See the attached sketch. Let [tex]\beta[/tex] denote angle ABC and [tex]\beta'[/tex] denote angle CBD. Then [tex]\beta'=2\beta[/tex].
From the sketch, we see that
[tex]\tan\beta=\dfrac15[/tex]
[tex]\tan(\beta+\beta')=\tan(3\beta)=\dfrac{AD}5[/tex]
Write [tex]\tan(3\beta)[/tex] in terms of [tex]\tan\beta[/tex]. Recall the angle sum identity for tangent:
[tex]\tan(x+y)=\dfrac{\tan x+\tan y}{1-\tan x\tan y}[/tex]
This gives us
[tex]\tan(3\beta)=\dfrac{\tan\beta+\frac{2\tan\beta}{1-\tan^2\beta}}{1-\tan\beta\cdot\frac{2\tan\beta}{1-\tan^2\beta}}=\dfrac{\tan\beta(\tan^2\beta-3)}{3\tan^2\beta-1}[/tex]
and plugging in [tex]\tan\beta=\frac15[/tex] leaves us with
[tex]\tan(3\beta)=\dfrac{37}{55}[/tex]
and so AD = 5 * 37/55 = 37/11.