@MediaCode I disagree, the waiting game may work for 20 years old .com domains that are category defining and how many have those in their portfolio? And even then - why not look around? That reminds me of when I started selling websites and people were like well here, I have a site now. But what’s your marketing strategy? Budget? Ideas? Well, I don’t have any, it’s online right? People will come. For real. Will they? How? How many? Why? Will the right people come, the ones you want, the ones who will like and can afford your product/service? That’s like sitting down saying well here I am, I am born, so am gonna just sit here wait for the right job to fall on my head, the right friends, the right person to come be my partner, just like that cose I am so wonderful and everyone should know that by default. Am gonna put 0 effort into letting everyone know that, proving it in any way or into improving myself.
The best real estate agents, the best hotels, the best everything are not only not just « sitting and waiting » but actually spending more on marketing than the average. I have worked for 14 years on branding and online presence for businesses and honestly domains are not on the top of the list, even for businesses that are well funded and have the cash to spend. Why? Because people don’t know, don’t understand, don’t think it’s important etc. Not just the businesses, the branding and marketing professionals they work with too - go ask how many advise their clients on domains (not many if any). So you can be sitting and waiting and on the other side you very likely have potential buyers not at all aware your domain exists or/and is of any value to them. Both lose. Nobody is saying you should go crawling to potential buyers but that applies to everything, it is a skill to present and sell and sure, as with anything, you should start with a good product/service, so be careful what you invest in.
And honestly, you have a good domain? Great. You can have a good domain and still blow it with bad sales techniques and presentation, you can be over confident the buyer will come and look at the rate at which companies start, grow and fail, your super buyer you’re waiting for can peak and perish without ever considering investing in your name (the average lifespan of companies is steadily dropping).
The idea of reaching out to potential buyers being seen as a weakness and as rude interruption very much equates to the general opinion that sales and marketing are unethical, unneeded etc. etc. and that is all throwing the baby with the dirty water. As with everything in life you have the good and the bad and it is your choice of how to apply those that makes the difference. One of the first sites I worked on was for sliding wardrobes, the guy was a one man band, working from his garage, was convinced a listing on yellow pages is good enough and his business is ok. Was I rude offering him a full on site where people can input their measurements, select materials and order a wardrobe online? Was I pushy? Was I weak? Sure I interrupted his day and it took some explaining but my main motivation was always that - yes, I want to get paid for my service but also yes, my service will bring value to that person/business. And it did, within few months from launching the site he called and asked to have a « shop is closed » sign added that he can put on and off as he wasn’t managing to complete orders. Employed 5 more people and got a warehouse. He didn’t know that opportunity existed at all. Wouldn’t have known if I was sitting and waited for him to come ask for a site. A bad pitch to a random person is surely rude and useless and only going to get you bad reputation. But that is not called outreach, that is called spam so just don’t do it.
So to summarise, do invest in good inventory but don’t sit and wait. Quality outreach is beneficial to all involved. If you politely present an opportunity to someone who is well targeted, so it is relevant to them that is not rude and the worst they can say is no and they will give you a reason - it’s expensive, they don’t think it brings value to them, they will rebrand anyway soon, maybe they want to but don’t have the cash so you can work on a deal etc. etc. And you can still chat and have a laugh if you’re human and create a valuable connection that may be used another time, you never know, the world is small and life is short. Nobody benefits from domains hanging doing nothing, you just sit and pay renewal fees.