If I Dated My Hustles: Why Entrepreneurship, Writing, and AI Automation Feel Like the Ultimate Situationship
Forget flowers, chocolates, and dinner dates — the real love stories in my life aren’t found on dating apps. They’re in my hustles. Yep, the side hustles, main hustles, and “on-again-off-again” projects that have me up at 2 a.m. thinking about my future. If I actually dated them, some would be clingy, some would be heartbreakers, and others… total red flags I keep running back to anyway.
Because let’s be honest: hustles and relationships? Same energy. Both come with drama, late nights, ghosting, toxic habits, and that confusing mix of “this is stressing me out” and “I can’t live without it.” So today, in the spirit of Couple Day, let me introduce you to the lineup of lovers in my entrepreneurial life.
Writing – The Situationship
Writing is that person who swears they’ll call you back, disappears for weeks, then shows up with flowers like nothing happened. When it’s good, it’s really good — smooth flow, deep connection, and words that feel like magic. But when it’s bad, it’s pure silence, ghosting you mid-sentence like, “Sorry, I lost feelings.”
Still, I can’t quit. Writing is my longest-running love story. It challenges me, inspires me, and even when we fight, I always end up coming back. Call it toxic, call it romantic — I call it my forever situationship.
AI & Automation – The Perfect Boyfriend (With Trust Issues)
If I had to describe AI & Automation in one word, it’s reliable. This is the partner who handles things for me, makes life easier, and shows up whenever I need help. Always listening, always learning, always making me look like I’ve got my life together.
But here’s the catch — sometimes he lies with confidence. AI will hand me the wrong information like, “Trust me, babe, I know this,” when he absolutely doesn’t. Still, I forgive him because at the end of the day, he gets things done. He’s the one I see a future with.
Coding – The Complicated Crush
Ah, coding. My smart, mysterious crush who speaks in a language I only sometimes understand. One day, we’re vibing, building cool projects together, and the next, I’m staring at an error message like, “Do you even love me, or are you just here to confuse me?”
Coding is attractive, no doubt. The possibilities are endless, the potential is massive. But just like a complicated crush, it requires patience, commitment, and a lot of late-night Googling.
Personal Branding – The High-Maintenance Diva
Personal branding is the lover who wants all your attention. Daily posts, curated vibes, perfect photos, consistent stories. She’s the diva who needs constant validation, constant energy, and constant “dates” just to feel secure.
But when she loves you back? She gives you confidence, opportunities, and connections you’d never dream of. High-maintenance? Yes. Worth it? Also yes.
Entrepreneurship – The Ride-or-Die Partner
Finally, there’s entrepreneurship — the chaotic, unpredictable, but undeniably loyal ride-or-die. This is the lover who keeps you broke one week and spoils you the next. Sometimes reckless, sometimes romantic, but always addictive.
Entrepreneurship isn’t the easiest relationship. It comes with stress, uncertainty, and moments of “why am I even doing this?” But deep down, I know it’s the one for me. Messy, dramatic, but the kind of love that changes your life.
At the end of the day, dating hustles isn’t that different from real dating. They all come with red flags, green flags, ghosting phases, and unexpected plot twists. Some make you cry, some make you glow, and some make you wonder if therapy is cheaper than chasing them.
But here’s the truth: when a hustle loves you back, it’s magic. And that’s why I’ll always choose them — toxic, complicated, high-maintenance, or not. So, if YOU dated your hustle, what kind of partner would it be? The loyal one? The toxic one? The situationship? Comment below, let’s spill the tea.
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