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Form 1099 looks simple, but it raises a surprising number of questions. This 60-minute webinar answers the questions businesses and accountants ask most often about 1099s, chosen from hundreds submitted during live webinars, by email and in forums.

Topics include how LLCs are treated, common W-9 doubts, e-filing processes and their complications, payments made through PayPal, Venmo and other payment apps, expense reimbursements, backup withholding and royalties.

The session works through each question in turn and leaves time for discussion of other 1099 issues, so you can see where the real complexity lies and how to handle it.


  • Recognize the complexity that can arise from Form 1099
  • Answer common questions about LLCs and W-9s
  • Handle e-filing and payments made through payment apps
  • Apply 1099 rules to expense reimbursements, backup withholding and royalties

  • LLC issues on Form 1099
  • W-9 questions
  • E-filing processes and complications
  • PayPal, Venmo and other payment apps
  • Expense reimbursement
  • Backup withholding
  • Royalties

1099s generate many questions, especially as IRS requirements change and recent court cases show the fines organizations face for noncompliance. This session clears up common doubts so you can settle urgent 1099 issues for your own organization or for clients.

It suits accountants, CPAs, tax preparers, bookkeepers, enrolled agents, office managers, small business owners and entrepreneurs.


  • Accountants
  • CPAs
  • Tax Preparers
  • Bookkeepers
  • Enrolled Agents
  • Office Managers
  • Small Business Owners
  • Entrepreneurs

Jason Dinesen is the President of Dinesen Tax & Accounting, P.C., a public accounting firm in Indianola, Iowa. His practice focuses on accounting and bookkeeping services, tax preparation and business advising to individuals with a business focus ranging from home-based businesses to multistate corporations and not-for-profits. Dinesen has extensive experience working with a third-party administrator of retirement plans and is a prior presenter of multiple 1099 seminars. Dinesen majored in corporate communications with a minor in management from Simpson College

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