Cross-Border Tax Specialist (Canada/U.S.) | Immediate Start

Posted last week

Worldwide

Summary

CPA | CRA & IRS Experience | Contract We're seeking an experienced Cross-Border Tax Specialist to advise on a time-sensitive Canadian and U.S. tax matter involving corporate reporting, cross-border operations, and founder relocation. This is an advisory engagement with the potential for additional work. We're looking for someone who has extensive experience navigating both Canadian (CRA) and U.S. (IRS) tax requirements and can provide practical guidance to ensure compliance while minimizing risk. Responsibilities - Review a Canadian corporation with U.S. business operations and advise on cross-border tax compliance. - Assess Canadian and U.S. corporate filing obligations. - Advise on CRA Voluntary Disclosures Program (VDP) eligibility and strategy. - Review and resolve foreign affiliate reporting requirements, including T1134 filings. - Provide guidance on departure tax planning for a founder relocating from Canada to the United States. - Identify potential compliance risks and recommend corrective actions. - Coordinate Canadian and U.S. tax considerations to ensure an efficient cross-border tax strategy. Qualifications - Canadian CPA required. - U.S. Enrolled Agent (EA) or U.S. CPA strongly preferred. - Significant experience with both CRA and IRS tax regulations. - Proven experience advising Canadian businesses with U.S. operations. - Hands-on experience with CRA Voluntary Disclosures Program (VDP). - Experience preparing or advising on T1134 foreign affiliate reporting. - Experience with departure tax planning for Canadians relocating to the United States. - Strong understanding of the Canada-U.S. Tax Treaty. - Excellent communication skills with the ability to explain complex tax matters clearly. Preferred Experience Experience with one or more of the following: - Canadian corporations operating in the United States. - U.S. subsidiaries of Canadian corporations. - Cross-border ecommerce businesses. - Foreign reporting forms (T1134, T106, 5471, 5472, FBAR, etc.). - Corporate restructuring and international tax planning. To Apply Please include: - Resume or professional profile. - CPA and/or EA credentials. - Brief summary of your Canada/U.S. cross-border tax experience. - Examples of similar engagements you've handled (no confidential information). - Whether you've worked with the CRA Voluntary Disclosures Program. - Your availability for a consultation within the next 2–3 days. - Your preferred billing structure (hourly or fixed fee).

  • Hours to be determined
    Hourly
  • 1-3 months
    Duration
  • Expert
    Experience Level
  • $100.00

    -

    $200.00

    Hourly
  • Remote Job
  • Ongoing project
    Project Type
Skills and Expertise
Mandatory skills
Tax Preparation
Accounting
Activity on this job
  • Proposals:10 to 15
  • Last viewed by client:5 days ago
  • Interviewing:
    1
  • Invites sent:
    15
  • Unanswered invites:
    10
About the client
Member since Mar 12, 2019
  • United States
    Miami3:20 PM
  • $399K total spent
    47 hires, 15 active
  • 35,080 hours

Explore similar jobs on Upwork

Tax Preparation
Tax Law
Corporate Tax
CPA
CPA
Tax Law
US Taxation
Tax Preparation
Cryptocurrency

How it works

  • Post a job icon
    Create your free profile
    Highlight your skills and experience, show your portfolio, and set your ideal pay rate.
  • Talent comes to you icon
    Work the way you want
    Apply for jobs, create easy-to-by projects, or access exclusive opportunities that come to you.
  • Payment simplified icon
    Get paid securely
    From contract to payment, we help you work safely and get paid securely.
Want to get started? Create a profile

About Upwork

  • Rating is 4.9 out of 5.
    4.9/5
    (Average rating of clients by professionals)
  • G2 2021
    #1 freelance platform
  • 49,000+
    Signed contract every week
  • $2.3B
    Freelancers earned on Upwork in 2020

Find the best freelance jobs

Growing your career is as easy as creating a free profile and finding work like this that fits your skills.

Trusted by

  • Microsoft Logo
  • Airbnb Logo
  • Bissell Logo
  • GoDaddy Logo