Tim’s facial expression’s during the opening conversations about their history was legendary.

All of Tim’s “Oh No!” Over Jenn shopping was hilarious. I love that he still will support her shopping. Hahaha

Can’t believe Oliver is crawling.. the army crawl 👍🏼

Oliver is looking more and more like Tim!

Get yourself a significant other who looks at you the way Tim looks at Jenn. So sweet. Love your videos

Oliver is one seriously cute baby!

I was watching this while walking on the treadmill in the gym… a packed gym by the way, and when Tim said “christened the ship” I laughed so loud that everyone looked at me and they rang the alarm because they thought I was trying to show off 😭😂 I literally can’t make this crap up lmao

If their anniversary is the day they became “more than friends” I will fall out. That’s too funny 😂

My husband and I started as roommates too! 2004 we had our first child. You two have the best chemistry. I’m sure there are disagreements but you can tell the love is there! Wait till the kids are older, whole different ballpark!

You have no idea how great it is that you two do crafts and projects with Jackson. He is learning so much- critical thinking- patience- creativity- team work…….

Tim's face when they were talking about there anniversary date. Hillirous 😅😅😅

"i can't have that, it's a choking hazard!!" awww jackson 😭🖤

I stayed home and handed out candy to a lot of kiddos. I live in a family friendly community in Arizona and we had over 100 children of all ages visit me. It was awesome! So many cuties all in ingenious costumes. I think I had more fun than they had!

Jackson's car with the lights is amazing!!!!!! lol at the sideways end of night look! 😅 😄 🤣 Ps - i love your honesty about impressing other parents!! Its trueee!! 😅❤

I love the way you guys really give each kid individualized attention and even leave times for yourselves at night for giggles and laughter. Your walk to the couch was hysterical and your costumes were cool ! Yet another enjoyable home Vlog. Happy?Anniversary 🥳

I remember my kids being in Private school. Every week we were buying stuff. Making stuff. Donating stuff. It never ends. Welcome to the world of school! Lol 😂

I’m watching you tonight because I need something fun to watch. I lost my 2 brothers & my mom in the last 5 months. My mom being the most recent, last week, it’s been so hard but here I am taking it one day at a time & I thought of watching you guys to catch up. You guys make me happy. I usually love Halloween, I like to decorate & give out candy but this year I just wasn’t in the mood😢

Hello Oliver. 🌹❤️ Some babies walk before they learn to crawl.

Oliver is doing the army man crawl. A lot of babies go directly to walking from that and never crawl on their knees.

Jenn’s response to Tim reading the hot cocoa sign, “That’s just how signs work” is one of the funniest responses to something someone else said I’ve ever heard. Show’s her quick wit skills. 14:45

You all at Michael’s was every married couple!! It cracked me up when Tim said,”you’re taking up cross stitching now??” 😂

Come on now. You guys are killing me with these adorable children. ❤

Jackson’s comment about Starbursts being a choking hazard just almost made me choke on a wine gum so he wasn’t wrong 😂😂😂😂

Our second son wouldn’t crawl either. We were referred to PT as skipping crawling can lead to cognitive delays later in life. Our PT got our son crawling in literal weeks! I can’t recommend it enough!

As a kid i remember tomato soup and grilled cheese and as we got older usually chili or something that could stay warm and be eaten whenever. I so look forward to Halloween season and for the last 5 years or so the Tracker Family is a huge part of that tradition. Ty for sharing your joy with us. 🧡🖤🧡🖤🧡🦃😉

Oh my gosh. Oliver absolutely adorable and so happy. Great just great

❤ don't worry about the dates and anniversary dates of when you loved each other just love each other.❤

You two are so funny! Hurricane Charley was August 9-15, 2004, so 19 years ago, followed by three other Hurricanes. Horrible end of summer of 2004. In 2003 we did not have any Hurricanes hit Florida. Happy Whatever Day Anniversary!

Jackson's costume is amazing!

