engineering knowledge and management experience to Toptal. While running a small engineering consulting firm, Taso recognized that while many of his co-workers overseas were just as good as his friends and colleagues at Google, Facebook, and other companies with distinguished engineering talent, it was simply very difficult for such companies to connect with the right engineers remotely. Toptal was thus created as a solution to the sky-rocketing demand for top engineers in Silicon Valley, the US, and Europe despite the shrinking local graduation rates of such engineers. Taso was recently selected by Forbes as one of its 30 under 30 in Enterprise Technology.
View whole team →

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