In my opinion, the best intake system for a mildly modified flathead in a relatively heavy car is a small base Rochester 2G series carburetor on a bored out 4-bolt Mercury manifold. Most of these carburetors came on 265/283 Chevrolet small blocks and flow just about twice as much as a stock Holley 94. This will give you the benefit of dual carbs without the complications of multiple carburetors. I have been running this combination on the 255 ci '51 Merc in my '51 club coupe for the last 4 years and am completely satisfied. I can provide further details if you are still interested.
Another thing to consider; a lot of people think that just bolting on a set of "High Compression" heads will automatically increase performance. This is not necessarily true, especially if the heads are used. The clearances over the valves and piston top are quite important; if they are too little, you can have interference problems. If too much, the combustion chamber will be inefficient and not provide optimum performance. If the guy doing the work has proper knowledge of this and will fit the heads specifically to your engine, it should work out fine; If not, it appears to me that he just wants to sell you a set of heads.
About 25 years ago, I had a 276 ci flathead built and just bolted on a set of Offenhauser heads and let it go at that. I was always disappointed with the performance of that engine. The last two engines I have built had the heads modified to provide .050" clearance over the piston crown and have been much more satisfied with the performance it provided. In my opinion, custom fitting the heads to provide the proper "quench" is the single most important factor in maximizing the performance of a normally aspirated flathead engine.
These factors are a bit too complicated to be completely addressed in a preliminary thread such as this. Do some searches on "quench" and possibly "squish" on this forum and read away. Some research into the theories of Sir Harry Ricardo may also be in order.
Sorry to complicate things for you, but if you are going to spend the time and money required to do this these days, you should do it an a way to reap the maximum benefits of your effort.