These are some good suggestions which had me thinking (sometimes outside of the box!)...
Ok so just gonna leave this here in case I forget later on...!
This round:
Out: Neale & Dunkley
In: Zorko + either Heeney/Sidebottom or if I'm feeling super brave...Hawkins
Will leave me with around $300k in the bank.
Can then upgrade either Warner or Gulden to a Steele/Bont/Marshall in round 8
Round 9:
Out: Chapman and one of Warner/Gulden
In: May (should be worth around the 400k mark) + rookie
Round 10:
Out: Powell + one of Scott/McNeil
In: Dusty + rookie
Will leave me with 5 upgrades left to do and 17 trades to do them.
Then again...this is all assuming no other premo player gets a long term injury...!