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Accounting Specialist

Job in Pittsfield, Berkshire County, Massachusetts, 01201, USA
Listing for: Alera Group
Full Time position
Listed on 2026-03-15
Job specializations:
  • Finance & Banking
    Financial Analyst
  • Accounting
    Financial Analyst
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
OVERVIEW

Accounting Specialist
Hybrid | Pittsfield

At Alera Group, our Employee Benefits teams help organizations attract, retain, and engage their workforce through creative, compliant, and competitive benefits strategies. We're seeking a Accounting Specialist who will make a meaningful impact by delivering proactive client service, thoughtful benefits strategy, and a high-touch experience for both clients and employees.

About Alera Group
Founded in 2017, Alera Group has grown to become the 14th largest broker of U.S. business. We are passionate about our clients' success in Employee Benefits, Property & Casualty Insurance, Retirement Plan Services, and Wealth Services. With offices nationwide, our collaborative approach allows us to deliver national strength with local service.

This role supports clients by ensuring benefits programs are administered accurately, aligned with strategic objectives, and compliant with all regulatory requirements. You'll partner with internal teams and client contacts to deliver seamless execution, creative solutions, and a superior client experience.

Why Alera Group
  • Meaningful Impact: Help clients and employees navigate benefits programs that drive retention, engagement, and satisfaction
  • Growth & Learning: Opportunities to deepen your expertise and gain exposure to a variety of clients and industries
  • Collaborative Culture: Work in a team-oriented environment that values accountability, partnership, and the principles of The Collaborative Way
RESPONSIBILITIES

What You'll Do / Your Impact

Client Partnership and Service Excellence
  • Support internal teams by ensuring accurate and timely accounting operations
  • Respond to inquiries to support smooth financial processes
  • Maintain organized financial documentation and records
Operational and Compliance Excellence
  • Enter financial data including invoices, accounts payable, accounts receivable, journal entries, and expenses
  • Reconcile bank statements, credit card transactions, and financial records
  • Verify, code, and process vendor invoices
  • Support premium collections and payment reconciliation
  • Monitor and track departmental expenses
  • Prepare basic financial reports under senior guidance
  • Assist with internal and external audit requests
  • Maintain compliance with accounting standards and internal controls
  • Organize and maintain financial files and supporting documentation
  • Identify and recommend opportunities for process improvement
  • Use accounting software and tools to complete daily tasks efficiently
Growth and Retention
  • Support improvements to financial processes and workflows
  • Partner with colleagues across finance and cross-functional teams to support accurate operations
QUALIFICATIONS

What You Bring

Required
  • High school diploma or equivalent
  • Strong attention to detail and accuracy
  • Ability to manage multiple tasks and meet deadlines
  • Proficiency in Microsoft Office, including Excel, Outlook, Word, and Teams
  • Familiarity with accounting systems and basic financial concepts
  • Strong communication and organizational skills
  • Ability to maintain confidentiality and demonstrate integrity
Preferred
  • Associate or bachelor's degree in accounting, finance, or related field
  • Prior accounting or finance experience, ideally within the insurance industry
  • Analytical skills to identify discrepancies or trends
  • Experience supporting audits or financial reviews
Core Competencies
  • Detail-oriented with strong accuracy
  • Problem-solving and analytical thinking
  • Ability to prioritize and follow through independently
  • Collaborative mindset
  • Strong customer-service orientation
ADDITIONAL INFORMATION

Compensation:
Salary range: $60,000 - $80,000 per year

Benefits:
Alera Group offers comprehensive benefits including medical, dental, vision, life and disability coverage, 401(k), generous PTO, and more.

Work Model:
This role is Hybrid.

Professional Development - Alera Group Academy
At Alera Group, growth isn't left to chance. Through Alera Group Academy, we provide structured development opportunities designed to help you expand your expertise and build a meaningful career.

You'll have access to:
  • Role-specific learning paths
  • Leadership development programs
  • Technical and compliance training
  • Industry certifications and continuing education support
  • Peer learning and knowledge-sharing communities
Whether you're deepening technical expertise or preparing for leadership, we're invested in helping you grow.
Licensure & Certifications (If Applicable)
This position may require:
  • Active [State Life & Health License / Property & Casualty License / Series 6/7/65/66 / etc.]
  • Ability to obtain required licensure within [X] months of hire
  • Ongoing continuing education to maintain active status
We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.

Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understand what personal information we may…
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