2025/09/08 Widespread use of the saying, speak softly and carry a big stick began with American President, Theodore Roosevelt in 1900. The saying advises using caution and non-aggression backed up with the willingness to do the opposite if required. You might believe a big stick would be more effective than soft talking but the sky insists the more sensitive and compassionate your message is to a certain person, the easier a certain matter will be resolved.