The easiest way to start choosing your first transceiver is to ask yourself: what kind of contacts do you want to make, and where will the station operate? The same radio may be convenient at home but awkward on a hike or in a car.
Decide which bands you need
Local contacts on VHF/UHF and long-distance contacts on HF call for different capabilities. Before buying, check not only the receive ranges but also the transmit bands and the supported modes.
Seeing the frequency you want on the display does not mean the radio supports the operating mode you need.
Consider where the radio will be installed
For a home station, easy controls, a readable display and the ability to connect an external antenna matter most. Portable operation adds requirements for weight, power consumption and battery operation.
Plan ahead for space for the radio, power supply and cables. Ventilation openings must be kept clear.

Check the computer connection
If you are interested in digital modes, find out how frequency control, audio transfer and transmit keying are handled.
A USB port does not always replace every additional interface. Check what it does in the manual for the specific model.
Budget for the whole station
Besides the transceiver, you may need a power supply, an antenna, coaxial cable, connectors and measuring accessories. Spending the entire budget on the radio often delays actually getting on the air.
Test used equipment in operation
Ideally, check receive, the controls, the connectors and transmit into a suitable dummy load. Testing the transmitter requires a load and a meter rated for its power and frequency.
A good first transceiver is one that matches your needs, works properly and lets you put together a complete station within your budget.