Lost radio communication after take-off in IMC - what are my options? This might be "yet another lost comms questions", but I've tried to read a lot and there are different answers everywhere. Here's the scenario:

(The flight plan as filed is - KSSI SSI V441 MONIA GNV OCF V581 DADES KTPA)

I'm taking off from an uncontrolled airport - KSSI to fly to KTPA (ICAO IDs). The current weather at KSSI is 003 OVC and 2 SM. I call MACON FSS for my clearance on 121.5, and here's what I get -

MACON FSS: "ATC clears N123CW to KTPA Direct SSI and then as filed, climb and maintain 4000 expect 8000 two-zero minutes after departure, departure control will be 126.75, squawk 1234. Released for departure, clearance void if not off by 20:45, time now 20:30, frequency change to advisory approved."

After read back, I take off exactly at 20:35 and after a couple minutes I contact Jax Center on 126.75 as I'm crossing 1300ft. I hear no other traffic on the frequency, and I try to contact them 2 more times while I'm heading direct to the SSI VOR. I try to contact MACON FSS with whom I'd just spoken a few minutes ago - and I hear nothing back. I try a couple of other frequencies that I can get from charts - no luck anywhere. I'm in complete IMC.

Now, I know that I've lost my radio communications capabilities and hence squawk 7600, and figure out my route and altitude to fly.

I was cleared direct to the SSI VOR, and then as filed. Looking at "AVEF", ATC expects me to fly the route I filed. Looks good - no problems here.

I was asked to climb and maintain 4000ft, and expect 8000ft 20mins after departure.

Looking at "MEA", ATC expects me to be at 8000ft since it's the highest amongst the Minimum En-route Altitude, the expected altitude (which is n/a) and the assigned altitude).

I'm still at 2400ft, climbing to 4000ft.

My questions are:

1) When should I start my climb to 8000ft? Should I level off at 4000ft and wait until 20:55 (which is 20 minutes after my departure time) before initiating my climb, or does ATC expect me to be at 8000ft by 20:55?

2) Along my route (not immediately after departure, but after a while), for e.g. at the GNV VOR, if I briefly enter VMC, should I go ahead and land at the nearest airport as practicable or should I still continue through my route? I do know that the regulations advise to land as practicable when you're in VMC, but if the airspace ahead is being cleared for you when you're under IFR, is it advised to try and land into VFR traffic who have no idea that you're coming-in out of nowhere?

Appreciate all the answers. Thank you!

PS - Here's the Low-Enroute chart for quick reference:
The answers to these questions can be found in the AIM in section 6-4-1. All quotes are from that page.
To the first question, you should expect to receive a clearance to 8,000 feet twenty minutes after departure; therefore, don't climb above 4,000 until that time. If you are still in radio contact after 20:55, the &quot;expect&quot; portion of the clearance expires:

If the pilot received an “expect further clearance” containing a higher altitude to expect at a specified time or fix, maintain the highest of the following altitudes until that time/fix:
(1)   the last assigned altitude; or
(2)  the minimum altitude/flight level for IFR operations.
Upon reaching the time/fix specified, the pilot should commence climbing to the altitude advised to expect. If the radio failure occurs after the time/fix specified, the altitude to be expected is not applicable and the pilot should maintain an altitude consistent with 1 or 2 above.

For the second question, the answer comes down to the definition of &quot;briefly&quot;. Is your hole big enough for you to get under the clouds, and is the ceiling high enough that you can remain VMC to land? If so, you should do so. But if you just briefly see the ground, or aren't confident that you could safely fly VFR to a suitable airport, then you should maintain IFR and continue flying your clearance. You may inconvenience a few controllers, but if you leave your cleared route only to discover that your intended airport is socked in, getting back to your route to resume your original destination puts you potentially low to the ground, and not along the route that ATC is expecting you:

Pilots should recognize that operation under these conditions may unnecessarily as well as adversely affect other users of the airspace,
since ATC may be required to reroute or delay other users in order to
protect the failure aircraft. However, it is not intended that the requirement to “land as soon as practicable” be construed to mean “as soon as possible.” Pilots retain the prerogative of exercising their best judgment and are not required to land at an unauthorized airport, at an airport unsuitable for the type of aircraft flown, or to land only minutes short of their intended destination.

That said, VFR traffic should always be looking for other aircraft - with and without radio contact. Radios are not required equipment, at least at non-towered airports, so landing among VFR traffic without a radio should not be a big deal.