I have a hybrid Baptist/Orthodox background (Mom was Baptist, Dad was Orthodox), so I too struggled with praying to the saints for a while.
I think the problem is we get hung up on the fact that we can't see them, even though they can see us.
Going back to Witega
's loan analogy, let's say you and your best friend are out shopping. You go to pay for an item, and you're a dollar short. Without thinking twice about it, because he's your best friend, you ask your friend, "Hey Joe, can I borrow a single, and I'll pay you back when we get to my house?"
Joe gladly gives you the single, and you're able to make your purchase. You thank God for putting such good friends in your life.
Now, no one here would say that such a transaction would represent a lack of faith in God because you asked your friend for a single instead of getting down on your knees and asking God to give you a dollar. You're perfectly comfortable asking Joe because Joe is a good friend, a blessing from God. Someone you have a relationship with and can rely on.
It's the same with the saints. God has blessed us with these role models of righteousness, people who were flesh and blood, just like you and me, and lived a wonderful Christian life. Some were pious from day one, others had a rocky beginning and found the Lord later in life.
I remember a priest telling me that he loved St. Nicholas Planas because unlike many saints who are monastics, St. Nicholas Planas was a married priest with a child, just like him. He was also from the same island that this priest's mother was from. So in many ways, this priest identified with St. Nicholas in a way that we can't always identify with Christ.
Christ was a single male living in Israel who never married and never had kids. For many of us, that's difficult to identify with. So, by looking to the saints, and finding someone we can identify with, and how they led their Christian walk, it helps us in our Christian walk.
Just like our friends in real life do.
Now, to go back to your moving the box analogy.
This is a big box. Lots of weight associated with it. God is a big guy, He can handle it, but since all three of you are in the room, why not each take a corner and move it together?
After all, haven't you ever been in a situation where you have prayed about something, and you know God has heard your prayer, and you know he can handle it, but you still ask your wife, your friend, or pastor to pray for you as well? After all, multiple prayers can't hurt, right?
It's the same with praying to the saints.
During the Divine Liturgy, we address many prayers to God directly. Many hymns of praise are sung directly to Him. Yet look at the closing prayers of the Liturgy:
Priest: Glory to You, O God, our hope, glory to You.source
May Christ our true God (who rose from the dead), as a good, loving, and merciful God, have mercy upon us and save us, through the intercessions of His most pure and holy Mother; the power of the precious and life-giving Cross; the protection of the honorable, bodiless powers of heaven; the supplications of the honorable, glorious, prophet, and forerunner John the Baptist; the holy, glorious, and praiseworthy apostles; the holy, glorious, and triumphant martyrs; our holy and God-bearing Fathers (name of the church); the holy and righteous ancestors Joachim and Anna; Saint (of the day) whose memory we commemorate today, and all the saints.
People: Amen. Lord, grant long life to him who blesses and sanctifies us.
Priest: Through the prayers of our holy fathers, Lord Jesus Christ, our God, have mercy on us and save us.
So even though we go to God directly, we, in the immortal words of Paul McCartney and John Lennon, "get by with a little help from our friends."