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Posted On 03.02.09

Girlfriends are hard to keep happy no matter what.  As a young entrepreneur with very little income, it’s even harder to keep the boss happy.

Kim and I got into one of our worsts fights last week.  I don’t even know what started it; all I know is that it was the first time I felt her disdain, frustration, and anger with my career choice.  She has been the most understanding, wonderful person this past year and a half, but everyone reaches a breaking point.

At the climax of the fight, I realized what a terrible boyfriend I had been.  I made a promise to her and myself that I would not only make more time for her, but that I would use my time efficiently to make her happy.

You see, I have to approach this how I approach my company.  In my company, I can’t spend all my time doing C level work or just working for the sake of work; I have to efficiently use my time in the most productive way possible.  My job is to keep the company moving forward, not just surviving in one place.   Likewise, my job is to keep our relationship moving forward, and not just surviving in one place.

Here is how you can keep your girlfriend happy as an entrepreneur:

1. Wake up early

Such a simple piece of advice, but just so hard to execute.  Sleeping in late is the vice of the entrepreneur; we love to wake up late and stay up all night (usually past 3am) working on our projects.

A few things you can do to get your ass out of bed: set three alarms so that if the first one doesn’t work, the next two will; place the alarm away from your bed so that you have to stand up to turn it off; schedule early morning phone call meetings so that you’re forced to wake up early.

It’s a known fact that girlfriends love to go out at night.  Wake up early, work your ass off until the evening, and spend the night making her happy.  Trust me, this small piece of advice is going to do wonders for your relationship.

2. Don’t fall victim to cuddling

Man this is difficult! If cuddling was an Olympic sport, my girlfriend would win the gold medal.

Cuddling is like C-level work:  It’s the useless, pointless emails that you send; it’s the 2-hour long team meetings that are completely unnecessary.  You know why cuddling is a trap?  It’s because girls love to do it, but it doesn’t count as “doing fun stuff together” or “spending quality time together.”

Girlfriends want to be taken out; they want to engage in active activities with you.  Therefore, cut the unnecessary afternoon cuddling sessions and spend them either “spending quality time together” or working hard so that you can take her out in the evening.

3. Plan activities that don’t cost a lot of money and that don’t take up the whole day

Not everything costs money fellas.  Take your girlfriend out to a picnic, to a matinee movie, to the museum, or teach her how to play the guitar, skate, or surf.  All of these don’t cost a cent or cost very little.

Make her feel special and plan out these fun days that don’t cost a lot of money.  It takes up less time than cuddling, and it will count towards “spending quality time together.”

4. Plan out a relationship schedule much like how you plan out your business schedule

Yes, I know this sounds kind of weird, but it really does help.  My girlfriend and I now schedule a week of fun!

For example, check out this coming week:

  • Monday: I’m taking her skating at Mile Square Park
  • Tuesday: Movie Matinee (we’re watching Slumdog Millionaire)
  • Friday: Disneyland fireworks
  • Saturday: Picnic at the park

You know how much the above is going to cost me?  $30 - the cost of two matinee movie tickets, cheese, crackers, and wine.  By planning out the week, you do a couple of things:

  1. You optimized your time so that every moment that you’re spending with her is not idle time; rather, it’s fun quality time
  2. She can’t rationally complain that you guys don’t do anything fun together anymore because the proof will be in your calendar!

5. Don’t take out your stress on her

I’ve been guilty of this.  Entrepreneurship can be stressful, and people take their stress out on the people that they love the most.  What’s the best way to maintain your level of stress?  For me, it’s following steps 1-4 above.

Waking up early and cutting out cuddling time optimizes my time to do work and keep pushing my company forward.  Planning activities that don’t cost a lot of money and planning everything out a week in advance keeps my time as productive as possible and it means the time I spend with my girlfriend is always “quality fun time.”

By following steps 1-4, I have been able to achieve 5, which leads to a happy, healthy relationship.

I hope this helps and please share your tips in the comments section!

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Comments

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March 2, 2009 11:46 am

To help with #5, do a set of push-ups or sit-ups or something on the hour. It'll force you to get some movement in your day and help get some stress out.

March 2, 2009 12:09 pm

I completely agree. Going to the gym early in the morning makes me start off my day on a super excellent note.

The gym is also where I get my best ideas.

March 2, 2009 12:49 pm

@Jun: I love this post man! I'm always looking for quality advice on balancing my personal and professional relationships better.

Do you ever worry that you're managing your personal relationships too much like you would manage your business?  That would be my only concern about the advice in this post. Is it fair to think of your responsibilities to your girlfriend in the same way as your responsibilities to your work?

I think some of the most important things when it comes to successful personal relationships involve the little things that you can't plan for. But I guess that is true for a lot of the obstacles we run into in our startups as well.

March 2, 2009 1:08 pm

@Ryan - You bring up a great point: Is it weird to treat your relationship like your business. After all, work and life are supposed to be two separate things.

I feel that entrepreneurship is a lifestyle choice rather than simply just a career choice. I just started treating my relationship as a "business," so we'll see how it works out. So far, Kim and I are as happy as can be.

The awesome thing is that she read my post and now understands why I hate cuddling for long periods of time during the afternoon. I think this change of mentality will only make our relationship stronger.

Thanks for bringing up such a great point

March 2, 2009 8:11 pm

I love this article and I think it's also good advice for boyfriends who are also full-time students or who just have a very time-consuming job.

As weird as some people may think it is to look at a relationship like you would a business, it's actually extremely practical, and that practicality cuts down on the unnecessary fights and confusions that tend to crop up in most romantic entanglements. Plus, it focuses you to analyze and schedule, and work on maintaining your relationship; and when you do that, you reep what you've sewed.

Thanks for this article, Jun. I'm totally showing it to my boyfriend! :)

March 2, 2009 8:39 pm

@Kati - Thanks so much! Let me know what your boyfriend says.

It's always awesome to find people who understand their significant other's career choice.

March 2, 2009 11:42 pm

Don't fall victim to cuddling. Ha-ha. Love it!

Although it's true what you say about "cuddle time" not counting as "quality taking her out time", you can't REALLY cut out the cuddle sessions completely.

Want to know why? One word for you my friend - SEX!

Cuddling well help get her in the mood. And I know you don't want to cut back on that aspect of the relationship!

March 3, 2009 12:00 am

I cuddle after sex, not before.

My advice actually works perfectly for my relationship. I satisfy her, she goes to sleep, and I can go to work. It's a win-win for everyone

March 3, 2009 10:57 am

@ Jun: He laughed and then asked if I was actually going to let him wake up early.

@David: I think he means cutting out the cuddle-sessions that last for longer than the length of the movie you're watching, or the hours long sessions that are equivalent to vegging out in front of the television or sitting down to play one level of Portal only to return to work with the game finished and a few hours gone from your day. The point here isn't to eliminate the things like cuddling and video games, more to keep the things we lose time to in check.
And I'm sure no one here wants to lose the sex! :P

March 3, 2009 11:57 am

@Kati - Man I love this community. Girls and guys aren't afraid to say what's truly on their minds. I find that very rare and that's why I keep coming back to this site to meet you great people.

March 3, 2009 9:40 pm

I've been reading your post out loud to my roommate for the past 10 minutes. Makes a lot more sense than me just bursting out laughing at the computer for no apparent reason!

I think it makes perfect sense to approach a relationship with the same skills that made you successful as an entrepreneur. We all have talents and personalities that serve certain purposes, yours is an analytical business approach. And I'm sure in the long run though it seems very sterile, most every other part of your relationship won't be. :P

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