Context
In Proverbs 3, wisdom is presented as a way of life marked by trust, humility, correction, and submission to the Lord's ordering of the path. Its language about trusting and acknowledging God belongs to a whole chapter about wise dependence rather than self-direction.
Common Interpretations
Proverbs 3:5-6 speaks to the limits of human judgment. The passage calls for trust in the LORD precisely because we do not see enough of the path to direct it wisely on our own. That matters for prayer as well. The warning against leaning on our own understanding cuts against the assumption that we are equipped to decide in advance which specific outcome would best serve God's purpose.
Current Position
This site's current position is that Proverbs 3:5-6 calls for more than emotional confidence that God will back the path we prefer. It calls for surrender of self-direction itself. In the context of prayer, that means trust is not insisting on a chosen outcome and then asking God to authorize it. Trust is acknowledging Him precisely where our own understanding proves insufficient.