My personal take is that traditional dhamma teachers who work on institutional dana models solely have your spiritual growth in mind. So they will always tend towards feedback with a flavour of “you’re not as far as you think you are”, “there’s more to come”, “just keep going”. Because there also almost always is greater depth available.
Whereas people packaging jhanas up into a commercial package have a motivation that is at least in some small part commercial. So, they will tend towards “you can achieve everything by coming to one or a few of our workshops” / “our workshop that you did attend got you much further, much quicker, than other places would.” Because at least part of their motivation is to give you a sense you got value for money / something special / something that uniqueit justifies the price tag etc (and to get you to give eye-catching testimonials / referrals).
Also, the latter are often led by people who may have only meditated for a few years (or even less), part time in between other careers and so may have a more limited experience of what’s available. Whereas the former tend to be lifelong, full time spiritual practitioners who may have been doing this stuff for multiple decades. So have greater knowledge of and vision for the deeper experiences available.
Not saying this explains 100% of the variance but it’s a useful heuristic to look out for the degree to which these factors may be in play.