Self-Study Course Details
Course Description

With constant revisions to Form 1099 and related rule changes, it is crucial to remain up-to- date with the current information reporting laws to avoid those dreaded penalties and interest not to mention the time consumed to make corrections. Whether you are new or seeking an update this course will provide CPA’s, Accounts Payable, Payroll, and Tax with plain English guidance to help minimize 1099 filing mistakes while breaking down the toughest 1099 payee and payment reporting situations.

In this course, industry expert and corporate tax attorney Steven D. Mercatante Esq. takes a look some of the more common problems experienced by CPA’s, accounts payable, and tax departments related to documenting, validating, and reporting payee information on IRS Forms 1099. He identifies key issues and best-practices for addressing them.

Learning Objectives:

  • Determine which 1099 to use and watch out for key trouble spots on the most commonly filed Forms 1099 – including a detailed look at the Forms 1099-NEC, 1099-MISC, 1099-R, 1099-INT, 1099-K, 1099-DIV and 1099-B, 1099-C, 1099-S, and Form 945 
  • Learn about the new calculation you must make between reporting on the Form 1099-NEC or the Form 1099-MISC in a variety of payment situations including those featuring: rent, leases, prizes and awards, hotel payments, when to report freight payments, recognize which forms and boxes to report attorney and settlement payments, decode what “damages” payments mean for AP purposes, identify the difference between box 6 Form 1099-MISC and  box 1 Form 1099-NEC  medical service provider payments, discover when the reporting does not always follow the payment, determine which forms and boxes to report payments made to your board of directors
  • Identify W-9 document validation best practices with a focus on situations when multiple names are provided, handling undocumented payees, exempt organization payees, and IRS TIN Match Program best practices
  • Identify categories of payees and payments that are both reportable and not reportable, plus identify service payments that also require the reporting of a related good 
  • Receive tips on recent 1099 changes as well as analysis of the new Form 1099-NEC and revamped Form 1099-MISC 
  • Recognize how to identify the reportable payee when you pay sole proprietors, LLCs, payee's merged or bought by another, S-Corps, agents, or middlemen, how to handle payees that incorporate or are bought out mid-year, 1031/1035 exchange tips
  • Learn valuable tips for E-Filing and for using the Combined Federal/State Filing Program as well as recognizing other state reporting issues you might be missing
  • Understand backup withholding and make your job easier while receiving a detailed discussion of the Form 1099-MISC and 1099-NEC versus usage of Form 945
  • Handle your toughest U.S. persons vs. Non-U.S. person payment situations including changes to documenting payees from U.S. possessions, validating U.S. tax residents, expat vs. inpat due diligence, and more 
  • Learn about tricky situations involving sales and use, unclaimed property, changes to 1099 fringe benefit and expense reimbursement reporting - including what to do regarding entertainment and meal reimbursements, travel and expense payment best practices, accountable plan rules and record retention, prizes and awards, Affordable Care Act 1094/1095 corrections tips, penalty notice processing
Learning Objectives
  • Please see the 'Course Description' for the learning objectives.
  • None
Advanced Preparation


Author Details
  • Steven Mercatante
    Steven Mercatante

    Steven Mercatante is the principal and founder of TIR Consulting, LLC. He is a nationally recognized leader in tax reporting education and consulting on specialized compliance issues. He has conducted on-site consultation for corporate clients from across the world and led countless seminars and webinars for Aurora Training Advantage, IAPP, Balance Consulting, The Accounts Payable Network, Accounts Payable Now and Tomorrow, Progressive Business Conferences, The Center For Competitive Management, and more.

NASBA Sponsor
  • National Registry of CPE Sponsors for the QAS self-study delivery method
    Encoursa is registered with the National Association of State Boards of Accountancy (NASBA) as a sponsor of continuing professional education on the National Registry of CPE Sponsors. State boards of accountancy have final authority on the acceptance of individual courses for CPE credit. Complaints regarding registered sponsors may be submitted to the National Registry of CPE Sponsors through its website:
IRS Approved
  • National Registry of CPE Sponsors for the QAS self-study delivery method
    Encoursa LLC is an IRS-approved continuing education provider. Provider #: KKRBE


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    Self-Study: CPE certificates will be accessible through your dashboard immediately after passing the qualified assessment.

    For specific instructions on accessing your CPE, please see our FAQ section on our support page.

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