Under $2000 that could include:
A great many Birmingham guns,
Most field and entry level graded American guns
Many Spanish, Italian and Turkish guns
Clabrough hammer or hammerless,
Greener F25,
Remington 1889 and 1894,
Tobin
Army & Navy
Sauer and Son
Manufrance Ideal

And by watching carefully many net sites, auctions, estate sales there can be some great deals on fantastic guns.

Nothing is foolproof to a sufficiently talented fool.