Photo: Hannah Brown Instagram

Hannah Brown and Adam Woolard

Hannah Brownand Adam Woolard areengaged!

On Aug. 24, 2023, Woolard popped the question to Brown in front of friends and family at a farm in Whitwell, Tennessee.

The bride-to-be and Woolard first met ona dating appafter she famously went looking for love on bothThe BachelorandThe Bachelorette.

In January 2021, just two months aftersharingwith her YouTube viewers that she was “putting [herself] out there” and dating again for the first time since her season ofThe Bachelorettewrapped in 2019, the Alabama native wasspotted holding handsin Los Angeles with Woolard. The couple publiclyconfirmedtheir relationship on Valentine’s Day in 2021.

Brown and Woolard have shared plenty ofsweet momentssince then and have taken some major steps in their relationship, includingmoving in together, becoming dog parents — and most recently — becoming engaged!

From their Instagram debut to their engagement, here is a complete timeline of Hannah Brown and Adam Woolard’s relationship.

January 23, 2021: Hannah Brown and Adam Woolard are first linked

Hannah Brown Instagram

Hannah Brown and Adam Woolard

In January 2021, Brown and Woolardwere seen enjoying a stroll togetherdown Abbot Kinney Boulevard in Venice Beach, California. The pair were holding hands and casually dressed in similar army green jackets and face masks for the outing, which sparked dating rumors.

A few weeks later, Brown’s exTyler Cameron, whom she dated onThe Bacheloretteand remained friendly with, weighed in on Brown’s new romance. “I haven’t met him but seen pictures of him. Good looking guy, so I’m happy for her,” Cameron said of Woolard toEntertainment Tonight.

February 14, 2021: Hannah Brown and Adam Woolard celebrate Valentine’s Day

Hannah Brown, Adam Woolard.Hannah Brown/Instagram

Hannah Brown

Brown and Woolardpublicly confirmed their relationshipfor the first time on Valentine’s Day in 2021. She posted a sweet photo on Instagram, showing her and Woolard kissing while riding horses. “Happy Valentine’s Day @admandew ❤️,” she wrote in the caption.

February 19, 2021: Hannah Brown and Adam Woolard star in a music video

March 3, 2021: Hannah Brown talks about her first date with Adam Woolard

Ina candid Q&Aposted to her YouTube channel, Brown answered a series of fan-submitted questions about her new relationship. In thevideo, she revealed that they met on a dating app and that she “liked his photo first,” but it was Woolard who made “an actual move that made any ruckus.”

Woolard did not appear in the video, but he did write down his answers, which Brown read out loud. One fan asked whatWoolard’s first impression of Brownwas. “Effortlessly beautiful and vibrant and a little frantic, but so beautiful. Instant spark,” Woolard wrote. With a blush, Brown confirmed that “there definitely was a nice spark.”

March 29, 2021: Adam Woolard shares a beachy photo with Hannah Brown

Adam Woolard Instagram

Hannah Brown and Adam Woolard

For Brown’s second appearance on Woolard’s Instagram feed,he posted a picturesque snapof the pair enjoying a windy beach day.

Along with the picture, he added the caption: “Life tends to assume a flow state when values and purpose are aligned 💙💫.”

May 7, 2021: Adam Woolard supports Hannah Brown’s clothing collaboration

In honor of his girlfriend’s collaboration with clothing brand Show Me Your Mumu, Woolard shareda sweet pictureof the couple going in for a kiss.

May 12, 2021: Hannah Brown and Adam Woolard play “Never Have I Ever”

Ina fun videoposted on Brown’s YouTube channel, the couple played a game of “Never Have I Ever” together and revealed whose DMs they’ve slid into.

“It’s usually girls that I’m like, obsessed with. LikeTaylor Swift,” Brown said. “Oh my God, if she saw the messages. I had to go back and like, take away some of my messages I sent her.”

Woolard shared that he had sent a message toBillie Eilishafter watchinga videoofPost MaloneandJimmy Fallongoing to Olive Garden. “And I saw a video of Billie Eilish and was like, ‘She seems so cool.’ I just wanted to get to know her and take her to Olive Garden. But I think I said Red Lobster, that I wanted to take her to Red Lobster.”

He continued, “I deleted it the next day. But I was like, ‘Billie, I just think you’re the coolest chick. I want to take you to Red Lobster.’ And that was it.”

