Should I change my startups name, making it more memorable, less generic & better fits future services, but domain will be a .me vs our current .com?

That one question entails several separate answers. .TRAVEL is little used and practically unknown to the general public, even though it has been around for 7 or 8 years. Partly that's because the .TRAVEL registry mandates a special application process that confines use of the extension to particular kinds of entities. Have you ever visited a .TRAVEL website? Most people have never seen one. And so, with negligible public adoption of .TRAVEL, you'd find yourself almost entirely alone explaining your name / web address over and over again. Names that require long explanations are cumbersome and forgettable. There's an added burden with vanity extensions such as .TRAVEL. Suppose you name your company or website "Exotic Travel". If you use Exotic.Travel because ExoticTravel.com is too expensive or else in use already, then you will either face a competitor who uses ExoticTravel.com or else you will need to purchase and maintain both domains. Owning a vanity extension without a matching .COM is almost always a bad idea. Some major websites have learned that the hard way -- often paying 5 or 6 figures to acquire the .COM domain they hoped to circumvent. I'm not a .COM purist. In fact, I'm fond of some domains in vanity extensions. But they should be used as a pair with the .COM most of the time. .ORG can be ideal for certain kinds of projects. But it's impossible for me to give an answer without knowing the name in question. If .ORG is part of the brand identity -- meaning that you're proud to display the .ORG -- then it can work. Nonprofits are especially well suited to .ORG for this reason, as are some other websites. However, if using the .ORG is merely a cheap knockoff of your first-choice domain, then people will perceive it rightly as just a cheap knockoff. We'd have to discuss the name specifically for me to give any meaningful feedback, though. Of course, you began by saying "there are no quality .COMs available". Frankly, that's probably not true. Availability comes in all shapes and sizes. It's certainly the case that most of the good .COM domains already belong to somebody. After all, the internet has been around for a few decades. Just as with the North American continent, every vacant lot has an owner by now. But many good .COMs, though owned, are nevertheless not in use -- and therefore available, depending on your budget. It's dangerous to settle for the first .COM you find that's available for $10. Almost by definition, those are precisely the domains that have interested nobody alive at all for 20+ years. However, I've been exploring the name space every single day full time for some years now -- often for myself but frequently for clients. And a small percentage of good domains do remain available. However, it takes experience to find them and tell the difference between fool's gold and the genuine article. With my last naming client, I'd say that less than 1% of my name ideas were unregistered. That's a long answer. Since it's now 1:17 a.m., I'd better cut things off at this point!

I like the name "Melissa" — but I wouldn't use a website URL like www.melissahome.com because it just doesn't feel "natural" — I would choose something that implies what Melissa means to us... For example: "Ask Melissa" or something like that. Good luck!

There are 3 schools of thought about what to call a marketing agency. The first says be practical and call it something that relates to the product that you are selling. Good examples of this include "Ideo" and "Whatif!?" in the innovation space and "mindshare" in the media space. The second is call it something more iconoclastic, abstract and creative like "Elephants can't jump" or "Lucky Generals". the third days call it after a name, whether yours or someone else's. This leads to "Ogilvy & Mather" or "Saatchi and Saatchi". There is no right or wrong way. You need to choose a name that you and your partners can get behind and that will work over a long period of time and as your agency evolves and morphs what it does. The only key point to remember is that a) you should be able to tell a story off it - after all this is what creative people are supposed to do - and b) it is memorable

I'd recommend that you check out https://leandomainsearch.com for names. Perhaps look at two-word .com names or even look at purchasing industry-specific names with newer domain extensions like builder.io or builder.to then offering these directly to builders etc

I have been managing multiple domains/sites for my clients since a few years now and I think the easiest and best way to do it in your case would be setting up simple WordPress sites on each one of them and managing them with something like ManageWP(https://managewp.com/) . If they're niche domains, you can monetize them through ads or use them as affiliate sites. Selling them can also be also an option. If you can get the sites to look fairly nice and if they are niche domains, you can sell them on sites like Flippa(https://flippa.com/) . Overall, you have many options. I'd be glad to help you in detail through a call if you want.