Following the docs, I have the files db.ipindex and db.ippol set up,
and the main_pool is configured in radiusd.conf. user 'gerret' is the
gunea pig with the following radcheck table entries:

| 1354 | gerret   | User-Password | == | testpw  |
| 1491 | gerret   | Pool-Name     | == | main_pool |

Try setting the operator on Pool-name to := instead of ==.

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