Enterprise Account Executive

CloudMasonry

$100K — $150K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of B2B enterprise sales experience, preferably in Salesforce consulting, SaaS, or digital transformation services.
  • Successful track record of achieving sales targets, particularly with VP and C-level stakeholders.
  • In-depth knowledge of the Salesforce ecosystem and how its products benefit complex organizations.
  • Experience selling service engagements valued between $100K to $1M+.
  • Self-motivated and organized, with excellent communication and presentation skills.
  • Comfortable in a high-autonomy work environment with a focus on ownership and results.

Responsibilities

  • Own the complete sales process from prospecting to closing for assigned verticals or territories.
  • Collaborate with Senior Salesforce Account Executives and Regional VPs to lead selling initiatives targeting key clients.
  • Collaborate with internal teams to craft tailored project scopes, proposals, and pricing strategies.
  • Lead discussions to uncover client challenges, aspirations, and technical contexts.
  • Develop persuasive proposals that resonate with client business cases and technical needs.
  • Maintain accurate forecasts and pipeline through diligent CRM management.
  • Achieve and surpass quarterly and annual revenue objectives using a consultative selling approach.

Benefits

  • Comprehensive medical, dental, and vision insurance coverage.
  • 401(k) plan with 50% employer match on up to 4%.
  • Unlimited paid time off for better work-life balance.
  • Parental leave available for new parents.
  • Paid company holidays throughout the year.
  • Reimbursement for Salesforce certification expenses.
  • Eligibility for performance-based bonuses.
Full Job Description
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.

Teams Sales Locations Chicago - Remote Remote status Fully Remote

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