Tax Director

North GTA, Ontario – Hybrid

$200,000 – $240,000 + Bonus

Our client is a reputable Canadian-based accounting firm that is looking for a motivated Tax Director to join the team. This position offers many excellent benefits and opportunities for growth and development.

They offer a very competitive compensation package and various bonus and commission programs.  You will be responsible for leading and managing multiple tax-related projects.  If you are ready to take the next step in your career, I want to hear from you!

Responsibilities:

• Handle corporate reorganizations.

• Review legal documents to identify tax issues and opportunities.

• Work with clients to address tax compliance issues.

• Prepare findings, facts, and highlights from client engagements.

• Investigate and correct discrepancies/irregularities.

• Identify tax opportunities and tax strategies.

• Review tax returns to ensure accuracy and completeness.

• Collaborate with internal factors to provide tax planning strategies.

• Collaborate with Assistant Manager to ensure project timelines are being followed and adjust where necessary.

• Provide feedback to help in developing new ideas and processes to increase efficiency.

• Build professional relationships with clients, colleagues, and firm leadership teams.

As the ideal candidate you will have:

• Advanced knowledge of the Canadian Income Tax Act, CAS, and Canadian Review Standards.

• CPA (CA, CMA, or CGA) or other accounting designation and current membership with CPA Canada.

• Completion or near completion of CPA In-depth Tax Course or Master of Taxation (MTax) program.

• Minimum 4 years experience in a similar role within public accounting.

• Individual/corporate/partnership tax knowledge.

• Excellent verbal and written communication skills.

• Ability to multitask and work well under pressure.

• Organized, good time-management skills.

• Knowledge of CaseWare, Jazz IT, and Tax Cycle is considered an asset.

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to zane@winchesters.ca

Senior Tax Manager

Halton Region, Ontario – Hybrid

$140,000 – $165,000 + Bonus

Our client is a successful Canadian based accounting, tax, and advisory firm. They value team collaboration – promoting new ideas, developing an environment of employee partnering, and focusing on personal and professional development.

This role will report to the Tax Partners where you will have the opportunity to join a fast-growing tax function in a senior leadership position working on a variety of tax files and tax planning engagements.  If you are looking for the next step in your career and want more advanced tax exposure this could be an exciting opportunity for you.

Responsibilities:

• Identify and develop high value tax opportunities for their clients.

• Review income tax and/or indirect tax returns, elections and other tax filings or information reporting.

• Advising clients on tax controversy matters, including the tax audit and/or appeals process and strategy.

• Advise and assist in developing tax-efficient strategies to manage client advisory services.

• Lead as a part of a growing tax practice supporting both our firm personnel and clients.

• Develop, train, and mentor junior team members.

• Work with other specialty groups on technical matters such as corporate taxation, partnerships, international tax, mergers and acquisitions.

• Planning, managing and executing on advice engagements.

As the ideal candidate you will have:

• 5+ years of prior tax experience within a public accounting firm.

• CPA or equivalent designation. Tax In-Depth or MTax is an asset.

• Prior managerial or leadership experience.

• Ability to analyze new or existing tax rules and regulations in key jurisdictions.

• High level of research and compilation experience.

• Knowledge of a broad range of Canadian corporate income tax matters in various industries.

• Excellent written and verbal communication skills.

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to zane@winchesters.ca

Senior Tax Manager

Richmond Hill, Ontario – Hybrid

$130,000 – $160,000 + Bonus

Our client is a successful and prominent Canadian based accounting, tax, and advisory firm. They are going through a period of growth and are looking for a motivated tax leader to grow with the firm and take the next step in their career.

This role will report to the Tax Partner and is responsible for working on a variety of tax files and tax planning engagements including assisting clients with various tax matters, providing research and technical support, and supporting the marketing initiatives of the practice.

If you are looking for a highly collaborative, supportive, flexible, and growing tax team, this could be the role for you!

