Lately I’ve been texting this girl that I seem to like. Yet whenever I imagine us in a relationship I get concerned. And it’s that way not just with her but with any girl I really like. I just turned 22 in February and I’m still in College and have never experienced anything sexually. Never a first kiss, nothing.

I’ve been doing some self reflection trying to figure this out, but I don’t think it’s the fact that I’m new to these things. I think it maybe has something to do with my family situation. My dad, my sister and I aren’t close at all, we rarely even talk to each other, and we live in the same house! My brother and my mom and I have a decent relationship but for some odd reason we don’t feel comfortable expressing our love for each other. We do all love each other as a family, but after some arguments and some bad experiences with each other we seem to have grown apart to the point where it almost feels like were all strangers. The only member of my family I have a perfect relationship with is my little brother who is about to turn 9.

I look at how dysfunctional my family is everyday, and the thought of one day having to bring a girl home who I really like or a girlfriend to introduce or worse, her parents wanting to meet my own, scares me to death.

My parents are always arguing about stupid things, my brother and sister are always arguing, the dog is barking and it really is not what I want for my future girlfriend or even wife to have to see or deal with. My mom is overweight and has bad eating manners, my dad comes home from work and watches tv all day in the second living room all by himself. And my brother and sister lock each other up in their rooms and have zero respect for my parents. I can’t stress enough  how dysfunctional this family is, as of late there hasn’t been any horrible events, but in the not too distant past there has been many bad experiences. My dad has hit my mom before. Things of that nature. My parents provide food, and a roof over our heads and there is nothing lacking in that regard, but emotionally we just aren’t there for each other.

I feel the only way to fix our situation is to spend some time away from each other. That’s why I’ve been trying to save up so that I can move out soon, because I’m nothing like them. I’m an honest person, and I live my life well. Everyone that knows me is always shocked when they see who I live with, because they wonder why I didn’t turn out the same.

Anyways, if I was to tell my parents I had a girlfriend that I really cared about I would feel extremely vulnerable. They wouldn’t change there ways, not even for me and my future, or for the person I care about. And that would hurt me every single day. I hope this is making sense, it would be like a constant slap in the face, it would be like collectively they would be saying “we don’t care about you and your girlfriend, we’re just going to continue our old ways”. And my dad and mom would continue to under-appreciate me and all that I do, and  I just wouldn’t feel comfortable telling my parents about a girlfriend.

This is probably why I also feel odd when it comes to having a girlfriend I really like. I don’t want you to think that I can’t express love, I can and I do it all the time, for my friends and professors anyone else I care about. (Fortunately outside my family, I have plenty of good friends) That’s not the problem. I just can’t with my family, except for my little brother. It just feels “awkward” and strange. I can’t even tell them happy birthday, or happy mothers day etc.

After writing this, I take back what I said about feeling odd having a girlfriend, I’ve now noticed that’s clearly not the problem, the problem is my family, and the vulnerability that comes with them knowing something like this. I would just feel odd and guilty after having treated my girlfriend very nicely, and then I can’t even say a simple “hello” to my own sister or my own dad. I’d feel like a hypocrite, or something.

I’m afraid that the only way this family can be saved is by all of us siblings moving out, and living our own lives, and just not seeing each other for a while, then we can come back and really “start over”. Or maybe this just can’t be fixed.

I apologize for the rant, but I just wanted to be as detailed as possible so that you can clearly understand what’s going on  here. None of this will stop me from being in a relationship with someone special, but what should I do when it comes to telling my parents? And can this dysfunctional family be fixed?

Finally, have you ever heard of a situation like this before? I truly feel alone on this one.

I am simply overjoyed to have found your site. The resemblances in our paths seems uncanny, but you’re some years ahead and exactly where I want to be. I am a 21 year old with Aspergers, can’t keep a job to save my life, rarely change, shower or brush my teeth, and the only thing I’ve managed to make work for me is working in my parent’s bookstore.

Now I don’t get hours anymore and I am expecting a child, wondering how on earth to make it work. My partner and everyone around me says I would do best at creating my own job, but I can’t for the life of me figure out what that should be, or focus my energy on one thing long enough to take a project to fruition.

So my question is, when you were first figuring out how to get started at running your own projects instead of finding jobs to get fired from over and over, what was the most valuable advice you received or, alternately would in hindsight have hoped to know then?

I’m job searching, so I’m trying to put myself on paper. Something that occurs to me as one of my best skills is listening. I’m the kind of good listener that stranger tell their secrets to. People have brilliant ideas while talking to me. I’ve used it to get by in situations where I felt really lost and ignorant, like the summer I went to a hacking conference without knowing the slightest thing about computers.

I know this skill can be useful, because its how I’ve made most of my friends, its made people fall in love with me, and in school it got me great grades.  I just don’t know how to get a job with it. I don’t know what type of fields or positions it would be valued in. On a resume, it looks silly, and I worry it comes across as passive.

I have other skills too. I’m insightful and creative. I’m good at leading people and inspiring them (used to direct plays). In my heart I think listening is what makes me stand out, and strengthens my other skills.

P.S. I notice people mention their personality type in your letters, I’m definitely either INFP or ENFP.

I am an artist that has been drawing since I was four, dabbled in oils for a while then took a ten year break from art all together. I just recently picked it back up about a month ago and with my husband’s blessing I have decided to pursue an art career part-time. There’s a lot of information that I have been reading and researching on the Internet but it can be overwhelming sometimes!

Any advice for beginning artists like me? I have a goal to build up my portfolio to twenty art pieces by the end of this year, and I am currently enrolled in an art business and marketing webinar course online (it’s a 2 month course). I’m reading books, reading tips online, practicing my painting, I have a website and social media pages for my art. Am I missing something? You can be honest with me. I know most people do not think it is realistic to pursue a career as an artist, even part-time.

