Hire a Remote Enterprise Sales Employee Fast

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Here's your quick checklist on how to hire remote enterprise sales. Read on for more details.

This hire guide was edited by the ZipRecruiter editorial team and created in part with the OpenAI API.

How to hire Remote Enterprise Sales

In today's highly competitive B2B landscape, the ability to secure large, strategic accounts is a key driver of business growth. Remote Enterprise Sales professionals play a pivotal role in acquiring and nurturing high-value clients, building long-term relationships, and driving revenue at scale. As organizations increasingly embrace remote work, hiring the right Remote Enterprise Sales employee has become both a challenge and an opportunity for medium to large businesses. The right hire can open doors to new markets, accelerate deal cycles, and ensure your company stays ahead of the competition.

Enterprise sales is fundamentally different from transactional sales. It requires a consultative approach, deep industry knowledge, and the ability to navigate complex decision-making processes. Remote Enterprise Sales employees must be adept at leveraging digital tools, managing virtual relationships, and collaborating with internal and external stakeholders across multiple time zones. Their impact extends beyond closing deals”they influence product development, customer success, and even your company's reputation in the marketplace.

Hiring the right Remote Enterprise Sales employee is not just about filling a vacancy; it is about investing in your company's future. A mis-hire can result in lost opportunities, damaged client relationships, and wasted resources. Conversely, a top-performing Remote Enterprise Sales professional can deliver exponential returns by consistently exceeding quotas, expanding your client base, and serving as a trusted advisor to both clients and internal teams. This guide provides a step-by-step approach to hiring Remote Enterprise Sales talent quickly and effectively, ensuring you attract, assess, and onboard the best candidates for your organization's unique needs.

Clearly Define the Role and Responsibilities

  • Key Responsibilities: Remote Enterprise Sales employees are responsible for identifying, targeting, and closing large-scale business deals with enterprise-level clients. Their duties include prospecting and qualifying leads, conducting needs assessments, delivering tailored presentations and product demos, negotiating complex contracts, and managing long sales cycles. They often collaborate with marketing, product, legal, and customer success teams to ensure seamless onboarding and long-term client satisfaction. Additionally, they are expected to maintain accurate sales forecasts, report on pipeline activity, and stay current with industry trends and competitive intelligence.
  • Experience Levels: Junior Remote Enterprise Sales professionals typically have 1-3 years of experience, often transitioning from inside sales or business development roles. They may handle smaller enterprise accounts or assist senior team members. Mid-level professionals generally possess 3-7 years of experience, with a proven track record of closing six-figure deals and managing complex sales cycles. Senior Remote Enterprise Sales employees have 7+ years of experience, often with deep industry specialization, established networks, and a history of exceeding multi-million-dollar quotas. They may also mentor junior staff and contribute to strategic account planning.
  • Company Fit: In medium-sized companies (50-500 employees), Remote Enterprise Sales employees may need to wear multiple hats, including business development and account management, and must be comfortable with a fast-paced, evolving environment. In large organizations (500+ employees), roles are often more specialized, with dedicated support teams and established sales processes. Large companies may require experience with global accounts, complex procurement processes, and working within matrixed organizations. Understanding your company's structure and sales maturity is critical to defining the right profile for your Remote Enterprise Sales hire.

Certifications

Certifications can serve as a strong indicator of a candidate's commitment to professional development and mastery of enterprise sales methodologies. While not always mandatory, industry-recognized certifications can differentiate top candidates and provide assurance of their skills and knowledge.

One of the most respected certifications in enterprise sales is the Certified Professional Sales Leader (CPSL) issued by the Sales Management Association. This certification requires candidates to demonstrate expertise in sales strategy, leadership, and enterprise account management. To obtain the CPSL, candidates must complete coursework, pass a comprehensive exam, and provide evidence of relevant work experience.

Another valuable credential is the Certified Sales Executive (CSE) from the Sales and Marketing Executives International (SMEI). The CSE is designed for experienced sales professionals who manage complex sales cycles and large accounts. Requirements include a minimum of five years in sales management, successful completion of an exam, and ongoing continuing education to maintain certification.

For those selling technology solutions, the Sandler Sales Certification and Miller Heiman Strategic Selling Certification are highly regarded. These programs focus on consultative selling, strategic account management, and navigating multi-stakeholder deals. Candidates must complete intensive training modules and demonstrate practical application of methodologies through case studies and assessments.

