From Corporate Career to Entrepreneur in the Wake of Sobriety with Emily Holland
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Emily Holland is a podcast consultant and strategist in Boulder, CO. In a previous life, Emily was a corporate girlie, working with Fortune 500 companies as an account manager. In 2021, she left the corporate world and set out on the path of self employment, working primarily with podcasters to help build, grow, and monetize their shows.
Outside of working with creatives in the outdoor industry, she loves being outside, climbing or trail running, preferably with a great female crew and some pups.
We talk about...
The journey from corporate to self employment
Going straight into corporate after graduating college
Moving from the northeast to Colorado to be closer to outdoor passions
Knowing that the conventional path wasn’t for her or her partner after trying to follow it
How taking less aligned turns built in the confidence that she’s on the right path
Left her job to be a “writer” and not actually doing that
The external validation in her employer job, then losing it
The identity crisis of leaving a full time job
How a random conversation led her to an idea for freelance podcasting work
Feelings of worth, money, and career
The grief of changing versions of herself and her income
How your income doesn’t equate to your worth (but that’s hard to not feel!)
Feeling of guilt to step away from maximum income
Openness with a partner about money and financial goals, including having money dates
Working to find what makes her valuable as a person, not based on her money
Sobriety and the decision to stop drinking
Stopping drinking 1.5 years before leaving her job
That lonely feeling of looking into a restaurant of happy people when you’re not happy
The decision to stop drinking after starting at 14 years old
How she used drinking to numb out feelings about family, body image, and relationships
Realizing that she is inherently loveable and that drinking might be blocking the life she wants to live and feel
The “So you’re not fun anymore?” reaction from loved ones when you stop drinking
Drinking had been her longest relationship other than her family, so she missed it in the first year
Putting confidence in the cookie jar with each conscious choice
How drinking got in the way of her trusting herself
How leaning into outdoor sports built trust in her body and community with others, plus EMDR, yoga, skiing, retreats…
How you can support people in your life who are considering sobriety
Mental health as an entrepreneur
Forcing herself to network and moving through imposter syndrome
How self-employment is a constant experiment with ups and downs
Logging small wins over time
Being your own boss through the wins and challenges
Always having work on the mind is a trade-off
PSST! If you like this episode, you’ll love these two:
What Kayaking and Paddleboarding Taught Anna Levesque About Fear, Confidence, and Mental Agility
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Music: The Kind of Sandwich Island by Shut-ins
Thank you to The Ruins, the best wedding venue in Oregon, for supporting the show.