The departing Today show star, 65, revealed to People that before Jenner, 63, made her family famous with Keeping Up with the Kardashians, she badly needed help.
"Kris was having financial problems," Gifford said to the magazine.
"I loaned Kris money years ago because they needed it. They were really struggling."
Veteran co-host Gifford, who is leaving her job on Today this week, laughed, "I want that money back!"
Gifford and Jenner have been friends for years, starting in the 1970s when they were both living in California.
When Jenner's husband transitioned into a woman, Caitlyn, Gifford revealed to Today viewers in 2015, "This was new to Kris. She's trying to get her act together. She's trying to be a good friend to her. Trying to still be a good parent. And it's complicated in ways that we cannot even comprehend."
Before marrying her second husband, then known as Bruce, Jenner divorced the late Robert Kardashian.
As a single mom, Jenner has remembered, "I didn't have anything. I went to the market one day and my credit card didn't work. I had a market credit card and I'm like, 'I can't even buy a tomato.' "
But now Jenner is a millionaire momager who uses her children's scandals to boost KUWTK, as a RadarOnline.com source has said.
She has plenty of money to pay back her old friend Gifford—but it might not be necessary as the TV host is also loaded after 11 years on Today following stardom on Live!
Gifford's NBC morning show cast mates threw her a goodbye party and her last day on air is this Friday, April 5, 2019.