The Story
September, Austin: Three Years of Vendor Payments and Zero 1099s
I was running a September vendor audit for Dana, founder of a nine-person freight-tech startup, when I pulled her 2023 payments file. She had sent $41,200 to a branding agency organized as a multi-member LLC. No 1099-NEC on file, no W-9 on record, nothing. Her exact words: "I thought LLCs were like corporations, they don't need one." She had made the same assumption on four other vendors that year.
A real September vendor file, before the fix