I’m 27 and happily married to my husband (33) but my career is worth nothing but emotional torment. I work at a bank and my job is administrative and empty and horrible for my creative soul but it pays the bills. We are getting ready to start a family and need my job for the maternity leave. My husband makes decent money working for smaller companies and has full flexibility over his calendar, but we rely on my corporate role for the job security, perks and benefits. But I hate it and I am dying every day. Worse, my manager and I DO NOT get along.

Do you have any advice as to how to balance my everyday misery while I hang onto the job for what it has to offer? And do you have any advice for finding more meaningful work while I am on maternity leave so that I can establish something for myself, independent from the corporate world?

Should I continue collecting unemployment insurance as long as I can, or accept the next job offer I get?

Right now I’m happily collecting unemployment, and applying and interviewing for new jobs at a steady pace.

I am really enjoying not working for the first time in years. I can live comfortably off of my savings unemployment benefits until they expire. I volunteer for several organizations I love, so I am still very busy. And for the first time in my life, I might have the time, energy, and means to really travel, as long as I continue to adhere to my state’s unemployment requirements. I also have plans to start in-state graduate school in the fall for a professional degree program that I know will expand my skills and career options in my city, so I’m not totally without direction.

I am 26, have a 4-year college degree, no loans, work in journalism, and live in the Midwest, where jobs in my industry are harder to come by.

Is it career suicide to just remain unemployed between now and graduate school? Will the gap in my resume become too much of a problem after a couple more months pass? I am looking forward to getting back to work in what will hopefully be a less decrepit environment, and with every passing week I get a little bit more anxious about just finding a job already. I agree with you that it’s good to try new careers, but how often is one lucky enough to be on unemployment and without a care in the world? I also don’t think my story should raise any red flags with future employers, since essentially, “My contract with company X expired in February, and I elected not to stay because I wanted to travel and pursue personal projects. I felt like my goals and skills had outgrown that position and company, and now I’m really eager to apply myself to the next opportunity.”

Thank you so much for your time, Penelope.

I really want to get a job as a creative director in advertising, because I’ve realized it’s my calling. The problem is my background is very diverse. I’ve had a lot of different jobs, like working in transportation and television and at a chiropractor’s office. It’s very unique experience, so I don’t know how to tie it all together when I write my resume.

I know my jobs have been all over the place but I don’t have a lot of gaps, though I did take some time off to care for a sick family member. I know if someone just hired me as a creative director, I’d do really well at the job. I was even doing that job in all but title as a freelancer at a friend’s agency, but they’re not hiring right now.

After reading through some of your blog entries I took the personality test. The results I received are ENTJ. I’m not sure this is right. After poring over the page of different personality types and I’m leaning towards ISTP.

Coincidentally, your Feb 4th blog post “How to balance your business and your family” really resonates with me. My wife just quit her job in September to start her own business, and I have been the sole breadwinner. I really understand the costs involved, as she has also developed a website using a third party developer, and I try to support her need to have a “low burn rate” when building the business. The description of your husband as an ISTP seemed more in line with my personality. Barring any further chameleonic tendencies…

Even more coincidentally, I stumbled upon your website after having what is probably the twelfth conversation with my wife on the topic of I probably have Asperger Syndrome. I don’t know, I may or may not have AS, I don’t really care, other than the fact that my wife is having trouble connecting with me.

We’ve been through couples therapy a couple of times, and she’s been trying to figure out why I’ve been so pessimistic and possibly depressed since leaving an awesome job designing airplanes in Atlanta to move to Idaho to raise our two kids. She has a support system here, but I have some adjustment anxiety (psychiatrist’s words). Having relocated to the Midwest from an urban area, you probably understand the adjustment.

So yeah, I’ll probably follow your blog from here on out, mostly because you seem to be able to articulate things my wife is going through in a way I can understand them. And I can use some of your techniques to better connect with her. And some more of your techniques to further my career. Thanks for doing what you do.

I’m in the midst of reinventing myself from an administrative to a post-MBA professional worker. I’m finding it to be a lot harder than I expected to make that transition. Can you give me some advice?

I have been following your posts about men, women, employment and SAHParent balances and power struggles. I am not sure if this is the right place to ask you, but here it goes.

My passion is acting. My husband is an uber expert in his field of IT. We (Gen Xers) met in college where I was a Theater major, and he a Psycho-biology major who wanted to be a dentist. I wanted to break into the industry, but couldn’t in Los Angeles. We now live in Atlanta with two children. Lately, acting opps are presenting themselves, and I started to do some film/tv work without disruption to my day job.

For the last 15 years I’ve been working full-time jobs I never really cared for, just going through the motion, because being a SAHM does not interest me, and my hubby threatens divorce if I were to quit my job.

I am trying to build a case to give this acting thing a real shot. I can make some income on a weekly basis doing just extra work while doing auditions in between that. He wants me to work steady, predictable jobs. I make less than 1/3 of what he makes (he is in high 100K range). Other than needing to spend less on groceries and vacations, we could survive for awhile on his salary.

Over the years, he seems frustrated that I never “advanced” my career, or appear happy with what I do. I have a physical condition that will lead eventually (probably in a decade) me filing for disability. So between that, and the short window of time to do this, I feel like he is “forcing” me to break apart our family and marriage. I don’t understand this dynamic – a spouse that makes good money and LOVES what he is doing, but equates his wife’s passion as a deal breaker, and not as a career.

How do I negotiate this? Thanks for listening.

PS He now travels a lot in his job, so I am more or less a single parent shuttling the kids to extra curricular activities and doctor’s appointments and helping with homework besides working 8-5pm weekly, Mon-Fri.

©2023 Penelope Trunk