Coffee Date

Let’s have a coffee date, shall we?

I just read Jordyn’s latest blog (she’s the best by the way – love her blog!) and it inspired me to write a coffee date style post today as well. I feel like I’ve told you bits and pieces of news the past few weeks, but it’s all over the place (as are the frequency of my posts) so let’s just get it all in one area, how about that? Here’s mah face and a coffee so I can prove that I constantly spend a lot of money on coffee and would go on a coffee date with ANY of y’all in a heartbeat.

Coffee Date

I got a new job!

Okay, probably the most important of “news” (LIES, the next one will be) but just in case you didn’t understand it from my Instagram posts, Snapchat (Are you following me? @justjessie23), carrier pigeon, screaming it into the smoggy air of Chicago – I HAVE A NEW JOB!

As you may (or may not, if you don’t read my posts very often …) know, I haven’t exactly been loving my job that I moved to Chicago for in January. I struggled with a three+ hour commute per day only to sit at my desk alone with not much to do, no matter how much I asked. It just wasn’t the right fit for me. I’m all about culture – getting to know my coworkers, seeing smiling people, seeing the outside of the world instead of cube land – and that just wasn’t what I was getting. I knew it wasn’t the right fit after my first day. I came home, hysterically crying to my poor, smiling boyfriend who was trying to figure out wtf was happening to me. It continued to get worse and I continued to feel badly about wanting out so quickly. Finally after months of depressing, anxiety-ridden Sundays anticipating my week, I started looking for options that would be better for me and SOMEHOW it came along quite quickly!

I’ll be working as a Community Manager for a local Chicago tech startup and I’m so excited. I’m equally terrified, but I think that’s a good thing. They offer things like unlimited PTO, CTA passes, lunches with colleagues and bright, open collaborative areas to work. Definitely more my style. PLUS the platform they have is amazing and I can’t wait to learn the ins and outs of it soon. I do foresee it being one of the most challenging jobs I’ve ever had, but I’m ready for it.

We’re getting a puppy!

I thought I was obvious about this one, BUT multiple people have been surprised when I told them. They assumed the puppy pictures on my blog/Instagram were just me filling my life with puppy time since I have such dog fever. FAIR.

I grew up adopting animals, but we did purchase one purebred golden retriever when I was in middle school that was my show dog. Without getting into politics, Ben and I did decide to purchase our first dog and she’ll be coming to us on June 10! Well, really we’ll be going to her – four hours from here to pick her up. I don’t know which one is ours yet (they’re only ~four weeks old) and since we put the last deposit in on a girl, we’ll get last choice. But really … I’ll take any of them. THEY’RE SO CUTE. Plus, seeing Ben with a bunch of puppies? You know how some women feel when they see their BF with children? I’m that way with puppies. My puppy ovaries almost exploded. Although I will be incredibly jealous if the pup loves him more than me. πŸ™

May-June is nutso!

Last weekend – MKE
5/12-5/13 – Green Bay for my sister’s college graduation
5/15 – Start new job!
5/20 – Cousin’s wedding in Madison
5/26-5/31 – Memorial Day weekend in Wisconsin at Ben’s grandparents
6/2-6/5 – Nashville for a wedding
6/10 – PUP

Side hustle is moving again!

After putting my own business to the side a bit in the last month or so due to stress/applying and interviewing for new jobs, I’m finally back at it! I have a proposal to finish for a company outside of Milwaukee that might have me do work for them occasionally and I recently landed my PERFECT client that I’m so excited to start working with. I’ve decided that I want to continue to grow my blog and YouTube channel (though they’ve been on hold since my mom’s computer that I’ve been borrowing shuts down once every … oh, 30 seconds …) and then offer my virtual assistance and social media management services. So excited to have the time (lack of a three-hour commute helps) and brainpower to be able to get back into doing the things that I love.

P.S. Speaking of ladies with side hustles, check these twoΒ out:
– Writing/Editing/All Things Wordsmithing: Marette @ Floradise
– Styling/Telling You What To Wear Because You Suck At It (AKA ME): Maddy @ Cassidy Lou

Okay, I’ll stop there. This is why my coffee dates with friends end up being four-hour excursions. πŸ˜‰

What’s happening in your life?


  1. Jordyn says:

    Since we both posted coffee date posts today it’s like we had an actual coffee date (which we will hopefully do someday). CONGRATULATIONS again on your new job-seriously cannot believe unlimited PTO, that right there is enough, say no more! I cannot wait to see your sweet new puppy…have you guys been brain storming names?

    • Jessie says:

      It is! Someday soon, I hope πŸ™‚ Thank you!! The unlimited PTO is amazing. I doubt I’ll even use a ton, but it’s nice that I don’t have to hoard days in case I get sick or something comes up last minute. We have been! We came up with one, but it depends if it fits her personality when we get her. πŸ™‚

  2. Marette Flora says:

    You’re out of town every weekend! I was going to ask about the Cubs game on the 20th, but we’ll have to go in July! haha This new job sounds amazing! And I can’t wait to meet your new puppy. So many good things are happening.

    • Jessie says:

      I know, it’s NUTS. And every weekend is in Wisconsin (except for Nashville) – ha! Oh dang haha, yeah that 20th won’t work. Definitely in July, though! Things calm down. I can’t wait for you to meet her, too!

  3. Megan says:

    Whoo, lots of traveling! Congrats on the new job again! πŸ™‚ Unlimited PTO? HECK YES. Golden puppies are so cute. Why can’t they stay that little?! I can’t wait to see yours!!
    Megan recently posted…Currently [ May ]My Profile

    • Jessie says:

      Yeah, it’s gonna be crazy! Thank you! I know, isn’t that crazy?! I wonder how it’s going to work. I know! I wish she’d stay little. We’re actually getting her a week later than everyone else since we’ll be in Nashville when she’s ready and I’m already sad I’m going to miss a week or her growing!

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