Enterprise Account Executive

About CloudMasonry

CloudMasonry is a full-service Salesforce consulting firm specializing in the design, implementation, and support of complex Salesforce solutions. Our team of experienced consultants has delivered over 500 Salesforce projects across a wide variety of industries, including media, financial services, healthcare, and energy. We bring deep expertise in Salesforce Sales Cloud, CPQ, Marketing Cloud, and Media Cloud, with a focus on driving measurable business outcomes for our enterprise clients.

Position Overview

CloudMasonry is seeking a driven and consultative Account Executive to join our high-performing sales team. As an Account Executive, you’ll be responsible for identifying, qualifying, and closing new business opportunities across enterprise and upper mid-market accounts. You’ll work directly with executive stakeholders to understand business needs, develop tailored Salesforce consulting solutions, and guide prospects through our sales process. Ideal candidates live within an hour's commute to Metro Chicago.

This is an opportunity to sell impactful digital transformation services, working in collaboration with Salesforce and CloudMasonry’s senior delivery leaders to deliver measurable results for clients.

Key Responsibilities

• Own the full sales cycle from prospecting to close for assigned verticals or territories, targeting enterprise and upper mid-market accounts.

• Align with Sr. Salesforce Account Executives and Regional Vice Presidents to lead partner selling motions across mid-market and enterprise business units. 

• Collaborate with internal delivery teams to shape compelling project scopes, proposals, and pricing in alignment with the client's needs.

• Lead discovery sessions to deeply understand a client’s pain points, goals, and technical environment.

• Craft persuasive proposals and presentations tailored to each customer’s business case and technical requirements.

• Accurately forecast opportunities and pipeline through CRM hygiene and consistent deal review.

• Exceed quarterly and annual revenue targets through consultative, value-based selling.

• Travel requirements are contingent on client needs and may range from approximately 25% to 50%

Qualifications

• 5–7 years of experience in enterprise B2B sales, preferably in Salesforce consulting, SaaS, or digital transformation services.

• Proven track record of meeting or exceeding sales targets, with experience selling into VP and C-level stakeholders.

• Strong understanding of the Salesforce ecosystem and how Salesforce products can drive value for complex organizations.

• Experience selling service engagements in the $100K–$1M+ range.

• Highly organized and self-motivated, with excellent communication and presentation skills.

• Comfort working in a high-autonomy environment with a strong emphasis on ownership and results.
  
  

Benefits & Perks

• Full-time position with a competitive salary

• Comprehensive medical, dental, and vision insurance

• 401(k) plan with 50% employer match up to 4%

• Unlimited PTO to maintain work-life balance

• Parental leave for new parents

• Paid company holidays

• Salesforce certification reimbursement

• Performance-based bonus eligibility

Diversity, Equity, & Inclusion

At CloudMasonry, diverse perspectives drive innovation. We embrace candidates from all backgrounds and experiences to build a stronger, more inclusive team. You will find your place with us if you are passionate about problem-solving and collaboration.

Application Process

After submitting your resume, you will receive an email invitation to complete an applicant assessment. This assessment helps us align your skills and attributes with the role. Candidates who do not complete the assessment will not be considered for the position.

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