Jesse H. said:
I noticed you never said what the mass of popeye was, so I can't say for sure if you're right, so I'll just show you how I would set it up.
I'll call the Mass of of the rope supporting popeye, R1 and the other side of the rope R2. T is the tension, and M1 is popeye. and the Force applied by popeye F_{app}
So from our first free body diagram, we get F_{net}=0=T-(m_1g+r_1g) and from the second we get we get F_{net}=0=(r_2g+F_{app})-T Now we have a system of equations that we can solve by just adding them together. r_2g+F_{app}-m_1g-r_1g=0 Solving for F_{app} we get F_{app}=m_1g+r_1g-r_2g
This should yield the answer you are looking for.
We know that popeye is moving up, so in order for him to move up T has to be greater than the forces pulling down on popeye. So that is why we do T-(m_1g+r_1g)
And similiarly the rope is moving down on the other side, so we know the weight of the rope plus the force popeye is pulling down at has to be greater than tension. So (r_2g+F_{app})-T