Don't be scared; just stop buying domain names for 60 days until you are smarter about the 1% of all domain names that end users actually want to register or buy from current owners. Note that 99% of all domain names you see out there are total crap and nobody will ever pay another owner for the domain name to take it off of their hands. Verisign says there are ~350 million domain names alive today. The top 1% represents 3,500,000 domain names, which is actually a huge number of domain names for domain investors to share in and try to sell to end users for top dollar.
To get smarter, study NameBio.com sales results every day, especially those names that sold for $15,000 and up. Go through all of Jamie Zoch's 'domain discoveries' posts on DotWeekly.com, reading them all from at least the past three years, while making notes of the kinds of names that large corporations bought. Write them all down. Notice the patterns. Put them into categories. Do an analysis. Formulate your buying strategy based on the patterns and your analysis.
Once you are smarter, slowly start trying to buy high quality domain names based on the patterns you uncovered. AVOID EXISTING TRADEMARKS LIKE THE PLAGUE. Use USPTO.gov to check for them. Try to get high quality domain names for the lowest prices you can get. Sometimes you'll win an auction with 25 other bidders and pay $1,000+ for the name; sometimes you'll win an auction where you were the only bidder and you'll snag it for $69. Make good offers to owners through WHOIS, Sedo, Afternic, and Uniregistry, etc. Buy quality at good prices.
Generally speaking: At this point in time of your domain investing career, AVOID HAND REGISTERING ANY DOMAIN NAME FOR $9. More likely than not, it will be money wasted because you will have created a new domain name that immediately falls into the bottom 99% of all domain names and won't be sellable to an end user. Ever.
Determine at what price you should offer your newly-bought, quality domain name for sale. Aim high. Do inbound or outbound, depending on your sales style and your personal need for cash. Set an annual sales goal. Break it into quarterly sales goals. Try to reach those goals based on new inventory you add to your portfolio and by testing different prices and different selling styles every six months.
Be sure to share your sales here at NamePros.com.