Preheat oven to 375°F (190°C). Line baking tray and loaf pan with parchment.
Prep jackfruit: Shred using fingers or fork. Squeeze out excess liquid.
Mix roast marinade: Stir soy sauce, maple syrup, paprika, vinegar, garlic, and oil.
Toss jackfruit in marinade. Spread on tray. Roast 30 minutes until edges crisp.
Combine cake dry ingredients: Flour, cocoa, sugar, soda, salt in a bowl.
In another bowl, whisk espresso, milk, oil, vanilla, vinegar.
Mix wet into dry. Stir gently until smooth. Pour into loaf pan.
Bake cake for 15–20 minutes, or until toothpick comes out mostly clean (because gooey = good).
Cool slightly. Slice roast and serve with a thick slab of coffee cake.