Thanks Polareagle, I appreciate your comments. My main issue was the assumption. There was no other information provided from which to make the assumption (e.g., don’t know me or another source that does), and the assumption was way off base. I provided info to challenge that assumption. It’s like the LSAT; the answer lies within the fact set provided, not an assumption from extraneous sources or personal experience. If additional information is needed for clarity or the previous was incomplete to comment, then additional data should be gathered from the source, or a reliable secondary source, if available, in which to opine. With all this said, an olive branch …
The other poster’s comment about me being defensive and arrogant … Well, my comments and your acknowledgment buttress my position. Arrogant? I spelled out what I’ve done and willing to do to get a job. In some communications to potential employers, in so many words, I gave them a satisfaction guaranteed or your money back proposal. Still no takers. Many might consider that lack of interest rather humbling. I sure do. I’ve had more than a few responses after interviewing that they were concerned I would be “bumping up against” the team leader, etc. I made clear I have ambitions, but I have no problem “subordinating” my position so I can contribute to the team and the company as a whole, that any promotions would be after they deem it appropriate given my contributions, that I wasn’t “gunning” for anyone’s job. I’ve had several people that know me can’t believe someone hasn’t made me an offer. A few made a similar comment, that they’re a bit insecure, that I overwhelm them, etc. Perhaps, but I don’t know if it’s true. If the others truly knew me, they would want me to be their wingman; I would “fly in a very tight formation.” I have an ego, but I would suggest that those folks that know me would say it’s not overinflated. Rather, it’s kept relatively in check.
I make clear in my discussions with employers that I’m not interested in “being an academic.” My first priority is my career. Probably the key issue an employer might have for someone that’s been out of work is skill atrophy. The additional training and education keep my skills fresh and extend them. My prior masters’ were in-person, but others would be done online if it’s an option.
From a cursory glance, it may look as if I have no rhyme or reason, but trust me, there’s a lot of hypotheticals I run through my head, way beyond second-order thinking. As Gretzky’s Father told him, “Skate to where the puck is going, not where it has been.” I spend a lot of my time doing research about where many think “the puck is going” and position myself accordingly, such as the greater emphasis on more quantitative and technical aspects in financial services, which I addressed in my prior post. In the past, there was the debate of the generalist v. specialist route. You could rise quicker if you became really good as a specialist, but in order to take a really senior role, you would need to transition to a broader scope. Knowing when to make that transition, if it became available, was crucial, but there was also the issue if your “silo specialty” became obsolete. If it’s not transferable, it’s pretty much game over. The generalist faces the opposite. From what I’m reading, the future expects both “broad and deep.” A few years ago, I heard an updated version of the jack/jill of all trades, master of none idea, to a jack/jill of all trades master of one. Now, it’s master of 1+.
My first master’s is in accounting at a very good school (but not a top 10), which complements my background doing fundamental financial analysis. Around that time, there were several high-profile accounting scandals (e.g., Enron, WorldCom), and folks with accounting knowledge were at a premium. Many top-tier MBA programs have limited accounting course offerings or given other curriculum requirements, a student is constrained even if accounting was their concentration. I never wanted to be “an accountant,” but the knowledge/skills is the foundation for the analysis. For example, a company touted its significantly improved results in an earnings call. The knowledge I received with this master’s helped me to identify that while there was some “improvement,” 2/3s of it was solely-related to an accounting change, a recategorization, not due to underlying economics. When I brought it up, nobody else (non-company) on the call caught it. Company reps mumbled a bit, then admitted I was correct. That knowledge mitigated risk to our portfolio position.
I pursued the Magic 7 MBA to feed my interest in finance and economics, as well as more accounting courses. It complemented my interests, career background, and other master’s. Additionally, for a lot of jobs in financial services, “pedigree” matters. For example, when I interviewed at an investment bank, the guy asked me why I went for my MBA after my master’s in accounting. I asked him with all of my other work experience and my master’s in accounting, if I didn’t have the MBA from the M7 school on my resume, would I be sitting there interviewing with him. He said, “no.” I said, “there’s your answer.”
The other master’s is an interdisciplinary program in law, economics, and international relations, areas in which I have an interest, and they have an impact on the financial markets. I’m a voracious reader, including the subjects aforementioned. A director of the program mentioned 10 newspapers/magazines as sources for the subject matter. I already had subscriptions to eight of those sources before matriculating. So, the program wasn’t so much as pursuing an unrelated degree, it was more of an extension of what I was already reading in my free time, albeit more in-depth and robust and “putting my thoughts on paper and having them assessed.” Of course, there’s the added benefit of the alphabet soup and access to another alumni network at a prominent university.
I’ve always had an interest in the law, with the exception of when my Father was preparing for the bar, as I witnessed when he lost it with his rug rats and the neighborhood kids running around making a ruckus. That made a lasting impression, figuratively and literally. Don’t worry, no one was hurt, but a piece of furniture was definitely worse for the wear …

I threw this in as I’m sure many lawyers can relate.
I reiterate, I do appreciate the comments within the scope of the question. If there are other comments or opinions extraneous, that’s fine too, so long as they are constructive and not based on unfounded assumptions. I also want to clarify my comments made in response to prior posts were explanations, not excuses. There’s a difference between the two.
Here’s the big picture, I’m looking for the best (i.e., effective and efficient) use of my time that align with my interests and career aspirations. I’m contributing to my community with nonprofit activities, I don’t have personal relationship commitments (i.e., divorced (coincidentally, she’s a lawyer) and “cautious”), but I’m generally friendly and enjoy walking around my neighborhood and having in-depth discussions with my friends and neighbors. Not to get too theological, but I’m right with my Maker, and study The Word frequently. All such activities will continue regardless what I may do. I’ve also researched some stuff for various hobbies/activities (e.g., art and architecture, food and wine, music, physical activities). If I’m going to pursue them, it would be in the context of “kicking it up several notches” rather than just dabble in it. With that understood, while some of it can be done online, much of it would be in-person. Given the virus, I suspect there will be residual effects with the distancing issue, making much of it difficult if not infeasible for some time. So, it comes down to “and what else …”? Central to the question is opportunity cost. See, I learned something in b-school after all.
I’d rather spend it productively based on the interests and career aspiration parameters, which brings me to law school and/or perhaps other graduate work. “My motor is running.” Rather than keep “revving it up” yet “remaining in neutral,” I want to “slip into gear” and move forward.
This discussion board has already given me some ideas. I thank you all. I can just copy and paste most of the discussion here, and I’m well on my way to finishing an autobiography. I did mention I’m big on efficiency. I’ve also been told I need to work on my verbosity. These messages provide information I can use for my application for a Ph.D. in Editing from the Blasé Pascal School …
Best regards to all the posters, I wish you much success in your endeavors.