Alternatives to J. Press’ Shaggy Dogs
Pete’s post yesterday reminded me of how much I also regret not buying those Shaggy Dog sweaters when they were “just” $160. On sale, that price occasionally dropped to $108, but fat chance you’ll see them go that low now. At this point, you can expect a sale price of around $172.50 with J. Press’ usual 25%-off discount, which is north of what they used to sell for at full retail just a few years ago. 
There are some alternatives though. The now defunct Ralph Lauren Rugby line used to make brushed Shetlands, and every once in a while, you’ll see them still floating around eBay for between $50 and $110. The sweater isn’t as thick and densely knitted as J. Press’, but it fits slimmer and has smaller armholes (the second of which I really appreciate). It also has sueded elbow patches, but I imagine those can be carefully removed with a seam ripper if they’re not to your liking. 
Howlin’ of Morrison also has a model towards the end of this page. I really like their Shetlands (this particular piece looks fantastic), but find their brushed version a bit thin (from memory, slightly thinner than even Rugby’s). On the upside, they also fit slimmer than Press’, which might be good for some builds. 
Other options include these pieces by Edifice x Present, Present, William Fox & Sons, Drake’s, John Tulloch, and Neighbour. Of those, I’ve only handled Neighbour’s, which are, again, thinner but potentially better fitting. Some of the prices here aren’t that much cheaper than what J. Press is asking, but it’s nice to have options when sale season comes. I also think there’s a potential for the York Street version to go on deeper discount than J. Press’ mainline stuff, but only time will tell. 
Lastly, MKI also used to carry some last year, but they’ve since sold out. Might be worth keeping an eye on their webstore to see if they’ll restock. 

Alternatives to J. Press’ Shaggy Dogs

Pete’s post yesterday reminded me of how much I also regret not buying those Shaggy Dog sweaters when they were “just” $160. On sale, that price occasionally dropped to $108, but fat chance you’ll see them go that low now. At this point, you can expect a sale price of around $172.50 with J. Press’ usual 25%-off discount, which is north of what they used to sell for at full retail just a few years ago. 

There are some alternatives though. The now defunct Ralph Lauren Rugby line used to make brushed Shetlands, and every once in a while, you’ll see them still floating around eBay for between $50 and $110. The sweater isn’t as thick and densely knitted as J. Press’, but it fits slimmer and has smaller armholes (the second of which I really appreciate). It also has sueded elbow patches, but I imagine those can be carefully removed with a seam ripper if they’re not to your liking. 

Howlin’ of Morrison also has a model towards the end of this page. I really like their Shetlands (this particular piece looks fantastic), but find their brushed version a bit thin (from memory, slightly thinner than even Rugby’s). On the upside, they also fit slimmer than Press’, which might be good for some builds. 

Other options include these pieces by Edifice x Present, Present, William Fox & SonsDrake’s, John Tulloch, and Neighbour. Of those, I’ve only handled Neighbour’s, which are, again, thinner but potentially better fitting. Some of the prices here aren’t that much cheaper than what J. Press is asking, but it’s nice to have options when sale season comes. I also think there’s a potential for the York Street version to go on deeper discount than J. Press’ mainline stuff, but only time will tell. 

Lastly, MKI also used to carry some last year, but they’ve since sold out. Might be worth keeping an eye on their webstore to see if they’ll restock. 

