Specializing in Canadian & U.S. cross border taxation for individuals, business owners and other professional advisors

Call: (647) 298-1339 for an enquiry or an appointment - 

Cross Border Taxation in Oakville & the GTA

Cross Border Taxation in Oakville & the GTA

Larry Stolberg | Certified Public Accountant | Chartered Professional Accountant
Tax consulting to financial advisors, lawyers, accounting firms and other professional advisors in the Halton, Wellington and Greater Toronto Area (GTA)

U.S. Tax Return Services

Detailed Tax Service | Estate Planning | Post Mortem Planning | Corporate Restructuring & Succession Planning | Partnership Restructuring | Immigration/Emigration Planning

 U.S. Tax Services

Tax consulting for you, or for accounting firms, lawyers, financial advisors or other professionals

I often assist other professionals with the more complex Canadian and U.S. tax issues affecting their clients.

From corporate restructuring  and estate planning to cross border and domestic compliance, these are just a few areas that I may become involved.  You may click  the "Services" tab  at the top of the HOME PAGE and then scroll down to "Detailed Tax Services" for examples of various tax compliance and planning issues that I may deal with.

My fees for services are competitive to that of the GTA area.  I may invoice you or your client for a specific tax engagement, whatever you prefer. Initially, a retainer may be requested.

I will take the lead on tax engagements, review with you all relevant facts and information. For example, a detailed instruction letter for you or your client's lawyer may be provided, including a review of the legal documentation.  If requested, CRA election forms will be provided.  Where applicable, at your discretion, I may assist you in selecting a lawyer.

 I deal with various issues applying to individuals residing or working  in either Canada or the United States.  

General compliance work may include preparation of tax returns, personal, corporate, or trust/estate to filing notice of objections for appeals to the Canada Revenue Agency ("CRA") or it my include  just a simple planning consultation to get you on  the right track.

From U.S. compliance for annual 1040 tax return filings for U.S. citizens/green card holders to  IRS streamlined applications (catch-up), FBARs/FINCEN114, to expatriation, to  businesses expanding/operating in either country, to Canadians or non-residents buying their first U.S./Canadian rental property to snowbirds , I can assist in the process. Moving to/or from Canada or to/from the U.S. is dealt with on a regular basis.   

I am also an IRS Certified Acceptance Agent able to assist in obtaining an ITIN (individual taxpayer identification number).

Engagements for business owners and other interested parties

Including the tax services noted above, preparation of unaudited financial statements and Canadian corporate T2 or T1 personal tax returns to meet your compliance needs may be provided as well as dealing with  CRA appeals/disputes and filing notices of objection. Corporation restructuring or determination if you qualify for investment tax credit for doing research & development is another possibility. Please review the detailed services tab included in the "Services Tab" for additional services provided.

Estate & Succession Planning

I may deal with various techniques to minimize your otherwise potential tax burden arising on your passing. From assistance with WILL  preparation, to corporate restructuring, to post-mortem planning or  simply just to T1/T3  tax return preparation- I can assist in the process.

Succession planning in dealing with transfer of business to next generation is dealt with on a regular basis.

Corporate Reorganizations

I deal with various restructuring options from estate planning, to purification to enhance the your ability to obtain the capital gains

exemption, to entry of family members or key employees as shareholders, to inter-generational farm transfers, to consolidation to simplify your present structure and reduce your annual fees, to access to small business deduction, to assistance with structuring a shareholders agreement & corporate-owned life insurance or even incorporation of  professional corporations to that of proprietorships or partnerships-I can assist in the process.

Canada/U.S. Cross Border Compliance & Planning         

I deal with various issues applying to individuals residing or working  as employees or on a contractual basis in either Canada or the United States as well Canadian businesses or U.S. businesses wishing to expand into the other country. It is not  unusual to get into a structure and find out latter that it is not  only not tax effective but you have increased your annual compliance fees significantly.  Cross border payments and domestic laws and TREATY application are an a important part of the analysis!  Remember it is not always what you make, it is what you keep or retain. Repatriation of funds  is an important element.

Cross border payments  may include various types of income  such as management fees, dividends, interest, royalties or pensions/annuities. In some situations,  the Canada/U.S. tax treaty will exempt  or reduce the  U.S. 30% withholding tax. In this regard,  you generally would require an IRS issued waiver form such as the W8-Ben. Sometimes you may need a U.S. ITIN. If tax is over withheld, you need to file a U.S. return to get the refund which can be avoided if you deal with  the situation at the outset. Canada will not provide credit for excess withholding if it was due to you not claiming an available TREATY provision. 

