[All remote jobs](https://jobicy.com/jobs.md)[![Toptal logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/346ce7fb-221.png)](https://jobicy.com/company/toptal.md)[Toptal](https://jobicy.com/company/toptal.md) # Enterprise Sales Development Representative Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/toptal.md)ShareRemote from[Canada](https://jobicy.com/job-region/canada.md)SalaryUndisclosedDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceSeniorPublished23 Oct 2026Apply before22 Nov 2026Listing views50Application actions1Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Toptal is hiring an Enterprise Sales Development Representative to generate and qualify enterprise opportunities through strategic outbound prospecting. The role includes cold calling, email and LinkedIn outreach, account research, discovery conversations, and scheduling qualified meetings for Sales Executives. The SDR will use Salesforce, ZoomInfo, SalesLoft, and LinkedIn Sales Navigator while maintaining accurate account data and activity levels. Success depends on consistently meeting outreach quotas, understanding complex client challenges, collaborating across the sales team, and independently developing strategic accounts. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 4/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 4/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a demanding enterprise outbound-sales role with activity quotas, frequent rejection, technical client conversations, and high expectations for pipeline creation. It requires both persistence and the ability to tailor outreach to sophisticated business stakeholders. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Highly competitive$65,000US market range (per year)$50k–$80k0$88k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. No employer compensation is disclosed. The annual salary cadence is inferred from the full-time professional SDR role; the figures are estimated USD annual market compensation and may vary based on experience, location, and variable-pay structure. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise sales development](https://jobicy.com/jobs?search_keywords=Enterprise%20sales%20development.md)[Outbound prospecting](https://jobicy.com/jobs?search_keywords=Outbound%20prospecting.md)[Cold calling](https://jobicy.com/jobs?search_keywords=Cold%20calling.md)[Lead qualification](https://jobicy.com/jobs?search_keywords=Lead%20qualification.md)[Account research](https://jobicy.com/jobs?search_keywords=Account%20research.md)[Salesforce CRM](https://jobicy.com/jobs?search_keywords=Salesforce%20CRM.md)[SalesLoft](https://jobicy.com/jobs?search_keywords=SalesLoft.md)[ZoomInfo](https://jobicy.com/jobs?search_keywords=ZoomInfo.md)[LinkedIn Sales Navigator](https://jobicy.com/jobs?search_keywords=LinkedIn%20Sales%20Navigator.md)[Email outreach](https://jobicy.com/jobs?search_keywords=Email%20outreach.md)[Pipeline generation](https://jobicy.com/jobs?search_keywords=Pipeline%20generation.md)[Discovery conversations](https://jobicy.com/jobs?search_keywords=Discovery%20conversations.md)[Strategic account planning](https://jobicy.com/jobs?search_keywords=Strategic%20account%20planning.md)[Data integrity](https://jobicy.com/jobs?search_keywords=Data%20integrity.md)[Cross-functional collaboration](https://jobicy.com/jobs?search_keywords=Cross-functional%20collaboration.md) Sample interview questionsHow do you research and prioritize enterprise accounts for outbound outreach?I segment accounts by strategic fit, likely business need, growth signals, and stakeholder relevance. I research the company’s initiatives, industry pressures, and decision-maker priorities, then build a focused outreach hypothesis that connects a probable challenge to our value proposition. Describe your approach to handling rejection and maintaining performance against outreach quotas. I treat rejection as data rather than a personal outcome. I keep activity disciplined, review response and conversion patterns weekly, test messaging and channels, and focus on controllable inputs while maintaining a constructive, professional follow-up cadence. How would you create interest with a prospect who does not immediately see a need for Toptal? I would begin with relevant research and concise questions about capacity, specialized skill gaps, delivery timelines, or strategic initiatives. Rather than leading with a generic pitch, I would connect Toptal’s on-demand talent model to a specific possible business outcome and seek permission for a deeper conversation. What practices do you use to maintain high-quality Salesforce data? I update records immediately after meaningful interactions, use consistent fields and activity notes, document stakeholder roles and next steps, and regularly review my pipeline for stale or incomplete information. Reliable CRM data helps the entire sales team coordinate follow-up and forecast accurately. How do you partner effectively with Sales Executives after setting a meeting? I provide a clear handoff containing the account context, contacts, outreach history, stated pain points, qualification details, and agreed next step. I also align with the Sales Executive on target-account strategy and use their feedback to improve future qualification and messaging. Opportunity details ## About this role. ### About Toptal Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe, Toptal is the [world’s largest fully remote workforce](https://www.toptal.com/remote-work-playbook). 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. ### Job Summary: As an Enterprise Sales Development Representative (SDR), you will drive business growth by identifying opportunities with target clients. You’ll play a pivotal role in identifying potential customers, generating new business opportunities, and providing support to both customers and our team. You will set the stage for successful sales interactions through cold outreach efforts and nurturing relationships to secure qualified meetings for our sales team. If you’re a self-motivated individual with a passion for sales, we encourage you to join our team! This is a remote position. We do not offer visa sponsorship or assistance. Resumes and communication must be submitted in English. ### Responsibilities: The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. * Sales: Understand current and future demand. Enable, educate, and directly support the sales force to best position this practice with Toptal clients and win new business. Lead client conversations, presenting Toptal’s perspective on innovation and experience topics, and ask exploratory questions to better understand client needs. * Begin the Relationship: Through lead-generation activities and cold-calling, you will prospect, educate, qualify, and develop sales-ready leads and opportunities from unsigned clients and accounts. You will enthusiastically explain Toptal’s vision, pinpoint opportunities, and generate interest. * 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 key 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 success factors 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: * Complete our personalized sales training program with mock calls, cold calls, and role-play scenarios. * Learn how to use Salesforce.com (our CRM) and other SaaS outreach tools (ZoomInfo, SalesLoft, LinkedIn Sales Navigator). * Integrate into your pod, partner with Enterprise Sales Executives and Client Partners, and begin 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 on the SDR team, attaining your metrics, which include calls, emails, and other sales activities. * Exercising discretion and independent judgment, uncover new opportunities within 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 Salesforce.com. ### 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 partnerships, 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. ### Qualifications and Job Requirements: * Bachelor’s degree is required. * 1-3 years of experience as an Enterprise SDR. * Knowledgeable. Broad understanding of business challenges encountered by Enterprise clients. * Critical thinking. Critically think through the challenges clients face to create new opportunities from unsigned clients and accounts. * Perseverance. Be relentless and push towards your goal. * Passion. Enthusiasm and ambition to succeed in this role, as it can be difficult if you hate rejection. * Outstanding written and verbal communication skills. * Curiosity. A desire to understand people, their problems, their companies, and their industries. * Conscientiousness. We’re not doing a simple SaaS sale, so 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, by following a process and being creative. * Communication. You must exhibit outstanding written and verbal communication skills. Communication is the lifeblood of both internal and external relationships. Demonstrate 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. Life throws in minor challenges beyond the primary problems this role is meant to solve. You must have the ability to take those in stride and persist despite setbacks. * Prioritization. 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. * Ability to work in a fast-paced, rapidly growing company and handle a wide variety of challenges, deadlines, and a diverse array of contacts. * 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. ### Compensation ### Additional Information Show more [Apply now >](https://jobicy.com/jobs/156591-enterprise-sales-development-representative.md) > Annual salary information is not provided for this position. Explore salary ranges for similar roles in our [Salary Directory ›](https://jobicy.com/salaries.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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