Responsibilities:

• Lead tax consulting engagements

• Review tax compliance and election forms arising out of tax planning engagements

• Work directly with Canadian based clients on tax planning engagements

• Manage the analysis of new legislation as well as the development and implementation of new strategy for our clients

• Maintain advanced tax research for client and internal use

• Provide coaching and mentorship to junior staff team members

• Develop and manage firm outreach and marketing techniques

As the ideal candidate you will have:

• 5+ years of experience working in tax within a public accounting firm and at least 1 year at the manager level

• CPA or equivalent designation

• Completion of the In-Depth Tax Course

• Knowledge of Caseware and TaxPrep

• Excellent written and verbal communication in English

• Ability to comfortably work independently and take a leadership role on tax related engagements

• Experience solving practical and complex tax problems

• Highly personable

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to zane@winchesters.ca

Tax Manager
Burlington, Ontario
$100,000 – $120,000 + Bonus

Our client is a successful Canadian based accounting, tax, and advisory firm. They
value team collaboration – promoting new ideas, developing an environment of
employee partnering, and focusing on personal and professional development.
This role will report to the Senior tax Manager and is responsible for working on a
variety of tax files and tax planning engagements including assisting clients with various
tax matters, providing research and technical support, and supporting the marketing
initiatives of the practice.

Responsibilities:

• Review personal, corporate and trust income tax returns as well as partnership information
  returns

•  Work directly with Canadian based clients on tax planning engagements

•  Manage the analysis of new legislation as well as the development and implementation of new
  strategy for our clients

• Maintain advanced tax research for client and internal use

•  Provide coaching and mentorship to junior staff team members

•  Develop and manage firm outreach and marketing techniques

As the ideal candidate you will have:

•  3+ years of experience working in tax within a public accounting firm and at least 1 year at the
  manager level

• CPA or equivalent designation

•  Tax In-Depth is considered an asset

•  Knowledge of Caseware and TaxPrep

•  Excellent written and verbal communication in English

•  Ability to comfortably work independently and take a leadership role on tax related engagements

•  Experience solving practical and complex tax problems

•  Highly personable

How to Apply

We would like to thank all applicants for your interest in working as part of our
team. Only those applicants selected to move forward in the recruitment process
will be contacted. If you’re interested, email your resume to zane@winchesters.ca

Senior Tax & Compliance Officer
North York, Ontario
$120,000 – $145,000 + Bonus

Our client is a national, family-owned, construction and building supply company. They operate on the pillars of quality, integrity, and trustworthiness that have defined the success of their business.

In this role, you will have the opportunity to join an established tax function within a large company in a leadership position providing a variety of tax compliance services and mentorship to staff. This position is an excellent opportunity for an ambitious tax professional looking to make the next step in their career and move to the industry.

Responsibilities:

• Preparing and examining accounting records and financial reports including corporations, partnerships, and high-net-worth individuals.

•  Preparing and reviewing various tax compliance files.

•  Managing and leading correspondences with tax authorities.

•  Providing assistance with audits.

•  Conducting tax research and analysis.

•  Working closely with the CFO on various tax planning and liability engagements.

•  Providing mentorship and guidance to junior members of the tax team.

As an ideal candidate you will have the following:

•  4-6 years of prior tax experience within a public accounting firm.

•  CPA designation. Tax In-Depth is considered an asset.

•  Previous managerial or leadership experience.

•  Knowledge of a broad range of Canadian corporate income tax matters.

•  Comfortable handling multiple tasks and engagements simultaneously.

•  Excellent written and verbal communication skills

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to zane@winchesters.ca

Junior Tax & Compliance Officer
North York, Ontario
$100,000 – $125,000 + Bonus

Our client is a national, family-owned, construction and building supply company. They operate on the pillars of quality, integrity, and trustworthiness that have defined the success of their business.

In this role, you will have the opportunity to join an established tax function within a large company providing a variety of tax compliance and tax planning services. This position is a great opportunity for an ambitious tax professional looking to make a move to industry and join a large national company.

Responsibilities:

• Preparing and examining accounting records and financial reports including corporations, partnerships, and high-net-worth individuals.

