Enterprise Account Executive - Western US/TOLA

Job Description

Job Description

About the Company

Cayosoft Inc., a global independent software vendor, delivers exciting and innovative products that help organizations manage their Microsoft infrastructures throughout their journey from on-premise, to hybrid, to public and private cloud.

Applying deep expertise in IT operations and a focus on delivering practical new functionality, Cayosoft helps customers worldwide remove barriers to adopt a modern cloud infrastructure.

Cayosoft’s solutions secure, simplify, automate, and control Active Directory, Exchange On-premises, Office 365, Exchange Online and Azure Active Directory, OneDrive, SharePoint, and Teams.

Headquartered in Columbus, OH, we are a fast-growing start-up with a competitive product advantage and a great vision of the future.

The Opportunity :

We’re seeking an Enterprise Account Executive to join our high-performing sales team, focused on the Western United States.

This is more than just a sales role it’s an opportunity to join a dynamic and fast-growing company where you can make a significant impact.

You’ll be responsible for selling Cayosoft’s industry-leading software solutions to large enterprise companies, managing complex sales cycles, and closing transactions ranging from $100K to $5M ARR+.

As a strategic member of the sales team, you will develop a deep understanding of your clients’ business landscapes, identifying key IT initiatives where Cayosoft's solutions can deliver significant value and ROI.

You'll leverage this insight to craft persuasive business cases that drive the adoption of our high-value software subscriptions.

Mastery in value-based and outcome-focused selling is essential, as this approach not only demonstrates the tangible benefits of our solutions but also plays a critical role in maintaining our exceptional 99%+ customer retention and renewal rates.

Why This Role is Special :

At Cayosoft, we don’t just offer jobs; we offer careers with exponential growth potential. You’ll be selling solutions that are transforming how enterprises manage and protect their IT environments.

With our Guardian and Administrator solutions, you’ll provide clients with unparalleled security and efficiency, helping them navigate today’s complex IT landscape.

This role comes with a high degree of responsibility, allowing you to make impactful contributions that directly influence the success of the West region a key area of our business strategy.

Key Responsibilities :

Enterprise-Level Transactions : Lead complex sales cycles, closing deals ranging from $100K to $5M ARR+ that contribute significantly to Cayosoft’s growth.

Strategic Selling : Develop and execute sales strategies that align with business goals, ensuring that our enterprise segment meets and exceeds targets.

Client Engagement : Build and maintain deep relationships with enterprise clients, understand their IT needs, and position Cayosoft’s solutions as the answer to their challenges.

Technical Collaboration : Work closely with technical teams to demonstrate Cayosoft’s advantages to prospects and customers, leading POCs and ensuring alignment throughout the sales cycle.

Pipeline Management : Accurately track activities and manage your opportunity pipeline daily in CRM, providing a clear and up-to-date view of your business.

Contract Negotiation : Lead the RFP process, develop proposals, and negotiate contracts to close high-value business deals effectively.

Customer Success : Maintain and nurture client relationships post-sale, identifying opportunities for cross-sell / up-sell and ensuring high levels of customer and partner satisfaction.

Market Understanding : Develop a deep understanding of your territory, including customers, prospects, partners, competitors, and industry trends.

What We’re Looking For :

Proven Sales Success : A minimum of 7 years in business-to-business software sales, with at least 5 years focused on enterprise or strategic accounts, particularly with high-value transactions.

Territory Expertise : 5+ years of experience in territory planning and development, ideally within the Western United States or TOLA region.

Technical Acumen : Deep understanding of cybersecurity, ransomware, enterprise software, cloud, hybrid technologies, and the Microsoft stack.

Relationship Builder : Strong experience in managing and growing client relationships, with a proven track record of influencing decision-makers and executives.

Modern Sales Tools Proficiency : Proficient in modern sales technologies like Salesforce.com, ZoomInfo, Gong.io, Microsoft Teams.

High-Energy Professional : A positive attitude, high energy, and a sense of urgency are essential. You should also have strong organizational and time management skills.

Flexible and Resilient : Able to adapt quickly to changes in a fast-paced environment and solve problems creatively.

The Perks :

Impactful Work : Play a critical role in driving the success of Cayosoft’s West or TOLA region.

Growth Opportunities : With our recent funding, we’re poised for explosive growth, and you’ll be on the front lines, shaping the future of our company in a strategic region.

Exceptional Rewards : Competitive base salary, uncapped commissions, 401(k), great healthcare benefits, and the chance to get in on the ground floor of a fast-growing company with significant upside potential.

Join Us :

If you’re a highly motivated professional with a proven track record in enterprise sales and a passion for driving business growth, Cayosoft offers a unique opportunity to join a high-growth company in a critical role.

We’re looking for the best because we believe our mission deserves nothing less.

Company Description

Cayosoft Inc., a global independent software vendor, delivers innovative products that help organizations manage and protect their Microsoft infrastructures everywhere, from on-premises, to hybrid, to the cloud.

Applying deep expertise in IT operations and a focus on delivering practical new functionality, Cayosoft helps customers worldwide remove barriers to adoption of modern infrastructure.

Cayosoft’s solutions secure, simplify, automate and control Active Directory, Exchange on-premises, Microsoft 365, Exchange Online, Azure Active Directory, OneDrive, SharePoint and Teams.

Company Description

Cayosoft Inc., a global independent software vendor, delivers innovative products that help organizations manage and protect their Microsoft infrastructures everywhere, from on-premises, to hybrid, to the cloud.

Applying deep expertise in IT operations and a focus on delivering practical new functionality, Cayosoft helps customers worldwide remove barriers to adoption of modern infrastructure.

Cayosoft’s solutions secure, simplify, automate and control Active Directory, Exchange on-premises, Microsoft 365, Exchange Online, Azure Active Directory, OneDrive, SharePoint and Teams.