Enterprise Cloud Sales Executive (#2501)

Pivotal Talent Search Inc.; Chicago (IL); On-site; USD 120,000 - 170,000; Full time

Benefits offered by this job

Uncapped earnings

Enterprise opportunities

Strategic selling

Autonomy

Technical partnership

Fast growth

Recognition

Job summary

Pivotal Talent Search Inc. is seeking an Enterprise Sales Executive - Cloud Solutions to drive new business with enterprise organizations. This hunter-focused role requires selling cloud, managed services, security, and telecom solutions across public, private, and hybrid environments.

You will engage CIOs and IT leaders, build multi-solution capabilities, and lead complex multi-stakeholder deals from discovery to contract.

Qualifications

• 5+ years in B2B technology sales targeting mid-market or enterprise.
• Proven success in new-logo acquisitions with quota attainment.
• Experience selling cloud, managed services, data center, security, or related enterprise tech.
• Ability to engage CIOs, CTOs and other tech and business stakeholders.

Responsibilities

• Develop and execute a strategic territory plan focusing on acquiring new enterprise customers and expanding cloud-related revenue.
• Prospect into mid-market and enterprise organizations via outbound outreach, referrals, events, and channel relationships.
• Maintain a healthy pipeline and forecast to meet quota objectives.
• Lead consultative discovery to map customer needs to cloud, security, DRaaS, and connectivity solutions.
• Coordinate with Sales Engineers and Solutions Architects to design customized solutions.
• Manage multi-stakeholder sales cycles from prospecting through close and contractual agreement.

Skills

Hunter mindset

New-logo sales

Prospecting

Negotiation skills

Executive engagement

Cross-functional collaboration

Tools

CRM software

Job description

The Enterprise Sales Executive - Cloud Solutions is responsible for driving new business revenue by identifying, developing, and closing complex cloud and technology solutions with enterprise organizations. This is a hunter-focused, quota-carrying sales role designed for an experienced technology sales professional who understands how cloud infrastructure, managed services, security, and telecommunications solutions work together within a modern enterprise environment.

The ideal candidate brings a value add approach to sales and is comfortable engaging CIOs, CTOs, IT Directors, Infrastructure leaders, and other technology decision-makers. Rather than selling individual products, this individual will uncover business and technical challenges and develop solutions that may incorporate public, private, and hybrid cloud, Infrastructure as a Service (IaaS), Disaster Recovery as a Service (DRaaS), managed services, security, data center solutions, and the connectivity required to support cloud environments.

What You’ll Do:

Enterprise Business Development

• Develop and execute a strategic territory plan focused on acquiring new enterprise customers and expanding cloud-related revenue.

• Prospect into mid-market and enterprise organizations through outbound outreach, networking, referrals, channel relationships, industry events, and strategic account development.

• Build and maintain a healthy pipeline of qualified opportunities capable of supporting revenue and quota objectives.

• Identify organizations undergoing cloud migration, data center transformation, infrastructure modernization, security initiatives, business continuity planning, or broader digital transformation.

• Navigate complex enterprise organizations and build relationships with multiple technical, operational, procurement, and executive stakeholders.

Cloud & Technology Solution Selling

• Lead consultative discovery conversations to understand a customer's current infrastructure, applications, connectivity, security requirements, business objectives, and technology roadmap.

• Position solutions across areas such as:

  • Public, private, and hybrid cloud

  • Infrastructure as a Service (IaaS)

  • Disaster Recovery as a Service (DRaaS)

  • Backup and business continuity

  • Cloud migration and modernization

  • Colocation and data center services

  • Managed infrastructure and managed IT services

  • Cloud and network security

  • SD-WAN and cloud connectivity

  • Dedicated Internet and Ethernet

  • Unified communications and other complementary telecom solutions

• Translate technical capabilities into measurable business outcomes, including improved scalability, resiliency, security, operational efficiency, performance, and cost optimization.

• Develop multi-solution strategies that combine cloud, managed services, security, and network connectivity based on each customer's environment and objectives.

Consultative Value Add Enterprise Sales

• Serve as a trusted technology advisor throughout the sales process, helping customers evaluate current environments and determine the appropriate future-state architecture.

• Partner closely with Sales Engineering, Solutions Architecture, Product, Operations, and technical teams to design customized solutions.

• Lead opportunities from initial prospecting and discovery through solution design, proposal development, negotiation, contracting, and close.

• Develop compelling business cases and executive-level presentations that communicate both the technical and financial value of proposed solutions.

• Manage longer, complex enterprise sales cycles involving multiple decision-makers and technical requirements.

• Maintain accurate opportunity, pipeline, activity, and forecasting information within the CRM.

What You Bring:

• 5+ years of successful B2B technology sales experience, preferably selling into mid-market or enterprise organizations.

• Demonstrated success in a new-logo, hunter-oriented sales environment with responsibility for prospecting and developing net-new business.

• Experience selling cloud, managed services, data center, cybersecurity, or related enterprise technology solutions.

• Strong understanding of cloud infrastructure and the relationship between compute, storage, networking, security, connectivity, and managed services.

• Familiarity with public cloud platforms such as AWS, Microsoft Azure, or Google Cloud Platform is strongly preferred.

• Knowledge of private cloud, hybrid cloud, virtualization, backup, disaster recovery, colocation, SD-WAN, and enterprise connectivity solutions is highly desirable.

• Ability to conduct effective technical and business discovery conversations with IT and executive stakeholders.

• Experience managing complex, multi-stakeholder enterprise sales cycles from prospecting through contract execution.

• Strong prospecting, presentation, negotiation, relationship-building, and closing skills.

• Proven history of achieving or exceeding sales and revenue targets.

• Experience working collaboratively with Sales Engineers, Solutions Architects, and other technical resources throughout the sales process.

Why You’ll Love It Here:

• Uncapped earnings - High base salary with a highly competitive commission structure.

• Enterprise opportunity - Sell sophisticated cloud and technology solutions into large organizations with complex environments.

• Strategic selling - Go beyond transactional telecom sales and help customers solve broader cloud, infrastructure, security, and connectivity challenges.

• Autonomy & ownership - Own your territory, pipeline, relationships, and sales strategy.

• Technical partnership - Work closely with Sales Engineers and technical experts to develop customized solutions.

• Speed & agility - Operate in an environment where decisions can be made quickly and strong performers have room to grow.

• Recognition & reward - High performance is recognized and rewarded.