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Remote Retirement Jobs in Springfield, MA (NOW HIRING)

Accounting Fly

Remote Tax Manager

Stafford, CT · Remote

$150K - $170K/yr

Remote Tax Manager Job ID: 1050602 Date Posted: May 29, 2026 Employment Type: Full-time (W2) Hiring ... Retirement & Health: 401(k) with company match and health insurance with a company contribution.

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$23.3K

$65.3K

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How much do remote retirement jobs pay per year?

As of Jun 20, 2026, the average yearly pay for remote retirement in Springfield, MA is $65,294.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,990.00 and $73,447.00 per year, depending on experience, location, and employer.

Will Amazon really pay you to work from home?

Amazon offers remote job opportunities across various roles, and many positions are fully remote with competitive pay. Employees typically work from home using company-provided tools and are required to meet performance and schedule expectations similar to on-site roles.

How can I make 2000 a week working from home?

Remote retirement jobs such as freelance consulting, virtual assistance, or online tutoring can generate $2,000 weekly with consistent effort and relevant skills. These roles often require strong communication, organization, and proficiency with digital tools, and may involve flexible schedules to reach income goals.

What is a Remote Retirement job?

A Remote Retirement job is a flexible, often part-time or freelance position that allows retirees to work remotely from home or any location. These jobs provide income while offering the freedom to set your schedule and avoid commuting. Common roles include consulting, customer service, writing, or virtual assistance. Many retirees choose remote work to stay engaged, supplement retirement income, or pursue a passion.

What is the $1000 a month rule for retirement?

The $1,000 a month rule in retirement planning suggests that saving or generating at least $1,000 per month can help build a sustainable income stream for retirees. For those in remote retirement jobs, understanding income goals and managing expenses are key to maintaining financial stability during retirement. Skills in budgeting and financial planning are useful in applying this rule effectively.

What are the key skills and qualifications needed to thrive in the Remote Retirement position, and why are they important?

Remote retirement specialists require expertise in retirement planning, financial advising, and regulatory compliance, typically supported by certifications such as CFP or CRC. They frequently use financial planning software, virtual meeting platforms, and secure data management systems. Excellent communication, empathy, and self-motivation are essential soft skills for building trust with clients and managing tasks independently. These capabilities ensure accurate, personalized advice and maintain high client satisfaction while working outside a traditional office environment.

What are some common challenges faced by remote retirement specialists?

One common challenge for remote retirement specialists is building rapport and trust with clients without face-to-face meetings, which requires strong digital communication skills and proactive follow-up. Additionally, staying updated with changing retirement regulations and financial products is crucial, as the field evolves rapidly. Remote specialists must also be adept at managing their schedules and maintaining organization to effectively handle multiple clients. However, with the right tools and commitment, these challenges can be successfully managed, offering both flexibility and a rewarding client-focused career.

What jobs can a retired person do from home?

Retired individuals can work from home in roles such as customer service representative, virtual assistant, freelance writer, tutor, or data entry clerk. These jobs often require basic computer skills, reliable internet, and flexible schedules, making them suitable for retirees seeking part-time or flexible work.
What job categories do people searching Remote Retirement jobs in Springfield, MA look for? The top searched job categories for Remote Retirement jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Remote Retirement jobs? Cities near Springfield, MA with the most Remote Retirement job openings:
Remote Retirement jobs near you
Infographic showing various Remote Retirement job openings in Springfield, MA as of June 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 100% Remote job distribution, with an average salary of $65,294 per year, or $31.4 per hour.
Remote Tax Manager

Remote Tax Manager

Accounting Fly

Stafford, CT • Remote

$150K - $170K/yr

Full-time

Medical, Retirement, PTO

Posted 23 days ago

Be an early applicant

Job description

Job Title: Remote Tax Manager
Job ID: 1050602
Date Posted: May 29, 2026
Employment Type: Full-time (W2)
Hiring Company: Confidential

Location: 100% Remote (US)
Base Salary: $150,000 – $175,000 per year (USD)
Plus performance-based bonuses.

Role Summary
Are you excited about tax but tired of the old way of doing things? We are a growth-minded, remote firm looking for a Tax Manager who prioritizes strategy over compliance. We don't just crank out returns; we serve as year-round proactive partners to high-performing entrepreneurs and real estate investors. This is a high-impact role with no timesheets, where you are empowered to lead strategic conversations and help clients keep more of what they earn.
Key Responsibilities
  • Strategic Advisory: Lead tax planning kickoff calls and quarterly advisory meetings. Design and implement high-impact strategies like cost segregation, 1031 exchanges, and depreciation optimization.
  • Proactive Planning: Review financials to identify missed planning opportunities and advise on entity structuring and compensation optimization.
  • Technical Leadership: Prepare or review complex returns that reflect deep strategic planning rather than just transactional data entry.
  • Firm Scaling: Help strengthen and scale our advisory offerings and elevate the firm’s technical standards.
  • Mentorship: Guide and mentor team members, fostering a culture of excellence and continuous professional growth.
Qualifications/Requirements
  • Experience: 5+ years of public accounting tax experience with a proven background in delivering advisory services, not just compliance.
  • Credentials: Active CPA, EA, JD, or LLM in Tax.
  • Technical Expertise: Deep knowledge of business taxation, pass-through entities, and tax minimization strategies.
  • Communication: Confidence in leading client-facing conversations and translating complex tax laws into actionable business advice.
  • Mindset: You think strategically rather than transactionally and want to be part of building something exceptional.
Compensation/Benefits
  • Financial: $150k–$175k base salary + performance bonuses.
  • Retirement & Health: 401(k) with company match and health insurance with a company contribution.
  • Time Off: Generous PTO and paid parental leave.
  • Support: Technology stipend, continuing education, and CPA support.
  • Flexibility: Permanently 100% remote with an advisory-first structure and no timesheets.
Why This Opportunity is Different
 We are pursuing greatness, not average results. This role offers you a "seat at the table" as we scale. You will move away from reactive, deadline-driven work and into a role where your expertise is respected and your strategy directly impacts client outcomes. If you are ready to do tax differently, we want to hear from you.
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About Accountingfly

Sourced by ZipRecruiter

In 2016, Accountingfly determined that fully-remote recruiting was the future of accounting staffing, offering huge benefits for employers, job-seekers, and our own business. We decided to focus our recruiting business on those companies offering only remote work opportunities—and it was the best decision we ever made. While our competitors struggle to adapt to the remote world, we lean on years of experience to provide unmatched remote accounting recruitment expertise. We’ve seen and done it all, successfully filling a wide variety of remote roles and making career dreams come true for talent at every level.

Industry

Accounting services

Company size

1 - 10 Employees

Headquarters location

Pensacola, FL, US

Year founded

2011

Social media

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