Upgrade entry level or start over?

I have a stock Fluance RT-82 turntable with an Ortofon OM10. Preamp is a Schiit Mani. I would like to upgrade my analog setup. I listened to vinyl as a youth, and then just recently got back into it about 6 months ago.

Would my money be better spent upgrading my existing setup or buying a different turntable altogether? Upgrades might include a new cartridge, new platter, new preamp, etc. Or should I buy something like a Rega Planar 3?

Budget either way would be about $1000. Would love to hear suggestions from those with more experience than me. 

In case it matters, the rest of the gear is a Schiit Freya preamp, Rotel RC-1070 amp, and KEF LS50 speakers with SVS SB2000 sub.

Thanks in advance for your help.