My Three Best Career Decisions of 2017

2017 was a big year. We finally opened the business and I proceeded to get a crash course in running a small business, ready or not! What ensued was sheer joy and a looooot of learning experiences. Speaking of, below are the three most impactful career-minded decisions I made last year…

1. Working with a Business Coach… I’d met with a business coach a couple of times during a particularly rough patch of the Y&Y build out, not having had a particularly wonderful experience. And although I knew they could be game changing for business owners, I never pursued one again after that early less-than-stellar experience. It wasn’t until I attended a small meet up of like-minded business owners and met Megan that I opened up to the idea again. I immediately felt a connection with Megan, an ease. I felt instantly, almost too-good-to-be-true, comfortable with her. I decided to do a free consult session to talk about what types of things I wanted to work on and was hooked right away. I’ve just finished my first six-month stint with her and cannot say enough good things.

My main reason for wanting to work with her was, on a high level, wanting to be the best possible boss/leader/manager/business owner I could be. I know in every fiber of my being that I know what’s best for the direction of You & Yours …but all the other stuff that comes along with running a customer-facing business, I’m still learning. Managing a team of eight employees, all of which are older than you, several of which have far more industry experience than you, is hyperrrrrrr intimidating and challenging. At the time Megan and I met, this is what I was struggling with the most, and now, six months later, I feel so much more confident and capable in managing and leading my team.

I also found it incredibly beneficial just to have someone to vent to. Now most of us probably vent about work to our spouse or roommate or significant other, but when all three of those people happen to be your business partner too, it doesn’t always work out so well! #Lollll. And on a related note, I don’t always want to go to my partner with every little thing that’s bothering me. He runs his own business too, on top of being involved with me on Y&Y, and taking his time away from those two things to bitch about some random annoyance just doesn’t always feel right. SO, spoiler alert, I found myself occasionally venting to or unloading on the wrong people… namely my employees, and that’s just never a good idea.

Working with Megan allowed to funnel all of those annoyances, all of those fears and struggles and random little chips on my shoulder into one neutral, safe space where not only was I being heard, but actively coached on how to deal with them AND recognize them next time so they don’t keep being a thing. This, my friends, is HUGE. Imagine zero workplace drama, silky smooth employee-manager-boss relationships, and a massive uptick in energy and motivation. That is what working with Megan has created for me and I guarantee you can also have all those things too! And if you need help getting there, I suggest you give her a call!

2. Hiring an Admin… There was a time last year when I was spending, no joke, 60-70% of my time fielding event and partnership inquires. What felt like ALL of my free time was spent on correspondence/logistical back and forth with clients, event planners and potential brands or organizations that wanted to partner up. While I’m incredibly grateful for every email and inquiry that comes our way, managing this side of the business was not and is not my strong suit. I was doing work that I was not really that qualified to do, nor was I particularly passionate about. Working with a business coach helped me realize that if I found the right person to take over this area of our business, I would be free to direct my time towards A. work that is more productive given my strengths, and B. work that actually lit me up instead of drained me.

The main thing that kept me from hiring an administrative role (besides our payroll budget) was the fact that it it felt too self-important. I felt guilty for wanting to pass off these (what felt to me like the. most. soul-crushing) tasks and not just putting in the work myself. Not to sound like a broken record here, but Megan (see decision #1) helped me nip that dumb thought train in the bud real quick. 

Not only did I end up hiring an ‘Events & Admin Manager’, but I hit the actual jackpot with who filled the position. She’s a rock solid, organized gem of an event planner who just so happens to live close to the distillery AND has a very fitting design and marketing background. Does is get any better?! And since adding her to our team, I feel like the freakin’ Queen of strategic delegating. I’m almost too good at it now, seriously. Not only am I free to work on what I want to work on, but the other stuff is getting executed to a WHOLE other level I would have never been able to provide myself. Game. Changer. 

3. Working with a Stylist… This might sound a bit over the top but hands down one of the best career-minded decisions I made last year was working with a stylist, specifically local wardrobe stylist Conni Jespersen.

IMG_5503

{ Conni, helping me pick out an outfit for an upcoming panel! }

A while ago, before I fell in love with distilling, there was a time where I thought a career in fashion might be fun! I’ve always loved to sew and modify patterns and even took a special career-focussed track in high school to study fashion design and merchandising. This is all to say that I looooove getting dressed. I LOVE putting looks together, styling things and perhaps most of all – dressing my friends. Ask anyone who knew me in high school – half my closet was perpetually “out on loan” amongst my besties. Putting the perfect outfit together for an outing or celebration makes me giddy. But once I started the business, time to leisurely put looks together and get dressed at my own pace were things of the past.

Along with this sharp degradation of my free time came a rapid uptick in mandated professional “appearances,” let’s call them. Important meetings where I needed to impress, speaking engagements, photoshoots, on-camera interviews, sales appointments, meeting with other industry professionals, attending industry functions, and so on and so forth. Where my closet used to only have two jobs: “probably working from my dining room table” and “date night,” my wardrobe as a whole now had seemingly endless functions it needed to satisfy.

After attending a few of these aforementioned work things feeling less than dressed-to-impress, I decided to bite the bullet and reach out to Conni. I’d met Connie through my old boss, Cecelia (owner and proprietress of my favorite SD shopping spot – Vocabulary Boutique!) and had been following her journey on Instagram for years. What ensued was such. a. cool. experience.

First we went through my ENTIRE closet and got rid of anything that didn’t fit, flatter, make me happy to wear, or appear to be in good condition. Through that process, we identified pieces or staples I lacked, pieces I wanted to replace with higher quality or updated versions, and pieces I may not naturally gravitate towards but could probably benefit from having.

Then Conni started doing what – in my opinion – Conni does best… STYLING STUFF I ALREADY HAD IN NEW, TOTALLY F-ING COOL WAYS I WOULD NEVER THINK OF BUT STILL FELT LIKE ME! Seriously, it was like I threw out half my stuff but suddenly had an entirely new wardrobe. WTF. MAGIC! Then she’d photograph those looks and put them in a BINDER for me to reference later! I’m blissfully unaware of the severe airplane turbulence I’m experiencing right now drafting this post just thinking about that blessed binder.

But perhaps my favorite perk of all you get with working with Conni was – speaking of airplanes – her help PACKING FOR TRIPS!. Y’all. I legit went to New Zealand for 9 days with nothing but a f’ing CARRY ON thanks to her. She also put together every single look I wore on the vacation I ended up getting engaged on and for that I will always be especially grateful, lol. Packing is now so soooo easy and best of all, I NEVER overpack. It’s such an underrated game changer for someone like me who looooooves to travel, often plans trips last minute, and wants to look put together no matter what, whether the trip be mostly work or mostly play.

IMG_5524

IMG_5521 IMG_5539

IMG_5478

{ ^^ another perk: Conni helping Luke & I coordinate our engagement shoot looks! }

Phewww! Now that this post is officially a mile long, what about you!? What are the best career decisions you’ve made in the last year? I’d love to know!

Share this post!

Leave a Reply

Your email address will not be published. Required fields are marked *