I convinced my boyfriend to start a business with me. We broke up once, and the company failed, but we're now married. (2024)

  • I met my future husband online, and we started a business together.
  • We fought often and even broke up and tried to maintain our professional relationship.
  • The business eventually failed, but we're married today.

I convinced my boyfriend to start a business with me. We broke up once, and the company failed, but we're now married. (1)

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I convinced my boyfriend to start a business with me. We broke up once, and the company failed, but we're now married. (3)

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One fateful day, I surprisingly signed up for an online dating service after several failed relationships.

My future husband, Gary, was late to my online dating party. When he found me and expressed interest, I'd already booked several initial coffee dates with others. I messaged him that I had a "full plate" and wasn't scheduling any more dates.

Gary responded, "Well when you take that plate out of the dishwasher, I'd love to meet you." I was intrigued by his response and humor, so we spent the entire day messaging back and forth. By the end of the day, I had canceled all the other guys.

From there, our relationship — both romantic and professional — has been anything but smooth.

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Our first date was magical, and it started a roller coaster journey

Gary was on a mission to nail our first date, probably because I told him if our date went well, I had front-row seats to a concert the following week. When I opened my door on date night, there stood Gary with a massive display of exotic flowers. I literally had to look around the flowers to see his face, and thankfully, he looked like his photos.

From there, we walked out to a waiting limo and fell in love on the ride to our first dinner together. At the five-star restaurant, a box of red roses awaited me on the table.

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We became inseparable. We fell in love that night, and it was the start of our whirlwind romance. A year in, we broke up for the first time because I couldn't stand his snoring, but we eventually came back together and started dating again.

But then we started a business together

I had been working on a side startup project. I needed Gary's expertise to bring it to life. One day I proposed that he partner with me so we could build out a prototype. He accepted.

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Days turned into months as we worked side-by-side on evenings and weekends. We bantered around creative ideas and fed off of each other. It was mostly fun, except for when we disagreed. I elected myself the final decision-maker since it was my idea. That proved challenging for both of us.

After several arguments over the business, we broke up again. I told Gary I still wanted to work with him and have him keep his ownership in the business even though it was not yet fully launched. He agreed, and we continued to work side-by-side, but without the "benefits" of an intimate relationship. It was awkward, to say the least.

The business took off, and so did our relationship

We quickly fell back into our "intimate" relationship and started therapy. Along the way, I secured funding for the business, and we launched full-scale. We hired several employees and started building out our software and web platform. It was exciting, exhausting, and the equivalent of a jungle safari without a guide.

The lines between our personal and work relationships blurred into an endless fog. We struggled to leave work conversations out of our personal time, and usually, it was an epic fail.

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Eventually, the business failed, but our relationship didn't

Just as our business was getting close to actually making money, the economy did a major nose-dive. Our advertisers pulled out. We blew through our funding. The business had to be shut down. Our business dream and finances went "poof." We were left numb.

Most couples would have annihilated each other. But we had grown as a couple throughout the highs and lows of our breakups and hardships. We had learned to have each other's back and to maneuver the tough decisions together. A bond had been created that grew stronger with each bomb tossed our way.

We recovered, got married, and others say our relationship inspires them. If only they knew what we weathered in order to become unbreakable.

I convinced my boyfriend to start a business with me. We broke up once, and the company failed, but we're now married. (2024)

FAQs

Is it a good idea to date someone who just broke up? ›

Rebound relationships are rarely a good idea, but in the right circ*mstances they can blossom into something deeper. As a rule, it's best to wait until you're emotionally healed – at which point there's eharmony.

Is it a bad idea to start a business with your boyfriend? ›

“The most important thing is to be really honest with yourself about the relationship dynamics, and trust your gut instinct. If you have a fiery relationship, adding a business partnership to it is unlikely to end well!”

Why you shouldn't start a business with your spouse? ›

Potential cons of starting a business with your spouse:

More stress related to business activities that both of you are invested in. Potential miscommunications in the spousal relationship due to tensions in the working relationship. No separation between work and personal life.

Can you start a business and be in a relationship? ›

When first starting a business, spouses and partners need to communicate their needs to each other, especially when it comes to figuring out a work-life balance that feels comfortable for both of them. However, said O.L., it can be a challenge to not wear your emotions on your sleeve with each interaction.

Should I date someone who isn't over their ex? ›

If you've met someone who is fresh out of a relationship, give him time to heal. Let him go through his journey of getting over his ex. It's a journey he needs to undertake alone. Because if he doesn't, he might bring the ghosts of his past into your present, and that can lead to a haunted, unhappy relationship.

How long do guys wait to date after a breakup? ›

Wait at least 3 months before you start dating again.

If you've broken up after a long-term relationship, you may need more time. 6 months to 1 year is a good rule of thumb if your last relationship lasted a year or more. If you feel like you need even more time, that's okay!

What is the dark side of a business relationship? ›

Dark-side relationships are characterized by negative attitudes to conflict, high tension, severe conflict, and the deterioration of trust, commitment and cooperation. Severe conflict is a clear manifestation of dark-side relationships that are irritating, often costly, and cause increasing worries of opportunism.

Is it better to start a business on your own or with a partner? ›

One of the major reasons that businesses fail is because the business owners do not have experience running a business and are unsure of what to do. Having a partner, particularly one that has business experience if you do not, can significantly decrease this type of risk.

What are the qualities of a bad business partner? ›

Lying and mood swings are obviously bad qualities in a business partner. But even things like taking a long time to respond to emails or phone calls, not answering questions directly or giving incomplete answers are all signs that your partner isn't a good communicator – which could mean trouble for your business.

What is the divorce rate for couples who start a business together? ›

The divorce rate is higher for business owners than in the general population. In fact, studies show that divorce among entrepreneurs ranges between 43 and 48 percent.

Can I start a business without my wife? ›

If you started the business on your own, without active help from your spouse or partners, or without forming an LLC or corporation, then you may be considered a sole proprietor.

Can a business owner pay their spouse? ›

You must ensure that your spouse is not your business partner and is a bonafide employee instead. You can prove this by paying them appropriate salaries and assigning them responsibilities just like any other employee. Paying Tax-free Employee Benefits to Your Spouse is another way of saving on tax amounts.

Why you shouldn't date too soon after a breakup? ›

So much of life is about learning and growing from our experiences. And I believe that when we don't give ourselves time to reflect before jumping into the next relationship we set ourselves up for repeating the same mistakes from before.

How many months should you wait to date after a breakup? ›

'A general gauge is to add a month for every year you were in the relationship, so for this break-up that would be a three month wait for me,' she says. 'However, one month in, I had a pivotal moment when I was out for drinks with some friends.

Do relationships last after a breakup? ›

If you're considering a relationship after a breakup or have already entered one, you might wonder whether it will last. "Rebound" relationships can last long-term and may be healthy, like any relationship.

Is it wrong to love someone after breakup? ›

Lots of people find it difficult to seek a new relationship after a broken heart. A deep love for partners in past relationships is not abnormal, but can cause lot of pain and self-esteem issues. Even after a long time, you might consider your partner to be a good person and potentially go on a date with them.

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