Pros and Cons of Online Dating as an Unattached Entrepreneur

21-23 september 2018 | Jenna Lane missouri |

Dating in 2018 takes work. Dating alone – takes work. Period.

For entrepreneurs these days, it’s hard to find someone who can keep up.

For single entrepreneurs, the challenge is even harder because of our living on the edge – in the “fast lane.”

However, fear not because all is not lost. Yet.

Back in the day, online dating used to have this negative connotation. Nowadays, it’s almost inevitable that the only way to meet people you can “click with” is through online dating apps.

If you’re anything like me, meeting people “organically” is still the way to go, but the norm seems to have switched in the digital age and I say there’s no shame in the game.

This past year I learned that entrepreneurship and dating – online dating – seem to have a lot in common: it’s a negotiation, a transaction and a deal in its simplest form.

Here are three pros and three cons of what online dating taught me in my approach to business and online dating and vice versa, which are more often than not interchangeable.

The Cons

Online Dating taught me:

1. Not everyone is who they say they are.

Safety first. Don’t get catfished. Look people up. It’s 2018.

Are they that gorgeous IRL (in real life)? Are they a real human being?

Does their dating profile coincide with their LinkedIn?

2. Appearances are not everything.

Yes, they’re smart, they’re a prospect, but what do they have to offer you besides their looks?

3. Actions speak louder than words.

What they message you is not always true unless they follow through.

Sometimes people talk to you just because they’re bored. They’re not really serious. You’re an option to them. Move on to someone who knows your worth.

Sometimes it’s not you; it’s them.

The Pros

Business transactions taught me how to:

1. Talk to people.

Start with the basics right off the bat. Don’t get sidelined from the left field later on. Do I think your price offer for my product is worth the same as its actual worth? Before you can ask this, however, first and foremost: know your product’s worth.

2. Sometimes no answer just means they’ve moved on.

It doesn’t have to be explicit. Sometimes a better price for you isn’t a better deal for them. Do yourself a favor and do the same. Nix yourself out of the equation and find a mutually beneficial deal.

3. Don’t chase.

No’s shouldn’t be taken personally (it’s a learning process, we all still have egos after all). Bottom line: A no deal is a no deal. But also: don’t rush. This just weeds out who belongs in your circle and who doesn’t. If a deal is supposed to happen, it will. Let it happen organically.

But really, all sarcastic jokes aside – external factors are very much involved when it comes to transactions, negotiations and deals in life, business and love.

Life is too short for games.

Know your worth.

Know who and what you’re worthy of.

In the end, remember that you deserve the best. #dontsettle2k18

Anna Ruth Ramos


Anna Ruth Ramos is a 23 year-old recent journalism graduate. She was born in Manila, Philippines and grew up in Miami and Lakeland, Florida. She went to high school in North Richland Hills, Texas and moved to San Diego, California for college. She attended Grossmont College, Azusa Pacific University in LA County and The King’s College in New York City.

She is a film aficionado who loves writing snippets of film reviews on Instagram and live tweets TV and award shows on Twitter. In her spare time, she likes writing short film scripts to save in her drafts.

She is passionate about women’s rights especially for the proper representation of women of color in media and advocacy for intersectional feminism.