From U.S. compliance for annual foreign information returns to 1040 tax return filings for U.S. citizens/green card holders to  IRS streamlined applications (catch-up), FBARs/FINCEN114, to expatriation,  to Canadians or non-residents buying their first U.S./Canadian rental property and their 1040NR filings, to U.S. corporate (protective) filings because you are carrying on business in the  U.S.,  I can assist in the process. Moving to/or from Canada or to/from the U.S. is dealt with on a regular basis.   


Canadians who wish to reside in the U.S. for the winter months should be aware of the U.S. residency rules.  If you fall into these rules, you could be resident for U.S. income tax purposes and therefore be subject to U.S. tax on your world income unless you file the appropriate forms for exemptions.

Review the detailed article on Snowbirds contained in the Resources section-U.S. Taxation.


Tax Disputes and Appeals-CANADA & U.S.

Some of the routine areas that I may deal with are:

  • Applying for our Canadian voluntary disclosure procedures  to waive penalties and interest with respect to outstanding returns and prescribed forms
  • Appealing your notice of (re)assessment to obtain a more favourable result where indicated
  • Dealing with collection officers to obtain reasonable payment terms and\or to remove liens and requirements to pay orders
  • Meeting with officials to negotiate on your behalf
  • U.S. streamlined & OVDP procedures for U.S. persons in respect to past-due  tax returns, international information returns, FBARS (FINCEN114), etc.

Inter-generational farm transfers

I can help you with the transfer of farmland, quotas, equipment and shares of a family farm corporation.

Did you know that the Ontario Soil and Crop Improvement Association has a subsidy program to assist you with professional fees for succession planning. For an established farm business, they may finance 50% of the costs under the capacity building program. You may contact them at 1-800-265-97511-800-265-9751 FREE for additional information and/or access their website http://www.ontariosoilcrop.org/en/programs/growing_forward_2_new.htm.

Please refer to my article in the Canadian Taxation Resources section at the top of the home page.

Professional Corporations

For a number of years, provincial governing bodies of regulated health professionals (1) and other professional organizations (2) have allowed the incorporation of the professional practice.  The major tax advantage of incorporation, is the ability to defer tax by retaining income in the corporation that would otherwise be taxed at a much higher personal tax rate if you earned the same income as a sole proprietor or as a partner.

Refer to my article on professional corporations in the Canadian Taxation Resources section.

I am an IRS Certified Acceptance Agent ("CAA") allowing me to assist and certify your W-7 application for an individual taxpayer's identification number ("ITIN").

My certification of your W-7 will not require the  Canadian passport office to certify your Canadian passport and will allow me to discuss  the file directly with  the ITIN office should any issues arises. A number of individuals have attempted to complete the W-7  themselves to which errors  have arisen causing undue delays and months to successfully obtaining the ITIN.

If you are renting your U.S. real property via a management company or are listing for sale your U.S. property, you will need an ITIN. Canadian individual partners of a U.S. Limited Partnership will also need an ITIN. If you are only in receipt of say U.S. source income such as royalties, pension, dividends or interest that is not handled by a Canadian broker, the U.S. withholding agent may require you to have an ITIN.

Please refer to my articles in the resources section on  U.S. Taxation, rental or sale of U.S. real property and the article in the services section  on the ITIN.

Delinquent U.S. individual tax filers

U.S. persons including U.S. citizens or green card holders residing in Canada who are not up to date with their U.S. filing obligations should consider the available programs in an effort to become tax-compliant.

The updated streamlined procedures announced on June 18, 2014 modified changes to the 2012 streamlined program, now known as the Streamlined Foreign Offshore Program (“SFOP”) requiring the filing of 3 years of past-due returns (with required disclosures and international information returns)  plus 6 years of FBARs.

There were also modifications to the 2012 Offshore Voluntary Disclosure Program (“OVDP”) and a new streamlined procedure called Streamlined Domestic Offshore Program for U.S. persons residing in the United States.

Please refer to my article on Revised Streamlined Procedure in the resources section on U.S. taxation. The IRS website also has excellent information.

Available Offices

Our Head Office is at 245 Commercial St. in Milton, Ontario
Phone number: 647-298-1339 

Waterloo location: 22 King Street South Suite 300
Phone number: 226-218-8577

Burlington location: 280 Plains Road West
Phone number: 647-298-1339

Please contact us by phone or email: lstolberg@lnsca.com to book an appointment.

Larry Stolberg | Certified Public Accountant | Chartered Professional Accountant

Contact Me»

Professional Services

Corporate restructuring, estate & succession planning, tax appeals / disputes, immigration / emigration planning and more. Canadian / U.S. tax return preparation and unaudited financial statements available.

Learn More»


We have provided a comprehensive collection of resources which you can review. Contact your professional advisor prior to implementing any of the outlined strategies.

FATCA legislation enhances discovery of delinquent US filers.

IRS Rejects Canada FATCA Extension.

Revised Streamlined Procedure!>>

Learn More»