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I feel compelled to disagree. I had an IC-7000 back in 2008. It was OK. Shack in the box. Sold it and got a used Flex-3000. That thing changed my life. It was so much better performing it was ridiculous. I went from not hearing anything to hearing everything but not having quite enough power to always make the contact.
A couple of years after that I bought a used KPA-500 amp. That thing changed my life again. Now my teeth matched my ears perfectly. If I could hear them I could work them. Only the worst pile-ups got in the way.
A few years later I sold the Flex and bought an ANAN-100D. Changed my life again. An even better receiver, and one of the best transmitters on the planet. Had way more fun with it.
I'm not a collector. I'm a one radio kind of guy. Life is too short for mediocre equipment. Golf clubs to ham radio, buy the best you are able to. It does make a difference.
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I have chased a lot of radio equipment in my short ham radio career of 11 years.
I can hear just about anything with a Kenwood TS-820 made in the 70's I paid $325.00 that will receive what any modern receiver will hear for all practical purposes. Verify that at the Sherwood receiver tests. I paid $1,000.00 for a Collins 30S-1 amp last year( one of the best IMD amps ever made) for a total of $1,325.00. Have a Heathkit 2060A tuner I paid $275.00 and have a 135 foot dipole that I worked the world with that cost me about $50.00. In fact had an Icom IC-703 that I worked the world with on 10 watts using that 135 foot dipole.
I am not a contester so a modern receiver would have better selectivity then the old Kenwood and a modern rig would be better if you are a hard core contester.
I would argue with you that Anan 100-D puts out a better signal then a Kenwood hybrid using a pair of 6146 tubes.
The only modern radio that I have right now is a Yeasu 897D I bought new 10 years ago and I worked the world with it today with the horrible band conditions using my old 1970 Collins 30S-1 amp putting out 800 watts on my 135 foot dipole about 45 feet in the pine trees . Spending more money on a modern rig might give you more selectivity and DSP for crowded band conditions.
I have some SDR equipment and yes it is good- there is always chasing the better equipment but the OP was wondering if upgrading his radio to an Icom 7300 was going to be much better then his current rig.
Had an Icom-7300 but sold it to fund other ham radio gear.
I would like to check out an Anan SDR from what I have read they are great. Maybe one day I will just because I like testing out new gear.
If you have the extra money and want to do an incremental upgrade go for it, the 7300 is a great transceiver - it's always nice getting new gear to play with.