For $50 You Can Buy …
It’s been a while since I did one of these entries, so I thought I’d make up for it by building an entire ensemble for fall, head-to-toe, out of things you can buy for under $50. 
Shirt: Ralph Lauren Rugby has this "antique striped shirt" on sale for $49.99. I’m not crazy about Rugby’s designs when they have a bunch of collegiate stripes and emblems, but this one is simple enough. It also looks like it could go quite well with most casual ensembles. 
Pants: Sierra Trading Post has a bunch of Bill’s Khakis in a variety of colors and fabrics, and this vintage twill in olive would make for a nice fall chino. They cost $79.95 right now, but if you sign up for their DealFlyer newsletter, you’ll get their “special coupon” notices. Lately, they’ve been giving 35% off any one item, which brings these down to about $52 (hey, I’m just $2 off, cut me some slack). Depending on how skinny your legs are, these may need some tapering, however, so you should account for that cost. 
Belt: Narragansett Leathers makes handsome, custom-made belts for under $50. They have a variety of styles, but I like their plain 1.25” belts the most. If you want something more unique, they also have double ring and hoof pick belts for about the same price.
Shoes: It’s hard finding shoes for under $50! Obviously, if you’re willing to pay $100+, and look on eBay, then all sorts of decent options are available to you. For under $50, however, I’ll recommend these Land’s End chukkas. I’m not crazy about the stitching on the back quarters of the shoe, but they’re advertised as being full grain leather, and only cost $49.95. 
Wallet: I really like Chester Mox wallets. They’re completely handmade, built from Horween leather, and produced by a family in Los Angeles that has been working with leather for over a decade. Right now they’re running a promotion where they’ll etch your name or initials into the wallet for free (use the code FREEPRSLZ at the end of the Paypal checkout process). They have a bunch of designs for under $50, but this model only costs $35. A customized, handmade wallet for $35 ain’t bad. 
Watch: Big faced Timex, you got two of those. Well, at least that’s how many you can have for $50. Get the Easy Reader model for $20.24 on Overstock.com. If that one sells out, just check out their other Timex options. Many of them can be had for about $25 each.
Socks: You can get a pair of Gold Toe socks for about $3 at Belt Outlet. Read my review of them here. 
Key fob: This is a bit of a superfluous purchase, but the leather is 225 years old, and it was found at the bottom of a sunken ship! For $24, it’s a pretty cool thing to carry around. You can read more about the special leather in this old article I wrote. 
There we have it. Head-to-toe everything you need for fall, and nearly every item costs less than $50. It’s not the most sartorial of looks, but not bad for a budget. 

For $50 You Can Buy …

It’s been a while since I did one of these entries, so I thought I’d make up for it by building an entire ensemble for fall, head-to-toe, out of things you can buy for under $50. 

  • Shirt: Ralph Lauren Rugby has this "antique striped shirt" on sale for $49.99. I’m not crazy about Rugby’s designs when they have a bunch of collegiate stripes and emblems, but this one is simple enough. It also looks like it could go quite well with most casual ensembles.
  • Pants: Sierra Trading Post has a bunch of Bill’s Khakis in a variety of colors and fabrics, and this vintage twill in olive would make for a nice fall chino. They cost $79.95 right now, but if you sign up for their DealFlyer newsletter, you’ll get their “special coupon” notices. Lately, they’ve been giving 35% off any one item, which brings these down to about $52 (hey, I’m just $2 off, cut me some slack). Depending on how skinny your legs are, these may need some tapering, however, so you should account for that cost. 
  • Belt: Narragansett Leathers makes handsome, custom-made belts for under $50. They have a variety of styles, but I like their plain 1.25” belts the most. If you want something more unique, they also have double ring and hoof pick belts for about the same price.
  • Shoes: It’s hard finding shoes for under $50! Obviously, if you’re willing to pay $100+, and look on eBay, then all sorts of decent options are available to you. For under $50, however, I’ll recommend these Land’s End chukkas. I’m not crazy about the stitching on the back quarters of the shoe, but they’re advertised as being full grain leather, and only cost $49.95. 
  • Wallet: I really like Chester Mox wallets. They’re completely handmade, built from Horween leather, and produced by a family in Los Angeles that has been working with leather for over a decade. Right now they’re running a promotion where they’ll etch your name or initials into the wallet for free (use the code FREEPRSLZ at the end of the Paypal checkout process). They have a bunch of designs for under $50, but this model only costs $35. A customized, handmade wallet for $35 ain’t bad.
  • Watch: Big faced Timex, you got two of those. Well, at least that’s how many you can have for $50. Get the Easy Reader model for $20.24 on Overstock.com. If that one sells out, just check out their other Timex options. Many of them can be had for about $25 each.
  • Socks: You can get a pair of Gold Toe socks for about $3 at Belt Outlet. Read my review of them here.
  • Key fob: This is a bit of a superfluous purchase, but the leather is 225 years old, and it was found at the bottom of a sunken ship! For $24, it’s a pretty cool thing to carry around. You can read more about the special leather in this old article I wrote

There we have it. Head-to-toe everything you need for fall, and nearly every item costs less than $50. It’s not the most sartorial of looks, but not bad for a budget.