Thank you for the baby Oliver update! I love his army crawl! As a person who couldn't have kids, watching Jackson's first year was fascinating. I would love to see more of that with baby Oliver. He's adorable with his fuzzy hair!

Jackson and Oliver is growing so big,,, They are just so precious❤❤

Oliver is definitely looking more and more like Tim😊

In my book Oliver is crawling! He sure has some cute hair. Good to see parents so involved with their kids.

Happy Anniversary 🎉 I always love hearing your story. Such a beautiful relationship you have.

Oliver’s hair is flipping adorable. 😄

I love the banter between you guys at the beginning…Halloween is some sort of anniversary for you 😂😂 The kids looked so cute! Hope you had a great Halloween 🎃

Oliver is doing the Army crawl!

Oliver is just too precious!! I love how he slithers across the floor!! 😄❤️

awwww...Oliver starting his diaper dash training! 💪🏼

awesome great to see the kids growing

tim, jenn is so cute - please just get her everything she wants ever

Oliver is a precious baby!

Omg you can’t remember ur own anniversary oh my a blast from the past of memories lol ,I recommend going through your pictures 😊

Oliver looks so grown in the thumbnail! Love watching you guys

We get together with a bunch of family and do soup every year for Halloween. It’s so warm and yummy and easy to eat in shifts if needed. We have 3-4 different soups and a chili. Love our tradition!

We made Mac and cheese stuffed pumpkins they came out pretty yummy

Happy Anniversary ♥️Nice job on Jackson's costume, you all looked great.We love watching the ki

I am dying 😂 the first 5 mins is killing me with the dates! Love it!

Baby Jackson as butterfly Piglet was the cutest video! 🥰

Anyone else notice that EVERYTIME they make a costume Jenn asks “are we like DIY cosplayers now” and Tim always kinda says no or for this yes. Seriously I re watched every video where they made a costume and she ALWAYS says it ❤❤❤❤❤❤❤❤❤🎉

Happy Halloween! Hope Jackson and Oliver got lots of candy. I agree, Jen, that trick or treating should be door to door. In the Valley here in PA, back in days, it wasnt unusal to trick or treat at the local bars too, as you get candy at the houses and money at the bars 😂

Thanks for sharing your fun Halloween! My son went to a buddy's neighborhood where almost every house decorates. He got almost a whole pillowcase full of candy-mostly chocolate! The good stuff!

Oliver’s smile with the rattle 🥰🥰

Omg it’s crazy how long I have been watching you guys all the way from the beginning it feels not that long ago. Love watching you guys

Wow I loved Jackson's Halloween Costume he looked so cute. It was also pretty neat 2 hear another update about baby Oliver. He is so super cute.

CONGRATULATIONS FOR 20 years you guys omg that’s a blessing and I’m glad you guys had a great Halloween, the boys were so cute

Happy Anniversary of something 20 years ago. 😂😂 and Happy Halloween 🎃🎃

Happy Halloween!!🎉

Been a fan for so long. Seeing them grow has been amazing 🥹

Oliver is SO dang cute!! Thank you for sharing his progress. You guys really did a fantastic job on Jackson's costume......amazing!!!

Glad you guys had a good Halloween, Jackson’s costume is awesome, Oliver is getting big

Happy Halloween. My relationship is the same with multiple anniversaries and I have no clue anymore 😂

Happy Halloween 🎃 Happy Anniversary! Here in my town in PA it’s like a ghost 👻 town ! No porch lights on . No trick or treat ! So different then when I was a child .

The Late 1900! Love it!

I love the Mr. Brightside reference lol

Loved the video oliver is getting big and crawling even though its on his tummy the food looked good and now its time to pay the price

Love the story of love and other stuff at the beginning of the video. Lol. Made me laugh out loud. ❤

Awesome video happy Halloween 😊 We had a snow storm here in Wisconsin it was white out conditions it looked like a blizzard outside on Halloween and cold and windy lol

"The late 1900s." Tim, no. Stop. Don't say that. 💀😂 Looks like it was a good Halloween!! Thanks for sharing it with us!