•  Preparing various tax compliance files.

•  Assisting with correspondences with tax authorities.

•  Providing assistance with audits.

•  Conducting tax research and analysis.

•  Working closely with the CFO and senior tax team on various tax planning and liability engagements.

•  Assisting professional service providers in the preparation of various US tax files.

As the ideal candidate you will have:

• 2-4 years of prior tax experience within a public accounting firm.

• CPA designation is considered an asset.

•  Knowledge of a broad range of Canadian corporate income tax matters.

•  Comfortable handling multiple tasks and engagements simultaneously.

•  Excellent written and verbal communication skills.

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to zane@winchesters.ca

Senior Tax Accountant – Cross-Border

Location: Ottawa, ON (Hybrid)

Job Type: Full-time

Department: Tax Services

Reports To: Tax Manager / Tax Partner

About the Role

We are seeking an experienced and highly motivated Senior Tax Accountant to join our growing Tax Services team in

Ottawa, Ontario. This role will focus on cross-border taxation with a specialization in compliance and advisory services for

individuals, businesses, and trusts with cross-border operations or interests.

As a senior member of our tax team, you will play a critical role in delivering high-quality service to clients navigating the

complex landscape of Canadian and U.S. tax regulations. You will also support internal initiatives and mentor junior team members as a subject-matter expert in cross-border taxation.

Key Responsibilities

•  Prepare and review U.S. federal and state tax returns and Canadian T1/T2 returns for cross-border clients.

•  Provide tax planning and advisory services to individuals, corporations, and partnerships with cross-border activities.

•  Conduct technical research on Canadian and U.S. tax issues, including FATCA, PFICs, expatriation, and treaty positions.

•  Advise on cross-border structuring, residency determinations, and withholding tax implications.

•  Assist in managing CRA and IRS audits and inquiries for cross-border clients.

•  Collaborate with partners and clients to develop tax strategies tailored to complex cross-border scenarios.

•  Mentor and support junior staff through training, file reviews, and on-the-job coaching.

Qualifications

•  CPA designation (Canada) or equivalent; U.S. CPA or EA designation considered a strong asset.

•  Minimum of 3-5 years of tax experience, cross-border taxation.

•  In-depth knowledge of both Canadian and U.S. tax laws and cross-border compliance requirements.

•  Experience with tax software such as CCH Axcess, TaxPrep, ProSystem fx, GoSystem Tax RS, or similar platforms.

•  Strong analytical, organizational, and communication skills.

•  Ability to manage multiple priorities and meet tight deadlines in a dynamic environment.

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to casey@winchesters.ca

Experienced Intermediate Accountant

Toronto, ON

Based on experience, plus benefits

Responsibilities:

• Efficiently prepare year-end engagements and tax returns for your clients in a variety of industries

• Perform and assist on audit engagements, prepare working papers and financial statements per regulatory standards

• Build positive working relationships with clients and effectively respond to request and suggestions

• Effectively communicate with team members regarding progress updates and issues on an ongoing basis

• Follow up on review notes, confirmations received and outstanding issues to assist the Manager in the completion of the file

• Gather management letter points for discussion with the manager/partner and review the prior years reported management points to determine their status

How do we define success for your role?

• You demonstrate firms core values through all aspect of your work: Integrity, Respect & Collaboration

• You understand your client’s industry, challenges, and opportunities; client describe you as positive, professional, and delivering high quality work

• You identify, recommend, & are focused on effective service delivery to your clients

• You share in an inclusive & engaging work environment that develops, retains & attracts talent

• You actively participate in the adoption of digital tools and strategies to drive an innovative workplace

• You grow your expertise through learning & professional development

Your experience and education

• You have completed or are currently working towards your CPA designation

• You have 1-2 years of assurance and audit experience in the public accounting industry

• You value teamwork, client service, and quality in detailed work

• You display strong problem solving, analytical, and communication skills

• You have knowledge of accounting policies and assurance techniques

  We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to casey@winchesters.ca

Senior Associate

Position Summary:

Senior Associates are responsible for leading and/or performing -- from start to finish -- procedures relating to the preparation of year-end working paper files for all types of engagements. You will plan engagements, prepare budgets, prepare work programs, monitor progress, supervise junior staff and review their work, and prepare draft financial statements and management letters, etc., in accordance with professional accounting and assurance standards.

