Both Uses

speculative
in
The Hunt for Red October
(Auto-generated)

By this time Lieutenant Mannion was looking over Thompson's shoulder, listening, and nodding speculatively.†
Chpt 7. *
"Perhaps we can help," the president offered speculatively.†
Chpt 8.

Definitions:

(1) (speculative as in: a speculative look or mind)
showing, engaged in, or having a tendency of curiosity or deep thought
(2) (speculative as in: a speculative theory)
based on thought or theory that is unproven or unprovable
(3) (speculative as in: a speculative venture)
done with uncertainty--often a risky investment for profit
(4) (meaning too rare to warrant focus)
More rarely, speculative can be used in a phrase such as speculative bubble which refers to an unsustainable increase in financial values based on market psychology. This sense of the word is based on the sense of speculative that refers to making a risky investment for profit.