Album Review – Drake Milligan’s “Tumbleweed”

Neotraditional country (#510.8) and traditional country (#510) on the Country DDS.
With a solid country gold voice, a Sun Records-era swagger, a knack for entertaining lyrics, and the right instincts to deploy all these assets on the type of classic ’90s country that’s currently the rage with fans young and old, Drake Milligan isn’t just ready to follow the neotraditional country resurgence, he’s ready to lead it. With his new album Tumbleweed, the former Elvis actor on the Sun Records TV series makes it two for two with quality albums that rekindle the timeless sounds of true country.
If we’re being honest, the 27 year old had us a touch worried when the lead single and eventual title track of Tumbleweed was released. Not terrible, but clearly tooled by the greasy hands of those who attempt to peddle tracks to commercial radio listeners, it had us wondering if one of our favorite little neotraditionalists might be persuaded to the dark side by the often empty promises of a big #1s and a handsome payday.
But rest assured, Tumbleweed is everything you want from a Drake Milligan album, meaning up-temp boot scooters, sappy tearjerkers, winsome love songs, and plenty of fiddle and steel guitar thanks to the buy-in to a traditional country approach by producer Trent Willmon, famous for keeping Cody Johnson sounding country all these years.
Drake Milligan is definitely a name you want to be inclusive to when listing off the young artist bringing back the greatness of ’90s neotraditional country like Zach Top and Jake Worthington. But instead of simply laying down in that stereotypical and sometimes trite ’90s country groove and offering no wiggle room or variety, Tumbleweed explores and illustrates the full range of traditional-inspired country in its 14 tracks.

Originally from the Dallas/Fort Worth area (his first album was called Dallas/Fort Worth), Millgan shows off his Texas roots nicely with the lead fiddle and Bob Wills caterwauling on the track “Talk Texas.” “Hard Headed Cowboy” is a decidedly Western tune. And along with the title track, “Turn It Off” has a bit more of a contemporary flavor to lure in that portion of the country audience, without compromising on the steel guitar and roots.
Where Drake Milligan really shines is when a song allows him to show off the natural, unforced swagger he brings to country music. Songs like “Cryin’ Shoulder” and “Girl Like You” give off almost Dwight Yoakam-level coolness vibes, while “Hearts Together” reminds you of the best of the ’90s sound of the Mavericks with the accordion. There’s a passion that Milligan expresses through his music that is feverish, infectious, and uncommon.
Drake co-writes 11 of the album’s 14 tracks, and says he hand selected these songs to speak to his experiences on the road over the last few years playing a whopping 300 tour dates. But similar to what we’ve seen with Cody Johnson and producer Trent Willmon, the focus is not on having Milligan co-write everything. It’s to select the best songs that fit his style, work well together, and emphasize Drake Milligan’s strengths as opposed to contorting him into something he isn’t, like a country radio star.
Why is Zach Top all the rage at the moment, but Drake Milligan is still batting lead off at some festivals and performing in mid-sized rooms? Who knows. But Milligan makes it hard not to root for him with Tumbleweed. It’s just one of those enjoyable, cover to cover listening records that may not venture too deep, but also never makes you feel silly for listening, and is proud to keep it country.
8.2/10
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Stream/download Tumbleweed