Happy Halloween trackers. Jackson and Oliver are so cute. Thanks for all the wonderful videos. Also you guys did so good on Jackson’s costume.

My husband and I also have confusing anniversaries. I get it. 😆

Nice to see your ‘Castle at Dawn’ print in the background. We ordered the same one thanks to you guys! Wish we had got the bigger one like you though. Ours is slightly smaller. We chose a grey frame and had it shipped to the UK 😊

I live in Port Charlotte and went through Charlie. It's a date I will never forget. August 13, 2004

Hope baby Oliver had a great time on his 1st Halloween and trick or treating. And Jackson costume was so cute 🥰

100 large size candy bars gone in an hour!!! Our street is fantastic for Halloween. Barnegat, NJ

We usually do mummy pigs in a blanket. But last year we were on a cruise as well. This year we had corn dogs because they were 50¢ at Sonic drive inn.

24:40 this is one of my favorite things you guys have ever done omg

I can’t believe how big Oliver is!

Oliver is what we call ‘army crawling’

Took mine around, they got buckets full. My 2 year old loved it, he put his costume back on this morning and wanted to go again lol

Halloween is always on Halloween here in NE Florida (St. Augustine) and has been since I was a small child. We did a whole Pirates theme this year complete with pirate skeletons, a haunted graveyard, fog machine and “dead men tell no tales” on loop and we dressed up as pirates and gave out full-size candy bars (Costco) from our treasure chest. The kids loved it! Guys; encourage proper crawling. A baby crawling with their belly off the floor is an important milestone. My oldest never did and this is how I found out about the importance of it.

We always go to my brother's house. He is the favorite in his neighborhood. He does a haunted house or maze in his garage every year. It's usually Haunted Mansion themed.. but last year it was Stranger Things. It's a full on party.. cider.. snack foods.. s'mores.. fire pit. He gives out little toys and full packs of candy bars. (6 piece fun size) It's so much fun!! We order pizza or make pumpkin chili.

They are so cute 🥰

Tim, as he takes some of Jackson's candy....daddy tax, lol

We do trunk or treat too, in addition to trick or treat. Our preschool does it has a fun event for the kids and we have a trunk decorating contest! It’s just a fun thing to do prior to the big day!

I’ve never noticed this but when Jenn said “under the like button” the like button lit up thought that was so cool

I’m so impressed you guys do a great job with Halloween costumes!

Hey Tim and jane and Jackson and oliver good vlog and thank you and keep up the good you do love jarl ❤❤❤

Happy Halloween and your anniversary of something lol. Looks like it was a fun night!! My son and I went to HHN for Halloween and it was so empty. We were shocked! But, it was a good time. I can't wait to see Jackson's windmill❤. I'm definitely ready to move on to Christmas!🎄Huge hugs and love to you guys xoxo

First child impressions. That all changes for the second!

Happy Halloweeny Anniversary to you! ❤

you guys made me snort laugh with your dating talk. my husband and i have some confusing stories too. we have been together 11 years, married 5, we've had so many milestones since then. The more celebrations, the better

That intro, lol. 😂 you guys.

Love your Halloween vlog, Oliver was so cute and yes he is crawling just by his stomach. Jackson is so smart. Thanks!! 😊

Thanks Tim and jenn for the stream and Oliver is looking more like his dad 👨 and my Halloween 🎃 was great I stayed home made chicken parmigiana and had chocolate chip cookies so that was my Halloween night it was good happy Halloween 🎃

Oliver is a mini Tim for sure! So sweet!

Love the video. How cute is Oliver. Love his smile. Like that Jackson knows about the choking hazard.

We trunk or treated Saturday in 70 degree weather. Then,on Tuesday, went neighborhood treating in 30 degrees.And today...all ten trees are up😂

Oliver is growing so fast

Happy Halloween and anniversary!! Hope you all had fun, my grandkids were so excited for trick or treating and then back to our house for more candy and hot dogs 🌭 ❤👻👻