Information Return Intelligence
Your weekly briefing on 1099s, 1042-S, and everything related to information forms.
Episodes
9 episodes
Episode 9: Proposed Changes to Form W-9: What AP Teams Need to Know Now
In this episode of Information Return Intelligence, host Jason Dinesen is joined by Deborah Richardson, nationally recognized accounts payable consultant, speaker, and trainer, to break down a draft revision of Form W-9 that could have signific...
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Season 2026
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Episode 9
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31:17
Episode 8: 1099 and 1042-S Year-in-Review
As 2025 comes to a close, this special year-end episode of Information Return Intelligence looks back at the most important developments in information return reporting—especially those affecting accounts payable and compliance team...
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Season 2025
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Episode 8
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15:02
Episode 7: A 1099 Christmas Carol
This week, we lead into Christmas on a lighter note. An animated cartoon Jason created, called "A 1099 Christmas Carol." If you want to see the video, head to our YouTube page.
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Season 2025
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Episode 7
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7:34
Episode 6: E-Filing Updates
Today’s episode breaks down the fast-changing world of electronic filing for information returns — including major updates to FIRE, IRIS, and Form 1042/1042-S e-filing.We cover:🔹 The 10-form e-file t...
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Season 2025
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Episode 6
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13:18
State 1099 Filing Rules Explained
In this episode, Jason breaks down one of the trickiest parts of compliance: state 1099 filing rules. Every state has its own requirements — and some of them will surprise you. (Looking at you, New York and Illinois!)W...
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Season 2025
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Episode 5
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12:45
Overtime on a 1099? Rare But Possible
In this episode of Information Return Intelligence, Jason revisits last week’s big topic: the new overtime deduction created by the One Big Beautiful Bill (OBBB). After initially believing there was no scenario where qualifying ...
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Season 2025
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Episode 4
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9:14
Tips & Overtime on 1099s: What You Need to Know for 2025–2026
The IRS has issued new guidance on reporting tips and overtime, and while these topics usually live in the W-2 world, they now have implications for 1099 filers as well.In this episode, Jason Dinesen — The 1099 Guy...
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9:04
The W-9 Shake-Up: What the New Draft Form Could Mean for Sole Proprietors
The IRS quietly released a draft Form W-9 in mid-September — and one proposed change could have a major impact on how businesses collect taxpayer identification numbers from sole proprietors and single-member LLCs.In this...
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12:17