Employers benefit from hiring certified Remote Enterprise Sales employees because these credentials validate a candidate's ability to manage complex sales processes, apply best practices, and adapt to evolving market conditions. Certifications also signal a commitment to ethical sales practices and continuous improvement, which are essential for building trust with enterprise clients. When evaluating candidates, consider certifications as one of several factors, alongside proven track records and relevant industry experience.

Leverage Multiple Recruitment Channels

  • ZipRecruiter: ZipRecruiter is a leading platform for sourcing qualified Remote Enterprise Sales employees, offering a vast network of job seekers and advanced matching technology. Its user-friendly interface allows employers to post detailed job descriptions, set specific requirements, and reach a targeted audience of experienced sales professionals. ZipRecruiter's AI-driven matching system proactively connects your job posting with candidates whose skills and experience align with your needs, increasing the likelihood of finding top talent quickly. The platform also provides robust screening tools, such as customizable pre-screening questions and skills assessments, to help you filter applicants efficiently. Many businesses report higher response rates and faster time-to-hire when using ZipRecruiter for enterprise sales roles, making it an ideal choice for urgent and high-stakes hiring needs.
  • Other Sources: In addition to ZipRecruiter, consider leveraging internal referrals, as current employees often know high-performing sales professionals within their networks. Professional networking platforms and industry associations can also be valuable sources for passive candidates who may not be actively seeking new roles but are open to compelling opportunities. Attending virtual industry events, webinars, and conferences can help you connect with experienced Remote Enterprise Sales talent. General job boards and your company's careers page can further expand your reach, but be prepared to invest more time in screening applicants from these broader channels. Combining multiple recruitment sources increases your chances of finding candidates who not only meet your technical requirements but also align with your company's culture and values.

Assess Technical Skills

  • Tools and Software: Remote Enterprise Sales employees must be proficient in a range of digital tools to manage their pipelines, communicate with clients, and collaborate with internal teams. Familiarity with leading Customer Relationship Management (CRM) platforms such as Salesforce, HubSpot, or Microsoft Dynamics is essential for tracking deals, forecasting revenue, and maintaining accurate client records. Experience with sales engagement tools like Outreach or SalesLoft can enhance productivity and streamline outreach efforts. Proficiency in video conferencing software (Zoom, Microsoft Teams, Google Meet), document collaboration platforms (Google Workspace, Microsoft Office 365), and e-signature solutions (DocuSign, Adobe Sign) is also critical for remote work. Advanced users may leverage sales analytics platforms and proposal automation tools to optimize their performance and deliver tailored solutions to clients.
  • Assessments: Evaluating technical proficiency requires a combination of structured interviews, practical exercises, and skills assessments. Consider administering CRM proficiency tests or asking candidates to demonstrate how they manage a sales pipeline using your preferred platform. Scenario-based exercises, such as role-playing a virtual client meeting or preparing a sales proposal, can reveal a candidate's ability to use digital tools effectively. Reference checks with previous employers can provide additional insights into a candidate's technical aptitude and adaptability to new technologies. By combining objective assessments with real-world scenarios, you can ensure candidates possess the technical skills necessary for success in a remote enterprise sales environment.

Evaluate Soft Skills and Cultural Fit

  • Communication: Exceptional communication skills are non-negotiable for Remote Enterprise Sales employees. They must be able to articulate complex value propositions, tailor messaging to diverse audiences, and build rapport with stakeholders at all organizational levels. In a remote setting, clear and concise written communication is just as important as verbal skills. Look for candidates who can effectively present via video calls, craft compelling emails, and document client interactions in CRM systems. Collaboration with cross-functional teams”such as marketing, product, and customer success”is essential for delivering integrated solutions and ensuring client satisfaction.
  • Problem-Solving: Enterprise sales cycles are often lengthy and involve multiple decision-makers, competing priorities, and unforeseen obstacles. Successful Remote Enterprise Sales employees demonstrate resilience, creativity, and a proactive approach to problem-solving. During interviews, ask candidates to describe situations where they overcame significant challenges, navigated organizational politics, or turned stalled deals into closed business. Look for evidence of strategic thinking, adaptability, and the ability to learn from setbacks.
  • Attention to Detail: Managing large deals requires meticulous attention to detail, from accurately documenting client requirements to ensuring contract compliance and timely follow-up. Errors can result in lost revenue, damaged relationships, or legal complications. Assess attention to detail by reviewing candidate's written communications, proposal documents, and CRM entries. Behavioral interview questions”such as asking about a time they caught a critical mistake before it impacted a deal”can also reveal this important trait. Prioritizing candidates who demonstrate strong organizational skills and thoroughness will help safeguard your company's interests.