November 12, 2025 @ 8:19 am
I am really enjoying this album. Good album.
November 12, 2025 @ 8:26 am
I am actually really interested in your thoughts on the new Jake Owen album. Personally I dont like a lot of his music for obvious reasons but this new album is miles away the best thing he’s ever put out.
November 12, 2025 @ 8:30 am
The Jake Owen album is definitely being considered for review. Thanks for the interest.
November 12, 2025 @ 12:41 pm
Tom Russell released a new album Saturday. I just discovered it yesterday so it only has one listen, but I like it.
November 16, 2025 @ 12:30 pm
That’s not even in the same zip code as my lane but man it’s fun, sounds a lot like Chuck Hawthorne, great storytelling, and a lil history lesson tossed in for good measure. Thanks for sharing!
Re: Drake, I liked the last record better but he’s got a great voice and he’s gonna go all of the places.
November 13, 2025 @ 12:42 am
Have you heard of Dax Davis? Up and comer. Enjoying his singles lately esp Honky Tonk Heavan. Lot of good artists out of Texas
November 12, 2025 @ 1:05 pm
That bar is lower than a Trailer park Skank standards.
Mids 40s with a fading star trying to get the traditional country fanbase after bro country crowd has left him in the dust.
November 12, 2025 @ 8:44 am
I’ve been gradually getting into this album, it gets better with each spin. It has no problem fitting into one of the headline rotation slots here at the townhouse that’s filled with Top, Worthington, and Lepien right now. None of these guys sound alike, and I love that. Drake is poised to break into a higher level once he hits the road and more folks see what we’ve known for a few years. Hey Drake, don’t forget about us here in the Windy City buddy, it’s been a minute……we’ll be waiting…….
November 12, 2025 @ 8:49 am
Could not agree more with this review. On paper I should not be a Drake Milligan fan. I have zero knowledge of traditional country other than what I pick up from this website. I wouldn’t know a Marty Robbin’s song from a Baskin Robbin’s song. My favorite artists are Turnpike, Jinks, Wyatt Flores, RCS, Morgan Wade – nothing close to classic country. Yet, Drake sucks me in. He’s cheesy as hell but absolutely sells it with such conviction I completely fall for it. “What’s a girl like you not doing with a guy like me?” C’mon he takes an ages old pickup line and I swallow it hook, line and sinker and can’t stop playing it. This album has such variety and every song sounds different to me. I thought I knew what my top 5 AOTY’s were for the year and Drake just blew my list into oblivion.
November 12, 2025 @ 9:05 am
A very good album! But what a terrible album cover. Of all the terrible country album covers this year, this is one of the worst.
Country artists rightfully complain about AI music infiltrating the charts and streaming platforms.
But why do they often choose album covers that look like shitty AI disasters? The signal is: “Screw graphic designers, typesetters and photographers. We use cheap AI or cheap PC image editing programs. It doesn’t matter what it looks like.”
An album is a work of art and also deserves a sophisticated look/presentation.
Are there no capable visual artists in the country scene or in Nashville who can tell musicians: “Hey, dude, you can’t do that like that. It looks completely crappy and meaningless.”?
November 12, 2025 @ 9:13 am
I take no opinion on the album cover, and rarely do unless a cover is extremely good, or extremely bad (see Jon Pardi’s last).
But I’m pretty sure it’s not AI aside from maybe the overlay of the text. I saw the press photos from this album, and they all appear to have come from a live shoot.
November 12, 2025 @ 9:45 am
100% a live shoot in West Texas!
November 12, 2025 @ 11:10 am
I wrote that it looks like cheap AI, not that it is. And that’s a real shame because Drake Milligan really has charisma and there are photographers who take expressive, distinctive photos. As is often the case, a missed opportunity. This cover image is average at best.
November 12, 2025 @ 11:20 am
: D Pay no attention, Angela.
Akade must not be familiar with West Texas, or tumbleweeds.
‘Tis a fabulous album cover.
November 12, 2025 @ 12:05 pm
He sounds like prime Wade Hayes. That’s a compliment too, in my opinion. Hayes’ Highways & Heartaches is one of the best mainstream country albums I’ve head.
November 12, 2025 @ 3:44 pm
I’m with you. Wade Hayes was the most under appreciated and mishandled (by management and record company) country artist of the mid to late ‘90’s. “Highways & Heartaches” is my favorite too. Hell of a talent on both vocals and guitar.
November 12, 2025 @ 12:17 pm
I got an email about the new album, I didn’t even bother opening it. For some reason I thought he was one of the mainstream bro country/boyfriend country perpatraitors. Maybe I was thinking of Russell Dickerson. I’ll have to check it out
November 12, 2025 @ 12:49 pm
Will you consider reviewing the new Devlin Lee Hosskins album.
November 12, 2025 @ 1:14 pm
I’ve never even heard of that artist, and can’t find a record of their existence. But if they in fact exist, tell them to submit their work and I’ll consider it.
November 12, 2025 @ 1:08 pm
This one was pretty meh.
November 12, 2025 @ 2:56 pm
I can’t be the only person on this site that has zero appreciation for this type of sound right? I mean zero. Zach Top too. Give me colter or turnpike or Jesse Daniels or vne or even Zach Bryan. But this idk doesn’t click
November 12, 2025 @ 4:19 pm
I hear a bit of Radney Foster – like Just Call Me Lonesome vocally.
Perhaps it’s because I was listening tk Radney’s Amother Way to Go album right before.
Sounds great to these ears.
November 12, 2025 @ 5:35 pm
Hi. Great site and always enjoy hearing your take on things! Can you do a review of Hardy’s new album?
Thanks!
November 12, 2025 @ 11:12 pm
Thanks for the interest. Lots of albums and only one of me. But I will see if I can get to the Hardy album.
November 13, 2025 @ 7:17 am
This album would have been a hit in the 90’s, it has that neotraditional throwback sound but is still modern. Glad to read he co-writes most of the music too. It’s nothing new, but he does it very well. Fans nostalgic for country music of the 80’s and early 90’s will appreciate this one. Listening to this made me think about the good ol days when you could hear your favorite country tunes on a jukebox and throw peanut shells on the floor at Texas Roadhouse.
November 13, 2025 @ 9:33 am
I think it’s a shame Drake doesn’t get as much attention as others. I do prefer Zack’s Skaggs/Whitley type vocal. I think they should co-exist like Strait & Jackson & not be pitted against each other. The more music like theirs, the merrier.
November 13, 2025 @ 10:07 pm
What?! This is a 10/10 album! Brilliant in every way! All 14 tracks! A masterpiece! 👏👏👏
November 13, 2025 @ 11:01 pm
I’m ranking the album at least a 12! Vocal perfection with something for every taste.
November 13, 2025 @ 11:22 pm
Drake Milligan❤️is the best thing in country music !! This album gives you everything….a brilliant tribute to the classic country artists but with a Milligan twist !! 🔥❤️⭐️We’re loving it !!🎉
November 14, 2025 @ 12:34 am
Not sure what’s going on over there, but here in Australia after 2 days Tumbleweed cd hit No 3 on ITunes. Since then been in the charts. This is what real Country is like. Drake and his band need recognition, but seems like he’s been held back, not sure by who. Have heard no radio play by County shows. Wake up America you have an amazing singer who would be welcome here any day. 🇦🇺🇦🇺
November 21, 2025 @ 7:51 pm
Saw this guy at Brooklyn Bowl in Nashville. Great voice. Unbelievably cheesy performer. Pretty sure he starred in Oklahoma, etc. on the high school stage.