To make grapefruit cordial, combine juice, sugar, and zest in a bowl. Cover and let steep for at least a few hours or ideally overnight. The sugar should be completely dissolved. (If making more than a day ahead of time, let sit for 24 hours then refrigerate where it will keep for up to a week.) Let come to room temperature before using (it will also need to be strained before you use it to remove the bits of zest).: The moment you stir together grapefruit juice , granulated sugar , and grapefruit zest the kitchen fills with an aromatic brightness, the sugar drawing oils from the zest into the liquid. Letting this mixture steep for several hours or overnight deepens the flavor as the sugar dissolves fully and extracts fragrant oils. You should notice the syrup become slightly viscous and richly scented, with tiny bubbles sometimes clinging at the edges. If you skip the steep time, the cordial will be less concentrated and the final brushing will be milder, so give it patience. A common mistake is not dissolving the sugar completely, which leaves a grainy texture in the cordial, so stir and feel for smoothness before covering. If you plan to make it ahead, store it refrigerated and bring it back to room temperature before using, and strain out zest bits to avoid gritty splinters in the glaze.
To make the cake, preheat oven to 350 degrees F. Grease a standard 12-cup bundt pan (I used baking spray, but you can use butter/flour or cake pan grease too).: Preheating until the oven reaches 350 degrees F ensures an even rise and predictable baking time, you will sense the warmth radiating and the center will bake through as intended. Grease a 12 cup bundt pan thoroughly, using baking spray or a butter and flour method so the cake releases cleanly; the oil in the batter benefits from a slick surface and the bundt's shape highlights the crust. If the oven is not fully heated, the batter may set unevenly and cause a dense center, so wait for a steady temperature before sliding the pan in. Another pitfall is under prepping the pan, which can cause the cake to stick, so take a minute here to ensure all crevices are well coated.
In a large mixing bowl, whisk flour, almond flour, baking powder and salt until evenly incorporated; set aside.: When you whisk together all purpose flour , almond flour , baking powder , and sea salt , you create a uniform dry base that guarantees even rising. The sound is a soft swish as the flours combine and you will see the mixture lighten in color and texture. Sifting the almond flour prevents dense pockets and the baking powder becomes evenly distributed, which matters for a consistent crumb. A common error is to add wet ingredients to unmixed dry ingredients, which can create streaks of flour and uneven texture, so take the time to whisk thoroughly.
In another bowl, combine sugar and grapefruit zest. Rub the zest and sugar between your fingers to release the oils and break up the clumps of zest.: Rubbing the granulated sugar and grapefruit zest between your fingers releases essential oils and perfumes the sugar, a small tactile step that makes a big sensory difference. You will feel the sugar soften slightly and smell a burst of citrus; this step amplifies the grapefruit aroma that will permeate the cake. If the zest is clumped, break it up so it can distribute evenly through the batter. Avoid skipping the rubbing process because the flavor will be less pronounced, and watch out for using too much zest which can add a bitter edge if the white pith is included.
Add eggs and whisk vigorously until completely smooth (there should be no slimy streaks of egg white visible anymore), then whisk in olive oil, yogurt, grapefruit juice, and vanilla and grapefruit extract until fully incorporated.: As you beat in the eggs , the batter gains body and a glossy sheen, and whisking until no slimy streaks remain ensures full emulsification. The mixture should look homogeneous, slightly thickened, and will hold a few air bubbles that help with lift. Next, whisk in extra virgin olive oil , Greek yogurt , grapefruit juice , and vanilla extract until fully incorporated so the wet phase is cohesive. The texture should feel silky and pourable, not curdled, and the aroma will be creamy with citrus highlights. Overbeating at this stage can incorporate too much air, which may cause tunnels, so stop once smooth. A typical mistake is adding cold yogurt or eggs, which can cause the batter to seize, so use room temperature ingredients for harmony.
Make a well in the center of the dry flour mixture. Add wet ingredients and whisk until just combined and no streaks of dry flour remain (there may be some small lumps, just make sure there aren't any large ones or pockets of dry flour left).: Creating a well allows you to fold the wet into the dry gently, preserving the batter's air and preventing overmixing. As you pour the wet ingredients into the well and whisk until just combined, watch for the disappearance of large pockets of dry flour while a few small lumps are fine. The sound and feel change from stiff to a smooth, slightly dense batter that should pour slowly from the bowl. Overmixing here will develop gluten and yield a tougher cake, so stop as soon as the streaks of flour are gone. A common slip is to beat vigorously to force a uniform batter, which can lead to a firmer texture, so be gentle and patient.
Pour batter into prepared bundt pan. Bake for 50 to 60 minutes or edges are golden brown and a skewer inserted at the thickest point comes out mostly clean with just a few moist crumbs attached (no gooey batter).: When you transfer the batter you will notice its weight and sheen as it fills the pan, settling into nooks and valleys of the bundt. Smooth the top lightly with a spatula so the surface bakes evenly and the ridges unmold cleanly. Placing the pan in the middle of the oven helps the cake bake uniformly; you might hear a soft hiss as the oven thermostat cycles. Filling the pan too full can spill over, while underfilling leaves a small dome, so aim for the recommended capacity. If the batter seems lopsided, gently tap the pan on the counter to level it and remove large air pockets.
