Staff Accountant

Cloud5 Communications; Chicago (IL); On-site; USD 70,000 - 95,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

401(k)

Flexible PTO

Parental leave

Job summary

Cloud5 Communications is seeking a detail-oriented Senior Accountant to join the finance team. The role emphasizes linking daily financial activities to broader operations, with strong NetSuite and Expensify proficiency.

Ideal candidates bring 2–3+ years of progressive accounting experience, a business acumen, and the ability to work independently in a fast-paced environment. The team offers a collaborative culture and growth opportunities.

Qualifications

• Bachelor’s degree in Accounting, Finance, or related field.
• 2-3+ years of progressive accounting experience in tech, IT services, SaaS, or hospitality-adjacent sectors.
• Strong familiarity with operational business processes and how front-line operations impact the general ledger and financial statements.
• NetSuite ERP experience preferred.
• Advanced Excel skills (VLOOKUP/XLOOKUP, Pivot Tables, data manipulation).
• Experience with expense management systems (Concur, Ramp, Expensify, or similar).
• Ability to work independently with ownership and tight deadlines.
• Strong communication across organizational levels.

Responsibilities

• Prepare, review, and draft accurate general ledger entries, recurring journal entries, and accruals per GAAP.
• Perform monthly reconciliations of GL accounts (bank statements, prepaid expenses, intercompany balances).
• Analyze operational data to prepare journal entries and support financial reporting.
• Partner with operational departments to ensure accounting reflects business activities.
• Assist with month-end close and annual audits preparation.
• Oversee expense processing workflows for policy compliance and timely resolution.
• Evaluate and implement process improvements and automation where applicable.

Skills

Autonomy & Ownership

Commercial Mindset

Attention to Detail

Communication

Positive Attitude

Operational Acumen

Education

Bachelor’s degree in Accounting, Finance, or related field

Tools

NetSuite

Expensify

Microsoft Excel

Job description

Cloud5 Communications delivers exceptional customer experiences through managed IT services (MSP), innovative high-speed internet and network managed services, cloud-based telephony solutions, and contact center services for the hospitality industry. We combine cutting-edge technology with hospitality expertise to help the world’s leading brands deliver outstanding guest experiences.

Position Overview

We are seeking a detail-oriented, self-motivated, and collaborative Senior Accountant to join our finance team.

The ideal candidate goes beyond the numbers—possessing a strong business acumen and a solid understanding of operational workflows to connect daily financial activities with broader company operations. You thrive in an independent, fast-paced environment, possess strong proficiency in NetSuite and Expensify, and bring a solutions-oriented, positive attitude to the team.

Key Responsibilities

• General Ledger & Journal Entries: Prepare, review, and draft accurate general ledger entries, recurring journal entries, and accruals in accordance with GAAP.
• Account Reconciliations: Perform monthly reconciliations of complex GL accounts (including bank statements, prepaid expenses, accrued liabilities, and intercompany balances) to ensure data integrity.
• Operational & Data Analysis: Analyze operational data and business transactions to prepare journal entries, support financial reporting, and provide meaningful operational insights.
• Cross-Functional & Process Alignment: Partner with key operational departments to gain a clear understanding of end-to-end business operations, ensuring accounting workflows properly reflect underlying operational activities.
• Month-End & Year-End Close: Assist the Controller in executing an efficient, timely month-end close cycle and support preparation for annual audits.
• Expense Processing & Management: Oversee and manage expense processing workflows, ensuring policy compliance, accurate coding, and timely resolution of expense queries.
• Process Improvement: Continuously evaluate accounting and operational procedures, recommending and implementing process automation or efficiencies where applicable.

Required Qualifications & Experience

• Education: Bachelor’s degree in Accounting, Finance, or a related field.
• Experience: 2-3+ years of progressive accounting experience, ideally within tech, IT services, SaaS, or hospitality-adjacent sectors.
• Business & Operational Acumen: Strong familiarity with operational business processes and how front-line operations impact the general ledger and financial statements.
• Software Proficiency:
• NetSuite: Hands-on experience with NetSuite ERP preferred.
• Microsoft Excel: Advanced proficiency (VLOOKUP/XLOOKUP, Pivot Tables, data manipulation, index/match).
• Expense Software: Experience utilizing expense management systems (e.g., Concur, Ramp, Expensify, or similar).
• Autonomy & Ownership: Ability to work independently with minimal supervision while taking full ownership of assigned tasks and deadlines.
• Commercial Mindset: Ability to map accounting activities back to core business functions and commercial workflows.
• Attention to Detail: High level of accuracy in data entry, account analysis, and financial reporting.
• Communication: Clear, professional verbal and written communication skills across all organizational levels.
• Positive Attitude: Brings a constructive, collaborative, and adaptable mindset to team initiatives and daily challenges.
• Benefits include medical, dental, vision, 401(k), flexible PTO, parental leave, and more

Cloud5 Communications is an equal opportunity employer and makes employment decisions without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, disability status, age, or any other status protected by law.