Diana Helmuth

Diana Helmuth

Diana Helmuth is an award-winning nonfiction author, former Silicon Valley startup veteran, and disgraced cupcake baker. Her writing centers on advice, travel, the outdoors, and cultural trends. She has been a featured contributor at The Bold Italic, LongReads and Adventure Journal. You can see more of her work at dianahelmuth.com.

    How to Get a Second Date
    Dating

    How to Get a Second Date

    We like to pretend romance is easy; that if it’s meant to be, things will just click. This belies the reality that we have plenty of opportunities to miscommunicate and get it wrong, even if someone is right for us. With that said, let’s discuss some general tips for how to get that second date. […]

    Best Way to Answer “What Are You Looking for in a Relationship?”
    Dating

    Best Way to Answer “What Are You Looking for in a Relationship?”

    “What are you looking for in a relationship” is a deceptively simple question to answer. Most people have a fast response: “someone to spend time with,” “someone who gets my humor,” “someone who shares my enthusiasm for micro-greens sprouting.” All of these answers are valid. But they aren’t actually answering the question. They are about […]

    It’s time to start dating in 2024! But how do you meet someone special? Follow our guide on how to find a good man in the new year.
    Dating

    Finding Love in 2024: How to Find a Good Man

    It’s a new year, and you are feeling bright with resolution, especially when it comes to partnership. Perhaps 2024 is the year you’re determined to find your forever person. But how do you find a good man in the first place? Well, believe it or not, there’s a lot more that goes into finding a […]

    New Year’s Eve is a night when all kinds of sparks fly, but is a first date on New Year’s Eve the right call?
    Trends

    Should You Go on a First Date on New Year’s Eve?

    Whether you’re finally getting the courage to ask someone out or considering meeting one of your Tawkify matches for the first time, you might be wondering if you should round out the old year with a new date.  Now, you probably already realize there are a lot of expectations when it comes to holiday dating. […]

    Religion

    Should You Pursue a Person…or a Relationship?

    When going out into the world (or, more often, the internet) to seek love and companionship, most of us decide to date someone based on how they make us feel, or based on attributes we seek in someone else. Most of us don’t think about the relationship we want. We think about the person we […]

    Trends

    The Skeleton Game

    You are standing in a room. Paint it however you like. Change the lighting. Invite some furnishings. A lamp. A rug. Some music even. Make it relaxing. This is your safe haven. Ahhhh. In the back of the room, there is a closet. The closet is filled with skeletons. You hate the closet…

    Dating

    Delist Your Love Life

    There is a common myth frequently harbored by those seeking love: it’s dangerous, it’s misleading, and it masquerades itself as discernment. This article is for every one of you who’ve declared: “I know what I want.” Well…no, you don’t…

    From the Experts

    What Women Really Want

    Don’t worry, this is not a bait-and-switch headline. I’m going to tell you what women really want. And men too, while we’re at it. I’m writing on behalf of a matchmaking company, after all. Lean in. What women (and men) really want is…

    Get Started Toward Your Last First Date

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