Let cake cool in the pan for 10 to 15 minutes (just until it's cool enough to handle), then invert onto a wire rack; it should release cleanly. Set the wire rack inside a baking sheet to catch any overflow.: As the cake bakes, the kitchen will fill with a warm citrus fragrance and surface edges will turn a gentle golden brown, a visual cue the Maillard reaction is at work. A skewer inserted into the thickest part should come out mostly clean with a few moist crumbs, not wet batter, which signals doneness. If the top browns too quickly, tent loosely with foil to prevent overcoloring while the center catches up. A misstep is relying solely on time rather than visual and skewer checks, which can result in underbaked or dry outcomes, so use both cues for accuracy.
At this point your cordial should have been sitting for at least a few hours, if not overnight. Strain through a fine mesh sieve to remove any remaining bits of zest. You should have a little over 1/2 a cup.: Cooling briefly in the pan allows the crumb to set so the cake will release cleanly when inverted, and you will notice the aroma intensify as steam escapes. After 10 to 15 minutes the cake should be cool enough to handle yet still warm, which is ideal for releasing and for the cordial to penetrate. If you leave it too long, the cake may cling, so invert at the right moment for a clean unmolding. The common mistake here is rushing and forcing the cake out while piping hot, which can cause breakage, so be patient.
Poke all over the surface of the still-warm cake using a thin skewer or long toothpick. Using a pastry brush, brush 1/4 cup of the cordial over entire outside of the cake, including inside the center hole. It should soak in with much overflow being caught in the baking sheet underneath (if you have a lot of drips, feel free to scrape it up and brush it back on the cake).: By now the cordial's flavor will be concentrated and fragrant after steeping, and straining it through a sieve removes zest bits so the liquid is clear and smooth. You should have a little over 1/2 cup, a glossy syrup that smells intensely of grapefruit. Using unstrained cordial will leave flecks of zest in the glaze or cake surface, which may be undesirable for presentation, so always strain. Avoid using a cordial that is under-steeped because it will be less flavorful and will not penetrate the crumb as effectively.
Let cake cool completely, or, if making ahead of time, wrap the cooled cake in plastic wrap and refrigerate overnight or until ready to glaze.: Poking creates channels for the cordial to sink into, and as you brush the cordial over the warm cake you will see it glisten and gradually absorb, leaving a subtle sheen. The act of brushing is soothing, with a quiet sound as the brush moves and the syrup drips onto the catch tray below. If you have excess that pools on the tray, collect and rebrush to avoid waste. A frequent misstep is brushing too much at once which can waterlog the cake, so brush in increments and allow absorption between passes.
For glaze, sift powdered sugar into a bowl. Add 4 tablespoons of cordial and whisk until smooth. Continue adding cordial, 1/2 teaspoon at a time, until the glaze reaches a nice pourable consistency (if you lift up your whisk and drizzle a bit back into the bowl, it should absorb back into itself in about 5-6 seconds). Conversely, if the glaze is too thin, you can sift in more sugar as needed.: Cooling fully stabilizes the crumb so slicing yields clean edges; the glaze will also set better on a fully cooled surface. If you make the cake ahead, chilling helps meld flavors and makes slicing neater. Refrigerated cake may firm slightly so bring to room temperature before serving if you prefer softness. The error to watch for is skipping the full cool time before glazing, which can cause the glaze to run off and not set attractively.
Pour glaze over top of cake, letting it drip down the sides on its own. Let sit for 15 to 30 minutes until glaze is set before slicing and serving.: Sifting powdered sugar removes lumps and creates a silky base for the glaze. As you add 4 tablespoons of cordial and whisk, you will notice the mixture smooth and thicken; adjust with more cordial or sugar to reach a pourable consistency. A good test is to lift the whisk and watch the glaze absorb back in about 5 to 6 seconds, signaling the ideal thickness. If it becomes too thin, sift in more sugar to regain body. Avoid adding too much liquid at once, which makes the glaze runny and hard to control on the cake.
Cake will keep, wrapped in plastic wrap in the refrigerator, for up to 1 week.: Drizzling allows the glaze to find natural paths down the bundt ridges creating an elegant finish; you will see it pool then thin as it moves. Let it set for 15 to 30 minutes before slicing so it firms slightly and the surface becomes glossy. If you want a thicker finish, add less cordial during mixing for a more substantial coat. A common mistake is overworking the glaze once poured, which can mar the pattern, so pour and step back to let gravity do the work.
Cake will keep, wrapped in plastic wrap in the refrigerator, for up to 1 week: Stored properly, the cake stays moist and flavorful for several days, and the grapefruit perfume often deepens with time. Bringing slices to room temperature before serving restores tenderness and brightens flavors. Avoid leaving it unwrapped which dries the crumb, and if you find the cake becomes slightly dense, a quick warm in the oven for a few minutes revives it.