With $100,000 to spend on watches, I’d carefully curate a collection that balances horological excellence, history, and personal appeal. Here’s how I might allocate that budget:
1. Patek Philippe Calatrava: A new Calatrava typically starts at around $20,000, but certain models with complications can go significantly higher, possibly in the $40,000 to $60,000 range.
2. Rolex Submariner: A new Submariner can range from $8,000 to $10,000, but iconic vintage models might go for considerably more, perhaps $20,000 to $30,000.
3. Vintage Omega Speedmaster: A vintage Speedmaster from the 1960s, especially those with historical significance, can range from $5,000 to $15,000 or more.
4. Jaeger-LeCoultre Reverso: New Reverso models usually start at around $5,000 to $7,000, but special editions or complications can surpass $15,000.
5. High-End Independent Watch: Independent watchmakers like F.P. Journe or Greubel Forsey often start at $50,000 and can reach well into six figures for their exceptional creations.
6. Vintage Rolex Daytona: Vintage Daytonas can vary widely, with prices starting at around $40,000 and going up to several hundred thousand dollars for rarer models.
7. A Dress Watch: A dress watch from A. Lange & Söhne or Vacheron Constantin may start at $10,000 to $20,000, depending on the model and complications.
8. A Limited Edition: Limited edition watches from brands like Audemars Piguet or Richard Mille can range from $50,000 to several hundred thousand dollars.
9. Vintage Seiko: Vintage Seiko watches can be very affordable, with classic models available for a few hundred dollars to a couple of thousand.
10. Vintage Pocket Watch: The price of vintage pocket watches can vary widely, from a few hundred dollars to several thousand, depending on factors like age, brand, and condition.
Please note that these are approximate price ranges, and the actual prices may vary depending on the specific models, their condition, and the market demand at the time of purchase. It’s essential to do thorough research and consult with reputable dealers when building your watch collection. 
Remember, watch collecting is a deeply personal pursuit. This collection would represent a balance of iconic pieces, historical significance, and personal taste. It’s not just an investment but a reflection of a lifelong passion for horology.