Primary Responsibilities:

Financial

• 1,500 - 1,600 chargeable hours

• 90% realization

 Client

• Builds relationship with client staff at management level during the course of engagements

• Begins to build knowledge of client’s operations and their business

• Learns firm services and how to recognize sales and cross-sales opportunities with existing clients

• With more senior staff, may begin to participate in business development and promotion activities

 Operational/Technical

• Intermediate/Senior file preparer: assists in planning and performs procedures in relation to audit, review, and compilation engagements, including preparation of financial statements

• Intermediate/Senior tax preparer: prepares tax returns (T1, T2, T3, etc.) of medium to hard difficulty

• Applies working methods and relevant tools (which are adapted to the situation) during the production of files

• Begins to analyze and document problematic situations, and may make recommendations from time-to-time

• May supervise more junior staff on sections of working paper files

• May review lower level work

• May review WIP, prepare billing analysis, and draft invoices

• Adheres to firm policies and procedures and Handbook requirements, and ensures that firm quality standards are met

 Learning and Growth

• Completes professional designation requirements (academics and experience)

• Takes responsibility for own continuing professional development

• Trains more junior staff

• Acts as a “buddy” to more junior staff

• May act as a mentor to more junior staff

• May start to focus interest, select a service line (ex: audit, tax, etc.), and work on engagements of less variety (3-5 industries)

Qualifications:

 Education

• CPA designation

 Experience

• Minimum of 3-4 years of public practice or equivalent experience, preferably in a mid-sized accounting firm

• Audit experience is a must

Promotion Criteria:

 Leadership

• Able to create a positive working environment

• Able to assume responsibility for supervision of the daily fieldwork of more junior staff

• Able to deliver constructive feedback to more junior staff

• Has developed strong people and project management skills

• Positive role model for peers

• Well respected by clients, with a strong client-service focus

 Technical

• Expert in MSOffice and Adobe

• Has an advanced understanding of TaxPrep, Caseware, and Caseview

• Able to put together both simple and complex financial statements

• Shows interest and initiative in discussing technical issues

 Other

• Has the confidence of Managers and Partners

• Able to handle stressful situations

• Able to juggle multiple files while managing priorities

• Starting to establish a business development network

• Has a minimum of 4-5 years of public practice or equivalent experience, preferably in a mid-sized accounting firm

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to casey@winchesters.ca

Senior Tax Manager

Toronto

They are seeking someone who is not only committed to a long-term career in taxation but also eager to take a lead role in managing tax provisions, overseeing engagements, and contributing meaningfully to the growth of our clients and our firm.

Your primary responsibilities will include:

•  Working closely with all Tax Partners and other Senior staff on business tax compliance, tax provision and tax advisory engagements and to develop and implement tax planning for clients

•  Build and manage client relationships at a senior level; advise clients by delivering high quality tax service and advice

•  Reviewing and approving technical research, tax planning recommendations for public and private companies.

•  Reviewing complex Canadian corporate, partnership, and trust tax returns and other tax work prepared by staff.

•  Actively mentor and coach staff to their highest potential

•  Identifying client service opportunities

What’s in it for you?

•  Career growth opportunities

•  Competitive total compensation package including extended health care, dental, and group life

• insurance benefits

•  Annual management bonus program

•  Health and Wellness Spending Account

•  Vacation (4 weeks/year)

•  Continuing Professional Development courses are provided to maintain your designation as well as numerous informal training and development opportunities. The Firm will also reimburse you for approved professional development fees and membership dues.

