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Enterprise Sales Development Representative - North America
Now hiring

Enterprise Sales Development Representative - North America

About Toptal

Toptal is a global network of top freelance talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and over 40% year-over-year growth, Toptal is the world’s largest fully remote company.

We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold.

Position Description

We have found that having a growth mindset, a hunger to learn, an entrepreneurial spirit, and a passionate personality set people up to thrive as Toptal Sales Development Representatives. This makes sense when you look at our high-performing, collaborative, and enthusiastic SDR team with a developmental team leader. The SDR team Slack channel is in the top 10 most lively in the company (out of 3,000+).

As an Enterprise SDR, you will work closely with- and learn from - Enterprise Sales Executives and Client Partners to seek new target accounts and expand existing accounts. Toptal’s Enterprise business has achieved 3 consecutive years of over 100% YOY growth; we’re in hyper-growth mode, and this role is instrumental in keeping us on our upward trajectory. This role is perfect for someone who is passionate about sales and looking to use this opportunity as a launchpad into outside sales. Learn firsthand how your efforts lead to opportunities for the company and become skilled in researching potential customers, creative outreach, enticing potential clients.

This is a remote position that can be done from anywhere. We are unable to provide visa sponsorship at this time. All resumes and communication must be submitted in English.


Begin the Relationship: As the first point of contact for future Enterprise clients, you will enthusiastically explain Toptal’s vision, pinpoint opportunities, and generate interest. Through lead-generation activities and cold-calling, you will prospect, educate, qualify, and develop sales-ready leads and opportunities.

Client and Industry Knowledge: Clients are at the heart of everything we do. As the first point of contact for future Enterprise clients, you will be building rapport through strategic outreach and a well-rounded client and industry knowledge. Researching clients and staying informed on industry trends will be keys to your success.

Collaborate with Team Members: You will collaborate with your team and Sales Executives to pursue opportunities, recommend appropriate follow-up actions, and schedule qualified meetings. Communicating via Zoom and Slack is critical to maintaining a high-level of collaboration and clear communication within the team.

Growth and Development: Our team has an aversion to complacency. We are always looking to improve both individually and as a team. Being open to and implementing feedback will be critical keys to success in this role and at Toptal. As you become more comfortable in the role, you will help evolve our demand generation strategy and tactics.

In the first week, expect to:

  • Onboard and integrate into Toptal.
  • Learn Toptal’s model, our value proposition, and our story.
  • Work with cross-functional teams to understand how you can utilize our incredible global team to build client relationships and drive success.
  • Learn the breadth of Toptal’s impact on the world’s largest companies.
  • Grasp the importance of the SDR function to the success of Toptal.
  • Understand our sales method and our selling process to set you up for success.

In the first month, expect to:

  • Set MBOs with your manager & determine your ideal career path at Toptal (whether sales executive, marketing, or other).
  • Complete our personalized sales training program, complete with mock calls, cold calls, and role-play scenarios.
  • Learn how to use CRM, as well as other SaaS outreach tools (Outreach, DiscoverOrg, SalesNavigator).
  • Be integrated into your pod and partnered with Enterprise Sales Executives and Client Partners per management’s directive and be ready to start targeting strategic accounts.
  • Learn the process for outreach, including calling, emailing, and LinkedIn messaging. Implement an outreach process and hit 1-month objectives.
  • Learn how to analyze industry drivers, business problems, and target buyers.

In the first three months, expect to:

  • Become fully ramped into the SDR team.
  • Uncover new opportunities with existing accounts and target accounts that result in revenue-generating engagements for Toptal.
  • Hit call/email quotas and fully ramped objectives.
  • Become proficient in using our SaaS tools.
  • Learn how to maintain excellent data integrity in

In the first six months, expect to:

  • Continuously hit fully ramped quotas and objectives.
  • Assist with training and onboarding new SDRs.
  • Build new and existing client relationships, expand Toptal’s partnership with new and existing. accounts, and continue to execute account plans.
  • Suggest, implement and experiment with new lead and demand generation activities.

