This might be hot take but for me it's "Nice for What"

HOWGH

Gods plan 100%

Headlines ~ when he fully transitioned into the take care aesthetic and the drake we know now

Hotline Bling or One Dance

not in order, but headlines, SFTB, and Hotline Bling

easily 0 to 100/The Catch Up

Hotline Bling, followed by God’s Plan, followed by SFTB, followed by The Motto.

Hotline Bling

Like by far. It's so iconic it undermines how big God's Plan is

1. Hotline Bling
2. Started from the Bottom
3. In My Feelings
4. The Motto
5. God's Plan...I guess (and I know it went diamond)

HOWGH, Hotline bling, or One dance

those 3 songs will be remembered 30-40 years from now

I think it has to be

1. Hotline Bling

2. Started From the Bottom
3. Best I Ever Had (order of this and Started might switch)

4. Hold On We're Going Home
5. Marvin's Room

then maybe The Motto and Headlines and Trophies

then arguably One Dance, In My Feelings and uhhhh Find Your Love

Personally it's One Dance for me(junior prom nostalgia)

Marvin’s Room...SFTB

Hard choice but I gotta say it is SFTB for me personally. But a few runners up would be HOWGH followed by Hotline Bling.

Rap-wise: SFTB or God's Plan (not really sure)
R&B-wise: Hotline Bling or HOWGH

Hotline Bling

Could’ve been One Dance but Drake was too insecure to make a music video for it