Note: I asked this question in early 2009. A couple of months later, I found a great job. I've previously updated this question with some tips for whoever ends up in a similar situation, and now cleaned it up a little for the benefit of the fresh batch of graduates.

Original post:

In my early 20s I abandoned a great C++ development career path in a major company to go to graduate school and get a research masters (3 years). I did another year in industrial research, and then moved to the US to attend graduate school again, getting another masters and a Ph.D in software engineering from a top school (another 6 years down the drain). I was coding the whole way throughout my degrees (core Java and Eclipse plug-ins) and working on research related to software engineering (usability of APIs).

I ended up graduating the year of the recession, with a son on the way and the prospects of no healthcare. Academic jobs and industrial research jobs are quite scarce. Initially, I was naive, thinking that with my background, I could easily find a coding job. Big mistake. It turns out that I'm in a complicated position.

Entry level positions are usually offered to college undergraduates. I attended my school's career fairs, but you could immediately see signs of Ph.D. aversion and overqualification issues. Some of the recruiters I spoke with explicitly told me that they wanted 20 year olds with clean slates, and some were looking for interns since they are in various forms of hiring freezes.

I managed to get a couple of interviews from these career fairs and through recruiters. However, since I've been out of school for a long time and programming primarily in Java, I am also no longer proficient in C/C++ and the usual range of college-level interview questions that everyone uses. I had no problems with this when I was 19 and interviewing for my first job since a lot of what you do in C is manipulate pointers and I was coding C++ for fun and for school. Later I was routinely doing pointer manipulation on the job, and during my first masters taught college courses with data structures and C++. But even though I remember many properties of C++ well, it's been close to ten years since I regularly used C++ and pointers. As a Java developer I rarely had to work at this level, but experience in OOD and in writing good maintainable code is meaningless for C++ interviews. Reading books as a refresh and looking at sample code did not do the trick.

I also looked at mid-to-senior level Java positions, but most of them focused on J2EE APIs rather than on core Java and required a certain number of years in industrial positions. Coding research tools and prior C++ experience doesn't count.

So that sends me back to entry-level jobs that are posted through job-boards, and these are not common (mostly they are Monster junk), and small companies are even less likely to answer a Ph.D. compared to the giants who participate in top-10 career fairs. Even worse, in many companies initial screening is done by HR folks who really don't want to deal with anything anomalous like a Ph.D.

Any tips on how I should approach this intractable position? For example, what should I write in cover letters?

Note that while immigration is not an issue for me, I cannot go freelance as I need the benefits (and in particular group health insurance). During my studies I had no time to contribute to open-source projects or maintain a popular blog, so even if I invested in that now there would be no immediate benefit.

Updates:

In the two months after posting this I received several offers to work as a core Java developer in the financial industry and accepted one from a firm where I am working to this day. For those who find themselves in similar situations, here are my tips:

• Give up on trying to find an entry level positions. You can't undo time.

• Accept the fact that there is Ph.D. discrimination in the job market (some might say rightfully so). It is legal to discriminate based on education. No point fighting it.

• The most important tip is to focus on the language you are comfortable with. The sad truth about programming in a particular language is that it is not like riding a bike. If you haven't used a language in the last few years, and can't actually apply it routinely (not just as a refresher) before you start your search, it is going to be very difficult to do well in an interview. Now that I'm interviewing others, I routinely see it in folks with a mixed C++/Java background. We maintain "a shadow" of the old language but end up with a weird mix that makes it hard to interview on either. Entry-level folks are at an advantage here since they usually have one language. Memory can help you do great in a screening interview, but without recent day-to-day experience, code tests will be difficult.

• Despite the supposed relation, core Java programming and J2EE programming are two different things with different skillsets. If you come from academia, you likely have very little J2EE experience and may find it hard to get accepted for a J2EE job. J2EE jobs seem to have a larger list of acronyms in their requirements. In addition, from interviewing J2EE developers it seems that for many there is a focus on mastering specific APIs and architectures, whereas core Java development tends to be secondary. In the same way that I can no longer manipulate pointers well, a J2EE developer may have difficulties doing low level Java manipulation. This puts you at a relative advantage in competing for core Java jobs!

• If you are able to work for startups (in terms of family life and stability) or migrate to startup-rich areas such as the west coast, you can find many exciting opportunities where advanced degrees are a benefit. I've since been approached by several startups, although I had to decline.

• Work through a recruiter if possible. They have direct contacts with the hiring parties, allowing you to "stand out". It is better to get a clear yes/no confirmation from a recruiter on whether a company might be interested in interviewing you, than it is to send your resume and hope that someone will ever see it. Recruiters are also a great way of bypassing HR. However, also beware of recruiters. They have a vested interest and will go to various shady practices and pressure tactics. To find a good recruiter, talk to a friend who declined a job offer he got through a recruiter. A good recruiter, to me, is measured in how they handle that.

• Interview for the jobs that require your core strength. If you're rusty or entirely unfamiliar with a technology around which the job revolves, you're probably not a good match. Yes, you probably have the talent to master them, but most companies would want "instant gratification". I got my offers from companies that wanted core Java developer. I didn't do well on places that wanted advance C++ because I am too rusty and not up to date on recent libraries. I also didn't hear from companies that wanted lots of J2EE experience, and that's ok. Finding companies that want core Java without web is harder, but exists in specific industries (e.g., finance, defense). This requires a lot more legwork in terms of search, but these jobs do exist.

• There are different interview styles. Some companies focus on puzzles, some companies focus on algorithms, and some companies focus on design and coding skills. I had the most success in places where the questions were the most related to the function I would have been performing. Pick companies accordingly as well.