Back to the present day. Sort of. Our story wraps up as an older (but not particularly wiser) Jack returns to Mackinac Island and reconnects with old friends. 

... but one last surprise awaits. 

Jack's forced to risk it all with one last load. After a summer of expected twists and turns, the dockporter is forced to put his money where his mouth is and see if he really has what it takes to conquer his demons, both real and imagined. 

Jack's world seems to have crumbled, but he gets one last chance to make things right when a mysterious load of luggage arrives on the docks. Is Blackjack still a possibility? Listen and find out!

The gang takes a nighttime journey off the island to St. Ignace, Michigan for a caper, some shenanigans, a sprinkling of antics, and the requisite questionable judgment calls. But the cause is noble, and it's summer. Decide for yourself if it was worth it. 

Jack gets inspired by an unlikely ally and embarks on a mission to end all missions. The risks are high, and the stakes even higher. But with good friends and a complete lack of fear, the dockporters rally.

Jack gets some bad news, but he handles it very well. Not really. Truthfully, the name of the title should give you a general idea of what happens. It's a small island, but he manages to cause big problems. 

Jack and Erin get to know each other, share family secrets, and experience the foot-pounding joy of a Mackinac Island pub going full-throttle.  But alas that foot is wearing a shoe and that shoe? It's about to drop. 

Jack moves out of one life and straight into another as his world on the island goes pear-shaped. Luckily, he's got Erin and there's no possible way he could screw that one up.

Right?

A chapter in life when everything changes in the snap of a frayed bungee cord. Jack may have gotten himself in over his head with his bet, but things are about to take a tragic turn, and our hero will have to dig deep. Thus, the title of the chapter. 

Jack and Smitty pay a little visit to Swanksville. They strap on jackets and ties and head up to the Grand Hotel dining room to spy on Erin as she eats lobster and berates her boyfriend in her own unique Irish style. Jack falls harder and Smitty is unimpressed with the price of a beer.