• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Senior Tax Planning Manager

$170,000–221,000/yr 15d ago

Senior Tax Planning Manager

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

Enstar Group

New York, NY, US

Full-time Permanent Remote

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

The role involves supporting the M&A and Investments teams by evaluating tax risks, structuring transactions, and performing due diligence. Additionally, the manager will partner with the Treasury team to implement tax-efficient liquidity and capital deployment strategies.

Job Description

Although we prefer candidates from the NY Metro area, we are also open to East Coast candidates interested in working remotely. 

About you and the role:

•    Work with Head of Tax Strategy and M&A Team to support potential acquisitions, including advising on impact to deal model, evaluating acquisition structure, reviewing transaction documents and performing due diligence.
•    Partner with Enstar’s Investments Team to review potential investment opportunities and working with fund managers to develop appropriate investment structure.
•    Partner with Treasury Team to evaluate and implement liquidity solutions, including assessing tax-efficient funding, cash management, and capital deployment strategies in support of acquisitions, investments, and other strategic initiatives.
•    Support internal restructuring initiatives and advise on potential tax implications of transactions.
•    Prepare comprehensive transaction memos and other documentation as needed for various Enstar external or internal transactions.
•    Perform research on complex tax issues.
•    Support US tax planning and structuring activities related to the AF Group acquisition, including analyzing transaction structures, assessing tax implications, and supporting the implementation of the post-acquisition tax strategy.
•    Keep apprised of upcoming U.S. and foreign tax legislation that could impact Enstar.
•    Support Global Head of Tax and Head of Tax Strategy on any ad-hoc company initiatives.

What you will be doing:

Key Accountabilities / Deliverables 

  • Assist M&A team with evaluating potential acquisitions and identifying key tax risks
  • Assist Investments team with evaluating potential investments and identifying key tax risks
  • Assist Treasury team with evaluating liquidity solutions and identifying key tax considerations, including funding, intercompany financing, cash repatriation, and capital deployment strategies
  • Assist with US tax planning and structuring activities related to the AF Group acquisition, including evaluating transaction structures, identifying key tax implications, and supporting post-acquisition tax planning and implementation.
  • Prepare comprehensive memorandum supporting tax analysis for M&A transactions
  • Prepare comprehensive memorandum supporting tax analysis for investments

Review pending tax legislation globally and identifying potential tax rules that could impact Enstar

What you will bring:

Person Specification

  • 7-10 years with Big 4 Tax experience
  • JD/LLM qualified
  • Excellent written and oral communication skills
  • Experience with M&A and financial products
  • Insurance Taxation experience desirable but not essential
  • Strong organization and project management skills
  • Must be able to work well and collaborate with other stakeholders
  • Self-motivated and eager to learn
  • Significant experience in international tax issues, including ECI, withholding tax, tax treaty analysis, Pillar II and permanent establishment rules.

Your Benefits:
•    Enstar offers best-in-class Medical, Dental, and Vision healthcare for single and family coverage.
•    Board-certified doctors and pediatricians are available virtually 24/7 for urgent care.
•    Access to Health Savings Account (HSA) or Flexible Spending Account (FSA).
•    Access to Dependent Care FSA to cover daycare expenses.
•    Access to Employee Assistance Programs (EAP) for health and well-being.
•    Optional Pet & Home/Auto Insurance.
•    Wellness Reimbursement program (up to $600 annual reimbursement for wellness-related expenses, i.e., gym memberships, massage, etc.).
•    401K retirement plan (company matches up to 6% of employee contribution).
•    One paid annual volunteer day.

General Info 
The target base salary pay range for this role is $170,000-$221,000*
*Target full-time equivalent base salary range is based on relevant market data. The actual salary offered will depend on applicable market data for the hiring location and the relevant candidate's knowledge, skills/experience. This salary range is not inclusive of applicable discretionary incentives.

Who we are:

We are a trusted global re/insurance group and the leading provider of retrospective solutions, with specialist underwriting capabilities. We help our clients manage risk, unlock capital and create the financial freedom to grow. With operations across the world’s major insurance hubs and a global network of close to 800 talented professionals, we bring expertise and fresh thinking to some of the industry’s biggest challenges. 

For more information about Enstar, visit our website: www.enstargroup.com. 

For more information about careers at Enstar, visit our LinkedIn Life page or visit our careers site

Why Enstar:

Learning and development are a fundamental part of every employee's career journey with Enstar. Supporting growth and career progression is key to how we engage our people - helping them to learn, grow and succeed at Enstar.  

We offer a range of initiatives and resources to support our people throughout their careers: 

  • Professional Qualifications and Study Support: We support employees who wish to take professional qualifications aligned to their role and career development.  
  • Training, Conferences & Seminars: As a global organisation, we work with many professional bodies to provide access to training programmes, conferences, seminars and continuing professional development (CPD) opportunities. 
  • Digital Learning Hub: Our digital learning hub, LinkedIn Learning, offers a wide range of self-serve resources, including courses, videos, eBooks, and audio books, to help employees build news skills and deepen their knowledge. 

We also invest in physical, mental and financial wellbeing initiatives for our employees. Supportive teams, inspiring work and a positive working environment all contribute to our collective wellbeing. Beyond the workplace, we strive to make a positive influence in our communities and to continuously reduce our impact on the environment. 

 

Enstar Inclusivity Policy:

We’re an equal opportunity employer and believe that our inclusive environment creates an authentic working culture. We don’t discriminate on the basis of age, physical or mental disability, gender reassignment, marriage and civil partnership, pregnancy and carer status, race (including colour, nationality, and ethnic or national origin), religion or belief, sex and sexual orientation. Enstar is committed in providing an accessible recruitment experience for all those interested in working with us. Please let your Enstar Recruitment Partner know if you require any reasonable accommodation during the application process due to a disability to enable you to fully participate in our recruitment process.

About the company

Enstar Group

We are a trusted global re/insurance group and the leading provider of retrospective solutions, with specialist underwriting capabilities. We help our clients manage risk, unlock capital and create the financial freedom to grow.

With operations across the world’s major insurance hubs and a global network of close to 800 talented professionals, we bring expertise and fresh thinking to some of the industry’s biggest challenges.

Supported by more than $20 billion* in assets, strong financial strength ratings, and our partnership with Sixth Street, we bring industry leading thinking and action at every challenge – from specialist solution design to claims and investment management.

For more information about Enstar, visit our website: www.enstargroup.com.

For more information about careers at Enstar, visit our LinkedIn Life page or visit our careers site: www.enstargroup.com/careers.

*As at 30 June, 2025.

Founded

1993

Company size

501-1,000 employees

Industry

Insurance

Org type

Public Company

Headquarters

Hamilton, Hamilton

Apply Now

About the company

Enstar Group

We are a trusted global re/insurance group and the leading provider of retrospective solutions, with specialist underwriting capabilities. We help our clients manage risk, unlock capital and create the financial freedom to grow.

With operations across the world’s major insurance hubs and a global network of close to 800 talented professionals, we bring expertise and fresh thinking to some of the industry’s biggest challenges.

Supported by more than $20 billion* in assets, strong financial strength ratings, and our partnership with Sixth Street, we bring industry leading thinking and action at every challenge – from specialist solution design to claims and investment management.

For more information about Enstar, visit our website: www.enstargroup.com.

For more information about careers at Enstar, visit our LinkedIn Life page or visit our careers site: www.enstargroup.com/careers.

*As at 30 June, 2025.

Founded

1993

Company size

501-1,000 employees

Industry

Insurance

Org type

Public Company

Headquarters

Hamilton, Hamilton

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.