As gold premier he should have full upgrade of $150 after 1 year. The $75 is just the normal one year upgrade amount if I"m not mistaken.You *should* be 1-Year Upgrade eligible as of June 4th. Which mean $75 of a brand new phone.
Edit:
Beginning 04/01/11 (April Fool's Day is such a bad day to roll out changes), Sprint is changing its Premier Program.
Silver - $75 upgrade per year or $150 at 22 months.
Requirement:
$69.99 individual plan, or
$99.99 shared plan
Gold - $150 upgrade every year
Requirement
$89.99 individual plan, or
169.99 shared plan, or
10 years with sprint