•  An open-door culture promoting interaction with all staff levels, including partners

•  A fully-stocked kitchen with breakfast foods, healthy snacks, and treats during tax season, plus coffee, tea, and drinks throughout the year

•  Overtime meal reimbursements

•  Monthly reimbursement towards parking or transit subsidy

•  Monthly reimbursement for your smart phone fees

•  A smart casual dress code (client/day specific)

•  Client referral, employee referral, and vehicle purchase incentives

•  Many entertaining social events throughout the year

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to casey@winchesters.ca

Cross-Border Tax Senior Manager – Toronto

Location: Toronto, ON

Status: Full-Time

Our client is currently seeking a Cross-Border Tax Senior Manager to join their growing Tax Practice in Toronto. This is an exciting opportunity for an experienced tax professional who is passionate about delivering high-quality client service and is eager to take a lead role in managing cross-border tax engagements.

The ideal candidate is someone committed to a long-term career in taxation, with a strong interest in advising clients and mentoring junior staff. You’ll be part of a collaborative environment that offers meaningful client work and supports your professional growth.

Practice Areas Include:

•  Cross-border tax compliance and planning

•  Estate and trust compliance

•  Personal and corporate tax planning

•  Succession planning

•  Purchase and sale of private businesses

• We welcome candidates with experience in any of these areas.

Key Responsibilities

•  Collaborate closely with Tax Partners and senior staff on cross-border tax advisory and compliance engagements

•  Manage and coordinate tax planning and compliance for clients with both U.S. and Canadian tax filing obligations

•  Handle engagement budgets, billing, and collections while mitigating risk

•  Review assessments and correspond with the CRA, IRS, and state tax authorities

•  Build and maintain senior-level client relationships, providing expert tax advice and planning strategies

•  Mentor and support junior staff to help them grow professionally

•  Identify new client service opportunities and contribute to the growth of the firm

What’s in It for You?

•  Clear career growth opportunities within a supportive, collaborative team

•  Competitive compensation including extended health, dental, and life insurance

•  Annual performance bonus

•  Health and Wellness Spending Account

•  Four weeks of vacation per year

•  Ongoing Professional Development, including CPD support and fee reimbursement

•  A welcoming, open-door culture where all levels, including partners, are approachable

•  Stocked kitchen with breakfast items, snacks, coffee, and tax season treats

•  Overtime meal reimbursements

•  Monthly parking or transit allowance

•  Smartphone fee reimbursement

•  Flexible, smart-casual dress code

•  Referral and incentive programs

•  Regular social events and team-building activities

• If you’re looking for a leadership role where your cross-border expertise can make a real impact—while enjoying a balanced, people-first culture—this could be the right fit for you.

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to casey@winchesters.ca

Audit Manager

Location: Toronto/Ottawa, Ontario

Employment Type: Full-Time, Permanent

Are you a CPA with a passion for leadership, client service, and community impact? Our client is looking for an experienced Audit Manager to join their growing team in Toronto/Ottawa, Ontario

Key Responsibilities

•  Lead and manage audit engagements across a range of industries and client sizes

•  Supervise, mentor, and develop a team of accounting professionals

•  Participate in consulting engagements and identify client service opportunities

•  Prepare corporate and personal income tax returns, T4s, T5s, and trust filings

•  Conduct risk assessments and provide actionable insights for clients

•  Compile feedback and conduct performance reviews for team members

•  Contribute to internal practice development and training initiatives

•  Build and maintain strong relationships with clients and identify opportunities for new business

What We’re Looking For

•  CPA designation with several years of experience in public practice

•  Proven track record in leading Audit, Review, and Notice to Reader engagements

•  Strong knowledge of Canadian tax return preparation for individuals, corporations, and trusts

•  Experience supervising teams and managing multiple engagements

•  Excellent interpersonal, communication, and client service skills

•  Strong working knowledge of Caseware, Profile, and accounting software such as Sage 300,

• Sage 50, and QuickBooks

•  High proficiency with Microsoft Office, especially Excel

•  Business development skills and a keen eye for identifying client service opportunities

We would like to thank all applicants for your interest in working as part of our team. Only those applicants selected to move forward in the recruitment process will be contacted. If you’re interested, email your resume to casey@winchesters.ca