May 16, 2021: Hannah Brown wishes Adam Woolard a happy birthday

Hannah Brown and Adam Woolard

TheBachelorettealum celebrated Woolard’s 31st birthday witha sweet tributeon Instagram. “Happy Birthday, @admandew. It’s so fun celebrating you!” Brown captioned avideo mashupof the pair sharing kisses and showing off their dance moves.

July 25, 2021: Hannah Brown and Adam Woolard enjoy tacos with Matt James

Brownenjoyed an evening of tacosand quality time with her “favorite guys” — boyfriend Woolard and formerBachelorMatt James, who previouslygave Brown and Woolard’s relationship his stamp of approval.

“Love a good taco and tv night with my favorite guys!” Brown wrote on her Instagram Story. Brown shared a second photo from the night, smiling with James on the couch, and captioned it, “Missed you. Thankful for you. Here for you. Proud of you. @mattjames919.”

September 24, 2021: Adam Woolard wishes Hannah Brown a happy 27th birthday

Hannah Brown and Adam Woolard

In honor of Brown’s 27th birthday, Woolard posted a video montage of the pair’s moments together and added a touching caption.

“OH THAT SMILE. It illuminates everything around it,“he wrote. “Happy birthday, Sweetie!! If you’re smiling, it’s because of YOU. You’ve created such an amazing life … so happy to be a part of it. Excited for what this next year will bring 💙.”

November 18, 2021: Hannah Brown opens up about her relationship with Adam Woolard

Hannah Brown and Adam Woolard

Ahead of the release of her memoir,God Bless This Mess: Learning to Live and Love Through Life’s Best (and Worst) Moments, Brown sat down withPEOPLEto discuss the book and how writing it helped her “heal” from her past hardships — romantic and personal. She also opened up about her newfound happiness with Woolard and revealed what initially attracted her to him.

“He knows himself and I think that’s the biggest thing,” she shared. “He’s very confident in what he deserves and what he wants to give someone else. He’s genuine and he’s truly one of the best humans I’ve ever met. And he is so cute!”

“I’ve always longed for safety in relationships but I’ve put myself in unsafe positions,” added the first-time author. “Adam keeps showing up. And he always makes me feel so safe.”

November 23, 2021: Adam Woolard promotes Hannah Brown’s book

Woolard was all smiles as he showed off hiscurrent read on Instagram— his girlfriend’s then-newly released memoir,God Bless This Mess.

“GOD BLESS THIS MESS IS OUT TODAY!!!” Woolard captioned the photo. “So proud of you @hannahbrown … I saw the grind firsthand. You deserve it all 😎.”

December 11, 2021: Hannah Brown and Adam Woolard spend a weekend in New York City

Santiago Felipe/Getty

Hannah Brown and Adam Woolard visit ‘The Rink’ at Rockefeller Center on December 10, 2021 in New York City

The coupleheaded to New York Cityfor a romantic holiday weekend. Brown shared three photos on Instagram that showed the pair ice skating at Rockefeller Center and enjoying views from Top of the Rock. “On the rocks, please! 🎄🥂⛸,” Brown captioned the snaps.

December 29, 2021: Adam Woolard and Hannah Brown celebrate the holidays in matching pajamas

Hannah Brown and Adam Woolard

Brown shared photos of her Christmas gathering on Instagram, includingone of her and Woolardin matching green-and-white striped pajamas. Brown’s family and friends were also at the holiday get-together.

January 22, 2022: Hannah Brown and Adam Woolard welcome home a puppy

Hannah Brown and Adam Woolard

The couple took a major step in their relationship together,becoming parents to an Australian labradoodle puppy named Wally. Brown made her dog mom status Instagram official with photos of herself picking her new best friend up at the airport. “Wally Meets World,” Brown captioned her carousel of photos.

“Welcome home little buddy,” Woolard wrote on his ownInstagrampost, which Brown commented on, saying, “So glad you’re my doggie’s daddy.”

February 14, 2022: Hannah Brown shares what she loves about Adam Woolard

Hannah Brown and Adam Woolard

For their second Valentine’s Day together, Brown shareda sweet video montagedetailing some of the things she loves about Woolard, including “his sick dance moves” and “his snuggles.”

In her caption, Brown wrote, “I think it is so important to recognize and celebrate the seemingly minuscule attributes of our partners that mean so much, but are often taken for granted. What makes a relationship work is often not expensive gifts and insta-worthy events. It’s the simple. It’s the silly. It’s the little moments that remind you why you choose to love that person every day.”

Brown continued, “To my sweetie, Happy Valentine’s Day. I’m so grateful for how you love me. Thank you all the little moments! 😘.”

