Strategic Frugality
If you’re just starting to build a better wardrobe, funds can be limited, so it’s good to know where you should focus your money. Not all clothes are created equal. Skimp on some things, and you’ll look terrible; skimp on others, and few will notice. The key here is to be strategically frugal. 
Where You Can Skimp
Knit ties: Supposedly, there are only a few knit tie producers in the world and they all make ties around the same quality. I haven’t confirmed if this is true, but all the knit ties I’ve owned - from Lands End to Charvet - have been only differed in material and design. If you stick to a reputable brand, you can get a good knit tie for about $20.
Socks: Over-the-calf Gold Toe socks can be had for about $3 a pair. Sierra Trading Post also sometimes sells Pantherella socks for $6, and those are a bit more comfortable.
Belts: The starting price for a decent belt is about $50 (e.g. Equus Leather and Narragansett Leather). However, if you go to some place like Kohls, you can get a serviceable belt for about $20. Just make sure they’re full grained leather on both sides.
Pants: If you happen to live on the East Coast, check Daffy’s for Mabitex. They cost about $25 for chinos and $40 for wool. Unfortunately, over the last couple of years, the rise has been getting shorter, and since they’re often factory seconds, they sometimes have loose stitches or poorly made seams. Just pay close attention when you buy. 
Casual shirts: Lands End Canvas’ Heritage shirts can work in a pinch. I hesitate to fully recommend them because the collars are so skimpy and the stitching, though durable, isn’t particularly well done. However, if you don’t plan to wear these with sport coats or ties, they’re passable and can be had for as little as $12. 
Where You Can Splurge
Suits, sport coats, and outerwear: This is where I think you should concentrate your money. An excellent sport coat or jacket can really make an ensemble, and even the most untrained eye can spot a cheap suit. Put a really nice jacket over a mediocre button-up shirt and pair of chinos, and you’ll look great. 
Shoes: Cheap shoes are false bargains. A well-made pair of shoes can last you thirty years while cheap shoes last for three. Get full-grain leather shoes that are made with Goodyear or Blake/ Rapid construction, and learn how to properly take care of them. Doing so will mean they’ll look better with age, not worse. 
Briefcases and bags: If you work in a traditional business environment, it’s worth the money to spring for a nice briefcase. Like the nice suit and shoes, it reflects a certain level of professionalism and competence. 
Sweaters: Poorly made sweaters will lose their shape quickly and pill more easily. Own fewer sweaters, and buy the best you can afford. 
That Said …
That said, there are smart ways to work with a limited budget for the things above. 
Bags: Avoid materials that try to be what they’re not. If you only have a limited budget, a well made canvas bag will be better than a cheap leather one. A $50 leather briefcase will always look like what it is. 
Sweaters: Similarly for sweaters, stick to merino wool, lambswool, or cotton. Many companies sell cashmere sweaters at basement-level prices, but they don’t last very long. 
Shoes: If you’re buying from a lower-tier brand, aim for suede. The differences in quality from the low- to high-end suede are much smaller than it is for smooth calf. The soles and grommets might still give out, but at least you won’t get those really ugly creases you see on corrected grain leathers. 

Strategic Frugality

If you’re just starting to build a better wardrobe, funds can be limited, so it’s good to know where you should focus your money. Not all clothes are created equal. Skimp on some things, and you’ll look terrible; skimp on others, and few will notice. The key here is to be strategically frugal. 

Where You Can Skimp

  • Knit ties: Supposedly, there are only a few knit tie producers in the world and they all make ties around the same quality. I haven’t confirmed if this is true, but all the knit ties I’ve owned - from Lands End to Charvet - have been only differed in material and design. If you stick to a reputable brand, you can get a good knit tie for about $20.
  • Socks: Over-the-calf Gold Toe socks can be had for about $3 a pair. Sierra Trading Post also sometimes sells Pantherella socks for $6, and those are a bit more comfortable.
  • Belts: The starting price for a decent belt is about $50 (e.g. Equus Leather and Narragansett Leather). However, if you go to some place like Kohls, you can get a serviceable belt for about $20. Just make sure they’re full grained leather on both sides.
  • Pants: If you happen to live on the East Coast, check Daffy’s for Mabitex. They cost about $25 for chinos and $40 for wool. Unfortunately, over the last couple of years, the rise has been getting shorter, and since they’re often factory seconds, they sometimes have loose stitches or poorly made seams. Just pay close attention when you buy. 
  • Casual shirts: Lands End Canvas’ Heritage shirts can work in a pinch. I hesitate to fully recommend them because the collars are so skimpy and the stitching, though durable, isn’t particularly well done. However, if you don’t plan to wear these with sport coats or ties, they’re passable and can be had for as little as $12. 

Where You Can Splurge

  • Suits, sport coats, and outerwear: This is where I think you should concentrate your money. An excellent sport coat or jacket can really make an ensemble, and even the most untrained eye can spot a cheap suit. Put a really nice jacket over a mediocre button-up shirt and pair of chinos, and you’ll look great. 
  • Shoes: Cheap shoes are false bargains. A well-made pair of shoes can last you thirty years while cheap shoes last for three. Get full-grain leather shoes that are made with Goodyear or Blake/ Rapid construction, and learn how to properly take care of them. Doing so will mean they’ll look better with age, not worse. 
  • Briefcases and bags: If you work in a traditional business environment, it’s worth the money to spring for a nice briefcase. Like the nice suit and shoes, it reflects a certain level of professionalism and competence. 
  • Sweaters: Poorly made sweaters will lose their shape quickly and pill more easily. Own fewer sweaters, and buy the best you can afford. 

That Said …

That said, there are smart ways to work with a limited budget for the things above. 

  • Bags: Avoid materials that try to be what they’re not. If you only have a limited budget, a well made canvas bag will be better than a cheap leather one. A $50 leather briefcase will always look like what it is. 
  • Sweaters: Similarly for sweaters, stick to merino wool, lambswool, or cotton. Many companies sell cashmere sweaters at basement-level prices, but they don’t last very long. 
  • Shoes: If you’re buying from a lower-tier brand, aim for suede. The differences in quality from the low- to high-end suede are much smaller than it is for smooth calf. The soles and grommets might still give out, but at least you won’t get those really ugly creases you see on corrected grain leathers.