Anna Duggar: Josh Duggar’s Wife Sent Money and Support to Imprisoned Joseph Duggar

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Anna Duggar knows a thing or two about the justice system.

After all, her husband, Josh Duggar, has been locked up since 2021, and he’s not scheduled for release until 2032.

Anna supported Josh throughout his trial and imprisonment, so we guess it should come as no surprise that she’s now showing similar support to her disgraced brother-in-law, Joseph Duggar.

Anna appears alongside Josh Duggar on his family's TLC reality show 19 Kids and CountingAnna appears alongside Josh Duggar on his family's TLC reality show 19 Kids and Counting
Anna appears alongside Josh Duggar on his family’s TLC reality show 19 Kids and Counting. (Image Credit: TLC)

As you’ve likely heard by now, Joseph was arrested on child molestation charges last month.

He was sprung from jail after his dad, Jim Bob Duggar, posted $600,000 bail.

But while Joseph was still behind bars, he received both money and support from Anna.

“Bro, you’ve got our prayers,” Anna wrote in an email dated March 21 (via The Ashley’s Reality Roundup).

“We love you. How ever we can help, please let us know. I think I put some money on your books.”

Joseph Duggar has been arrested for the alleged molestation of a 9-year-old girl.Joseph Duggar has been arrested for the alleged molestation of a 9-year-old girl.
Joseph Duggar has been arrested for the alleged molestation of a 9-year-old girl. (Washington County Sheriff’s Office)

At the time of the email, Joseph was locked up at Arkansas’ Washington County Jail, where Josh cooled his heels throughout his trial, having been denied bail.

Anna assured her brother-in-law that as jails go, Washington County’s isn’t so bad.

“Joshua’s experience there at Washington County was fairly safe,” Anna wrote.

“If there are any concerns for your health or safety please let me know.”

As we previously reported, Joseph’s wife, Kendra Duggar, was also arrested but on a much lesser charge.

She was taken into custody for child endangerment after police noticed locks on the outside of her children’s doors during a search of the family home.

Kendra Caldwell Duggar poses for her mugshot in March 2026.
Following her arrest, Kendra Caldwell Duggar posed for a mugshot. (Photo Credit: Washington County Detention Center)

Kendra was allowed to make bail after just a few hours of incarceration, but she is not permitted to have any contact with her four kids.

Anna informed Joseph that the family has been supporting Kendra throughout her ordeal.

“I was amazed at how clearly [Kendra] thought, how focused and articulate she was in the middle of such heavy situations. She loves you deeply,” Anna wrote.

“She was strong on the phone call, except for when she talked about it being a month before she can see the kids.”

Kendra and Joseph DuggarKendra and Joseph Duggar
Kendra Caldwell and Joseph Duggar pose for a photo after their 2017 engagement. (TLC)

Some observers are surprised that Anna has been so supportive of Joseph.

After all, several Duggars have spoken out against him in the wake of his alleged crimes — and Anna is just an in-law.

But it would be hard for Anna to condemn Joseph without also condemning Josh.

And if she was able to turn a blind eye to all of her husband’s atrocities, then she should have no problem sticking up for Joseph amid what is sure to be a very disturbing trial.

We will have further updates on the Duggars and their continued messiness as new information becomes available.

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