For me, the entire issue with new features being added to Pro only is that many of those features represent basic functionality which shouldn't really require a Pro or "premium" subscription. Therefore, the decision to enable them only for Pro users makes no sense. W&B is one of those features. One of ForeFlight's strengths versus the competition is flight planning, of which W&B is a part, and for which a "premium" subscription is otherwise not necessary. Enabling such features only for Pro subscribers reeks of using them as leverage to upsell premium subscriptions for those who otherwise do not need premium features (such as VFR-only pilots). Personally, I would expect track logging to be a Pro feature before W&B, but FF elected to present them exactly backwards. Development costs may be driving these decisions, but the marketing effort appears to be lacking.
If new significant features require the revenue stream from Pro subscriptions to sustain their development, and if $150/year really isn't an issue for most pilots, then perhaps FF should only offer one subscription level. Otherwise, I think a more logical approach would be to segment the products based on functionality, even if an enhanced version of basic functionality is enabled with the Pro subscription.
JKG
I know this is just opinion, but I strongly disagree. At the basic level, they offer a certain level of service. Either buy it or don't. Sometimes they improve it. That's a windfall. When it happens, you should be grateful. But to expect certain services to be added to the basic is a little much. As far as not having two tiers even be offered, why do you want to interfere with the business relationship that I and others have? Frankly, I think what they offer is a bargain at the pro level. If you want that service, pay up. If not, don't.