Conduct Thorough Background and Reference Checks

Conducting thorough background checks is a critical step in the hiring process for Remote Enterprise Sales employees. Start by verifying the candidate's employment history, focusing on roles that involved enterprise-level sales responsibilities. Contact previous employers to confirm job titles, tenure, and performance metrics, such as quota attainment and deal sizes. Ask for specific examples of deals closed, industries served, and any notable achievements or challenges.

Reference checks should include direct supervisors, colleagues, and, if possible, clients. Prepare targeted questions that assess the candidate's sales acumen, professionalism, and ability to work remotely. Inquire about their approach to managing complex sales cycles, handling objections, and collaborating with cross-functional teams. Pay attention to any red flags, such as inconsistent performance or issues with integrity.

Confirm all certifications listed on the candidate's resume by contacting the issuing organizations or requesting official documentation. This step is especially important for roles requiring specific sales methodologies or compliance knowledge. Additionally, consider conducting background screenings for criminal records, credit history (if relevant to the role), and eligibility to work in your target markets. For remote roles, verify the candidate's home office setup and internet connectivity to ensure they can perform effectively from day one. By performing comprehensive due diligence, you reduce the risk of costly hiring mistakes and protect your company's reputation.

Offer Competitive Compensation and Benefits

  • Market Rates: Compensation for Remote Enterprise Sales employees varies based on experience, industry, and geographic location. As of 2024, junior-level professionals typically earn base salaries between $60,000 and $90,000, with on-target earnings (OTE) reaching $120,000 to $150,000 when commissions are included. Mid-level employees can expect base salaries from $90,000 to $130,000, with OTE ranging from $180,000 to $250,000. Senior Remote Enterprise Sales employees, especially those with a track record of closing multi-million-dollar deals, may command base salaries of $130,000 to $180,000, with OTE exceeding $300,000 or more. Remote roles may offer slightly lower base salaries in some regions but often compensate with higher variable pay and performance bonuses. Stay current with market data and adjust your compensation packages to remain competitive and attract top talent.
  • Benefits: In addition to competitive pay, attractive benefits packages are essential for recruiting and retaining top Remote Enterprise Sales talent. Standard offerings include health, dental, and vision insurance, 401(k) or retirement plans with employer matching, and generous paid time off. For remote roles, consider providing home office stipends, high-speed internet reimbursements, and access to collaboration tools. Flexible work schedules, wellness programs, and professional development allowances are increasingly popular perks. Some companies offer performance-based equity, profit-sharing, or travel opportunities for client meetings and industry events. Tailor your benefits to reflect your company's culture and the unique needs of remote employees, emphasizing work-life balance, career growth, and recognition programs. A compelling benefits package can set your organization apart and help you secure the best Remote Enterprise Sales professionals in a competitive market.

Provide Onboarding and Continuous Development

Effective onboarding is crucial for ensuring the long-term success of your new Remote Enterprise Sales employee. Begin by providing a structured onboarding plan that outlines key milestones, training modules, and performance expectations for the first 90 days. Assign a dedicated mentor or onboarding buddy to help the new hire navigate company processes, culture, and technology platforms. Schedule regular check-ins with sales leadership and cross-functional teams to facilitate relationship-building and knowledge sharing.

Comprehensive product and industry training is essential, especially for remote employees who may not have immediate access to in-person support. Provide access to sales playbooks, competitive intelligence, and case studies that illustrate successful enterprise deals. Encourage participation in virtual team meetings, product demos, and client calls to accelerate learning and integration.

Set clear expectations for performance metrics, such as pipeline development, activity levels, and quota attainment. Use your CRM platform to track progress and provide real-time feedback. Foster a culture of open communication, recognizing achievements and addressing challenges promptly. Solicit feedback from the new hire to continuously improve your onboarding process. By investing in a thorough and supportive onboarding experience, you increase the likelihood of early wins, long-term retention, and a positive impact on your organization's bottom line.

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