WatchedKeeper's 1099webinar withNancyMcClelland andJennifer Dymond!Finally gotmissing info!... onJanuary 30UsedKeeper'sPrepare1099 ReportClientinsists wedon't needa W-9Requested aW-9 *again*this year only tosee that thevendor is a C-CorpVendor's legalname doesn’tmatch theirpayment platformusername —again.Vendorwon't returnmy W-9request"The ownersaid they’rea sole propAND anLLC."Filed MISCinstead ofNEC(oops!)"But why doyou need mysocialsecuritynumber"Tracked1099vendors in aspreadsheet(again)Huntedthroughemail inboxfor vendorinfoFounduntrackedpaymentsin Venmo"Oh wait, thatwas areimbursement..."(...or was it?)“They onlyreceived$599, wedon’t need a1099 right?”W-9 filled out inSharpie,photographedsideways, witha tasteful coffeestain.Drank 3coffees inone day inthe month ofJanuaryEnteredTINs byhand forevery vendorHad 16spreadsheettabs open atonceSaid "Ihate 1099season" atleast once"What'sa 1099again?""Can wejust file anextension?"W-9 is justa blurrycellphonepictureChased aW-9 for 3weeks (ormore)Booked a post-1099 seasonmassagebefore 1099season evenstartedVendorpaid bycheck ANDPayPalClient:"Just uselast year'sinfo"“We paid themas acontractor... butthey’re actuallyan employee.”Tasks auto-assigned inKeeper for1099 seasonprep :)Wished we theW-9 requestprocess earlierin the year....Client: “Whydidn’t youremind mesooner?” (Youreminded them6 times.)Realizedhalfwaythrough prepthat client usedpersonal funds1099 prepdoneBEFOREJanuary 20thusing KeeperSubscribed to1099problems.ioWatchedKeeper's 1099webinar withNancyMcClelland andJennifer Dymond!Finally gotmissing info!... onJanuary 30UsedKeeper'sPrepare1099 ReportClientinsists wedon't needa W-9Requested aW-9 *again*this year only tosee that thevendor is a C-CorpVendor's legalname doesn’tmatch theirpayment platformusername —again.Vendorwon't returnmy W-9request"The ownersaid they’rea sole propAND anLLC."Filed MISCinstead ofNEC(oops!)"But why doyou need mysocialsecuritynumber"Tracked1099vendors in aspreadsheet(again)Huntedthroughemail inboxfor vendorinfoFounduntrackedpaymentsin Venmo"Oh wait, thatwas areimbursement..."(...or was it?)“They onlyreceived$599, wedon’t need a1099 right?”W-9 filled out inSharpie,photographedsideways, witha tasteful coffeestain.Drank 3coffees inone day inthe month ofJanuaryEnteredTINs byhand forevery vendorHad 16spreadsheettabs open atonceSaid "Ihate 1099season" atleast once"What'sa 1099again?""Can wejust file anextension?"W-9 is justa blurrycellphonepictureChased aW-9 for 3weeks (ormore)Booked a post-1099 seasonmassagebefore 1099season evenstartedVendorpaid bycheck ANDPayPalClient:"Just uselast year'sinfo"“We paid themas acontractor... butthey’re actuallyan employee.”Tasks auto-assigned inKeeper for1099 seasonprep :)Wished we theW-9 requestprocess earlierin the year....Client: “Whydidn’t youremind mesooner?” (Youreminded them6 times.)Realizedhalfwaythrough prepthat client usedpersonal funds1099 prepdoneBEFOREJanuary 20thusing KeeperSubscribed to1099problems.io

1099 Season Cow-a-Bingo - Call List

(Print) Use this randomly generated list as your call list when playing the game. There is no need to say the BINGO column name. Place some kind of mark (like an X, a checkmark, a dot, tally mark, etc) on each cell as you announce it, to keep track. You can also cut out each item, place them in a bag and pull words from the bag.


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  1. Watched Keeper's 1099 webinar with Nancy McClelland and Jennifer Dymond!
  2. Finally got missing info! ... on January 30
  3. Used Keeper's Prepare 1099 Report
  4. Client insists we don't need a W-9
  5. Requested a W-9 *again* this year only to see that the vendor is a C-Corp
  6. Vendor's legal name doesn’t match their payment platform username — again.
  7. Vendor won't return my W-9 request
  8. "The owner said they’re a sole prop AND an LLC."
  9. Filed MISC instead of NEC (oops!)
  10. "But why do you need my social security number"
  11. Tracked 1099 vendors in a spreadsheet (again)
  12. Hunted through email inbox for vendor info
  13. Found untracked payments in Venmo
  14. "Oh wait, that was a reimbursement..." (...or was it?)
  15. “They only received $599, we don’t need a 1099 right?”
  16. W-9 filled out in Sharpie, photographed sideways, with a tasteful coffee stain.
  17. Drank 3 coffees in one day in the month of January
  18. Entered TINs by hand for every vendor
  19. Had 16 spreadsheet tabs open at once
  20. Said "I hate 1099 season" at least once
  21. "What's a 1099 again?"
  22. "Can we just file an extension?"
  23. W-9 is just a blurry cellphone picture
  24. Chased a W-9 for 3 weeks (or more)
  25. Booked a post-1099 season massage before 1099 season even started
  26. Vendor paid by check AND PayPal
  27. Client: "Just use last year's info"
  28. “We paid them as a contractor... but they’re actually an employee.”
  29. Tasks auto-assigned in Keeper for 1099 season prep :)
  30. Wished we the W-9 request process earlier in the year....
  31. Client: “Why didn’t you remind me sooner?” (You reminded them 6 times.)
  32. Realized halfway through prep that client used personal funds
  33. 1099 prep done BEFORE January 20th using Keeper
  34. Subscribed to 1099problems.io