In the first year, expect to:

  • Have built a portfolio of net new accounts from the strategic account list.
  • Become a mentor to new members of the team, helping them learn about Toptal, our model, and how proper sales development practices can improve relationships and increase revenue.
  • Continue to expand your portfolio of accounts, accelerate growth in existing accounts, and use the full suite of capabilities Toptal has to offer.
  • Hit 100% of personal target monthly critical metrics and be promoted to Senior.
  • Set MBOs with the manager for promotion to a closing role.


  • Knowledgeable. Broad understanding of business challenges encountered by enterprise clients.
  • Critical thinking. Critically think through the challenges clients face to create new opportunities.
  • Perseverance. Be relentless and push towards your goal.
  • Passion. A sense of enthusiasm and ambition to succeed in this role, as it can be difficult if you hate rejection.
  • Curiosity. A desire to understand people, their problems, their companies, and industries.
  • Conscientiousness. What we’re doing is not a simple SaaS sale, but discussions may get technical. Understanding sophisticated issues and explaining them to clients is important.
  • Motivated. Be highly motivated and continuously strive for personal and professional improvement.
  • Resourceful. Think about target accounts as your own business - we want self-starters who are passionate about hunting for new accounts, and who thrive with the freedom and accountability of leading their portion of the business.
  • Proactive. Understand our mission and do the work required to drive us to that goal, through following a process and also being creative.
  • Communication. Communication is the lifeblood of relationships both internal and external to Toptal. Reflect excellent communication in all forms, across a wide variety of personality types, roles, and geographies.
  • Team. Nothing we do is done in isolation. Success depends on your ability to work as a team both within Toptal and within your client accounts.
  • Ownership. Exhibit ownership of accounts, successes, and failures.
  • Problem Solver. We are a distributed company so life throws in minor challenges beyond the primary problems this role is meant to solve. Must have the ability to take those in stride and persist despite setbacks.
  • Priorities. The nature of this role requires that you understand the priorities and timelines associated with each of your accounts and execute appropriately with those in mind.
  • You don’t take yourself too seriously; you have a sense of humor and are comfortable with sarcasm. This position does sit on our Sales teams, after all.
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Who You Will Work With

Sean Middleton

Sean Middleton

Chief Revenue Officer

As Toptal's Chief Revenue Officer, Sean is responsible for strategy, sales, and client success. He works closely with the executive team to ensure their growing client portfolio has access to the best talent in the world. Before joining Toptal, Sean spent ten years at Cognizant, where he played various roles, including President of their new Accelerator business division and COO of their Digital Business transformation service line. Sean earned a BS in Computer Science from Cornell University and an MBA from the Wharton School at the University of Pennsylvania.

Jeff Bradley

Jeff Bradley

VP of Enterprise

As Toptal's Vice President of Enterprise Sales, Jeff is responsible for spearheading Toptal's rapid growth initiatives in the enterprise space, bringing over 20 years of experience in software sales and consulting services to this role. Prior to joining Toptal, Jeff was Vice President of Sales at Hitachi Consulting and led the Enterprise Sales Team at Automattic in his role as Chief Revenue Officer. He has also held sales and leadership roles at some of the world's largest organizations, including Google, Microsoft, and IBM. Jeff earned a BA from the University of Missouri-Columbia and an MBA from Washington University in St. Louis.

Bruce Jones

Bruce Jones

Head of Enterprise Sales

As the Head of Global Enterprise Sales for Toptal, Bruce leads a worldwide team responsible for landing new clients and growing revenue in Toptal’s largest accounts. Prior to this role, Bruce was CRO for Civitas Learning where he led a team enabling institutions of higher Ed to leverage data science to increase student success. Prior to Civitas, he spent stints at HPE, IBM, BMC, and Unisys in various sales and sales leadership roles. Bruce graduated from Rhodes College with an accounting degree and holds a CPA certificate.

View The Whole Team

Working at Toptal

We're changing the way the world works. Toptal is not only a place to progress your career and design your own lifestyle, but also a company where you'll learn how to develop innovations that push business and technology forward.
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Working at Toptal has been the best experience of my career. Every day I'm surrounded by intelligent, thoughtful, and hard-working colleagues that push me to be better.

Jordan Lyons

SEO Manager