So soon as I shall see how it will go with me - Paul was a prisoner at Rome, and there was not a little uncertainty whether he would be condemned or acquitted. He was, it is commonly supposed, in fact released on the first trial; 2 Timothy 4:16. He now felt that he would soon be able to send Timothy to them at any rate. If he was condemned and put to death, he would, of course, have no further occasion for his services, and if he was released from his present troubles and dangers, he could spare him for a season to go and visit the churches.

How it will go with me - The apostle was now in captivity; his trial appears to have been approaching, and of its issue he was doubtful; though he seems to have had a general persuasion that he should be spared, see Philippians 2:19, Philippians 2:24.

Him therefore I hope to send presently,.... For the reasons now given:

so soon as I shall see how it will go with me; whether he should be released from his bonds or not; whether he should live or die; whether he should be set free, or be called to suffer martyrdom for the sake of Christ; for he expected, that the matter would be determined in a very short time, when, be it at it would, Timothy would be spared.

I shall see (ἀφίδω)

The compounded preposition ἀπό gives the sense of looking away from the present condition of affairs to what is going to turn out.

Him therefore I hope to send presently, so soon as I shall see how it will go with me.

2:23 So soon as I shall see how it will go with me. As soon as there is some decision in his case, showing whether he will be released, or what may be his fate, he will send Timothy.

23. so soon as I shall see-that is, so soon as I shall have known for certain.

2:19-30 It is best with us, when our duty becomes natural to us. Naturally, that is, sincerely, and not in pretence only; with a willing heart and upright views. We are apt to prefer our own credit, ease, and safety, before truth, holiness, and duty; but Timothy did not so. Paul desired liberty, not that he might take pleasure, but that he might do good. Epaphroditus was willing to go to the Philippians, that he might be comforted with those who had sorrowed for him when he was sick. It seems, his illness was caused by the work of God. The apostle urges them to love him the more on that account. It is doubly pleasant to have our mercies restored by God, after great danger of their removal; and this should make them more valued. What is given in answer to prayer, should be received with great thankfulness and joy.