April 29, 2022: Hannah Brown speaks about “mature” relationship with Adam Woolard

During an appearance on theTamron Hall Show,Brown opened upabout using alcohol as a coping mechanism after her time onThe BacheloretteandDancing with the Stars.

Brown sharedthat she is in a much better place today, due in part to her healthy relationship with Woolard. “I’m so thankful for my relationship now. It’s such a mature relationship of two people who have gone on different journeys,” she said. “I think I had to go through that journey of asking this question of ‘Who am I?’ and ‘What do I want?’ and he’s also gone on that journey too.”

May 11, 2022: Hannah Brown and Adam Woolard move in together

Brown and Woolard took another big step in their relationship and moved in together. The couple gavePEOPLE an exclusive tourof their apartment in Santa Monica, California, which they decorated with the help of design group Pure Salt Interiors.

“We both wanted something warm and inviting, comfortable and coastal. We wanted this apartment to feel like home for whoever walks through the front door,” Brown told PEOPLE. “Every seat in the apartment is cozy and the design goes perfectly with the natural environment here in Santa Monica.”

June 2022: Hannah Brown and Adam Woolard vacation in Europe

In June 2022, Brown and Woolard traveled to Italy and France. While in France, the couple visited Nice, Aix-en-Provence and Versailles.

“Provence and @admandew, they both stole my heart,” Browncaptionedphotos and a video of her and Woolard at La Villa Gallici – Relais & Château in Aix-en-Provence.

After returning home from their European getaway, however, Brown revealed on herInstagram Storythat the pair had tested positive for COVID-19. “Ugh. It got us,” she wrote over a photo of the two cuddling in bed.

September 24, 2022: Adam Woolard wishes Hannah Brown a happy 28th birthday

Woolard celebrated Brown’s birthday with an adorablevideo montageof the two. “Who else has front row tickets to the HB show every year?” he wrote in the Instagram caption. “Witnessing you experience new places is one of my favorite things. Cannot wait to create more memories with you.

He finished the post with a simple “Happy birthday, Sweetie,” plus a blue heart emoji.

October 17, 2022: Hannah Brown and Adam Woolard attend theTicket to Paradisepremiere

Brown posted pictureson Instagramof her and Woolard on the red carpet at theTicket to Paradisepremiere. In the snaps, the two stood close and smiled, with Woolard’s arm wrapped around Brown’s waist. They wore coordinating outfits, too: theBacheloralum wore a black-and-white gown while Woolard was seen in a white coat and black pants.

Brown captioned the photos with “a fun night at the movies 🎞🍿😍.”

March 2, 2023: Hannah Brown says her relationship with AdamWoolardhas been “so easy”

Brown spoke to PEOPLE aboutmaking it to the finaleon Fox’s reality seriesSpecial Forces: World’s Toughest Test, praising Woolard for his support along the way. “He was like, ‘This is so badass,’ " the formerBachelorettestar said of her boyfriend.

Brown also said she’s “excited” about the couple’s future plans to move to Nashville and noted that “everything with us has been so easy.”

“He’s helpful, he cleans, cooks, does everything,” she said of Woolard. “He checks off things I didn’t even know I wanted. And he’s my partner in everything.”

May 16, 2023: Hannah Brown celebrates Adam Woolard’s 33rd birthday

Hannah Brown and Adam Woolard

In honor of his birthday, Brown gave Woolard a special shout-out onInstagram.

August 2, 2023: Hannah Brown talks about meeting Adam Woolard on a dating app

In an episode of herBetter Tomorrowpodcast, Brown recalled how she and Woolardmet on a dating app.

“I had great luck on a dating app. I was only on it for, like, maybe a little over a week and met Adam,” she said. “It was, like, maybe two weeks.”

She added, “We are madly in love and we just have a good time together.”

August 24, 2023: Hannah Brown and Adam Woolard get engaged

Bonnie McGhee

Hannah Brown engagement

Woolard popped the question to Brown in front of friends and family at Bolt Farm Treehouse in Whitwell, Tennessee.

Brown originally thought she and Woolard were going to the farm to visit their friends Seth and Tori Bolt, but instead, Woolard had organized a romantic proposal complete with candles and red rose petals.

“I feel like I have been so busy with putting roots down in our new city Nashville and starting my new podcast I hadn’t really thought about it much so if he did slip as he was planning, I did not catch on,” Brown told PEOPLE. “We had talked about getting engaged, but I felt so content and safe in our relationship, I wasn’t rushing it.”

source: people.com