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Step 1
Preheat oven to 350°F. Lightly grease 18 x 13-inch rimmed baking sheet, line with parchment paper, and lightly grease parchment. Set aside
Step 2
In a large bowl, whisk together flour, cocoa powder, sugar, baking powder and salt.
Step 3
Whisk in egg yolks, oil, coffee, and espresso powder until a smooth batter forms.
Step 4
Using a stand mixer with whisk attachment, whip egg whites and cream of tartar on medium-low speed until foamy, about 1 minute.
Step 5
Increase speed to medium-high and whip until stiff peaks form, 1 ½ – 2 minutes.
Step 6
Transfer ⅓ of whipped egg whites to batter and whisk gently until mixture is lightened.
Step 7
Using a rubber spatula, gently fold remaining egg whites into batter.
Step 8
Pour batter into prepared sheet tray and spread evenly with offset spatula.
Step 9
Firmly rap sheet tray on counter 3 times to remove large air bubbles from batter.
Step 10
Bake in preheated oven until cake springs back when pressed lightly in center, 12-14 minutes. While cake bakes, soak clean dish towel in water and wring out thoroughly. (You’ll use this to roll up the cake)
Step 11
Transfer sheet tray from oven to wire rack. Immediately run knife around edge of sheet, then carefully invert cake into 2nd wire rack. Carefully remove parchment.
Step 12
Lay damp towel over cake and invert first wire rack over towel.
Step 13
Invert cake and remove rack from top.
Step 14
Starting from short side, gently roll cake and towel together into jelly roll shape.
Step 15
Let wrapped cake cool on rack, seam side down, for 1 hour.
Step 16
Bring espresso, sugar, and water to a boil in a saucepan, stirring to dissolve sugar. Let cool
Step 17
In a bowl of a mixer fitted with a whisk attachment, whip room temperature butter, stopping to scrape the bottom of the bowl several times, until it has tripled in volume, and is light and fluffy, about 5 – 7 minutes.
Step 18
Add the sweetened condensed milk in thirds, whipping for about 5-10 seconds after each addition. Be sure to scrape the bottom of the bowl after each addition.
Step 19
When cake is completely cooled, gently unroll cake with short side parallel to counter edge (innermost edge of cake will remain slightly curled; do not flatten).
Step 20
Brush espresso syrup over side of cake that is facing up. Don’t wet the cake too much. (You will not use all the syrup)
Step 21
Spread filling evenly over cake, leaving ½-inch margin on each short side.
Step 22
Reroll cake, leaving towel behind as you roll.
Step 23
Wrap in plastic wrap and refrigerate for at least 20 minutes or up to 2 days.
Step 24
Just before serving, brush top and sides of coffee roll lightly with espresso simple syrup.
Step 25
Trim both ends off cake and cut into thick slices by dipping a sharp knife into very hot water and wiping dry between cuts.
Step 26
Serve with an extra dollop of sweetened condensed milk filling.