
The talk most of us never got
This is the conversation I wish someone had held with me when I was 24 or 28 or even 31, early enough in my life to grab my shoulders and shake me and say, “Don’t just let life happen to you. Make some decisions. Don’t assume it’s not going to matter.”
Because that’s how I did it, and it kind of sucks to realize in the rear view mirror that I should have–and could have–planned ahead.
My experience is not the norm for yours, but maybe this can serve as a starting place for all you lovely ladies out there who are still trying to figure out your place in this world.
1. You need a plan.
This is what no one told me, boiled down to its simplest form: Regardless of your family status (married, kids, cat lady, divorced, whatever), you’re going to live a long time and do a lot of stuff over the course of your life. You’ve got 40+ years of life – probably more if you’re in your 20s and take relatively good care of yourself.
What are you going to make out of those years? What would you like to build with your life? What problems do you want to solve?
Or play the “Write your own eulogy” game: imagine you’ve just died, and write out what people will recognize as your greatest accomplishments. Don’t laugh – this is a great way to force yourself to imagine what your future might could look like. *
You don’t have to map it all out. But you can start heading in a direction toward something that holds your attention. Whether you turn that passion into your “day job” to earn income is a different set of questions. But you’ll be happier if you can get your work and your interests/skills/talents to align – even a little.

2. Make it a flexible plan – create room for growth and change.
It was really liberating for me to hear someone say, when I was in my 20s, “You won’t hit your [career] peak until you’re in your 50s. That’s when many of this world’s great minds churned out their best work.”
I know a couple people who are in their 40s and are doing the job they set out to train for when they were 18. Some of those folks are still in the same occupation because they are trapped there due to educational debt or the consequences of some career arcs. But a couple really did know at age 12 they were going to be a lawyer or doctor or whatever, and are happy with it.
That’s a few people. The vast majority of people I’ve encountered fell into their jobs, or stumbled into a career they enjoyed, or realized they weren’t happy doing one thing, and launched out (despite the risk) to do something better. Even approaching their 40s or 50s.
Knowing that life is uncertain (so eat dessert first!), you need to build contingency plans into your career master plan.
- Acquire new skills constantly. If the job is meh but they’ll pay for you to train in some useful skill, it might be worth a couple years of relative boredom to gain something that opens doors later. Or take some classes at a tech college for a couple hundred bucks. Or go hang out at the maker’s collective downtown and see if you can get some hours painting or building furniture or sewing or whatever. Learn to code – classes on Udemy or EdX or Coursera are often on sale for $20 or even free. YOU HAVE NO EXCUSE NOT TO BE LEARNING SOMETHING RIGHT NOW.
- Education is usually a good investment, except when it isn’t.
Learn all you can about the job market you’re interested in before committing to anything long-term. [If you earn a masters, do NOT pay full price for one. Get funding, do a grad assistantship, or shop around for other schools.] Balance the value of the credential (at any level) with what it will cost you to earn it. For the record, pretty much every adult needs at least an associate’s degree.
- But don’t let the potential consequences of your choices cripple you psychologically, freezing you into a state where you don’t make decisions about your future. If it seems like a good idea and you can legitimately afford it, go for it!
- Be willing to trade comfort for experience. It’s nice to do a job that’s easy and in your wheelhouse… until you’re bored to tears with it. Then what will you leverage to move up or out? Will you have gained any experience or skills that will make you marketable? If not, it’s probably time to look for something that will challenge you, or get some more education in the field.
- Keep analyzing your interests and strengths, and get people (preferably older, wiser ones) to comment on your options. Do a career inventory every couple years; check out what jobs are developing in your field. Read job ads. Revise your resume. Apply for a couple dream jobs just to keep your interview skills sharp. Don’t assume things will just stay the same.
3. Don’t trade away the real future for a “maybe.”
My critical mistake was to assume the future was going to go a certain way.
In my 20s, I “knew” that eventually we would have kids, and then I’d have to drop out of the work force for at least 5 years because there’s no way we could afford full-time child care, and wasn’t that the best way to raise kids anyway? **
That perspective led me to believe my career choices wouldn’t much matter … until I didn’t have kids, and then my passive not-choices became my choices. It’s a hell of a thing to wake up at 37 and realize you don’t have a plan for this Life speeding along.
To be clear – I’ve enjoyed everything I’ve done. I’ve worked as a teacher, reference librarian, academic coach, graphic designer, and communications/marketing professional. Along the side, I’ve honed my skills in design, writing, cooking, networking, problem-solving and game-playing…. not to mention instructional design, research, and progressive approaches to education.
But if I’d made a plan – an actual plan – when I was in my mid-20s or even my early 30s to target something I’d like to spend the bulk of my time and effort working to fix/make/create, I would have done things differently to prepare myself for the decades to come. I probably would have earned a PhD in my 30s, opening doors in higher education I can only dream of at this point.
I’ve met a lot of women who found themselves single at 30, childless at 35, or divorced/widowed by 40. It happens. If you’re in Evangelical Christianity, you may not even see these women because they’re painted out of the picture in so many churches or sermons. They are seen as the exceptions rather than the norm; yet demographic statistics argue the point that half of us won’t be married by the time we’re in our 40s.
My upbringing within Fundamentalism actively worked against me realizing I needed to plan a career arc for myself; instead, I viewed my work as a subset of my husband’s career (which has been even more patchwork than mine) and didn’t bother planning much for myself. (Not his fault. And he tried to get me to.)
It’s hard to row against the current here – so many forces push women to focus everything on getting married, making babies, and raising them. [If that’s what you want and what you get, great! Enjoy! But eventually, your babies are going to grow up, and you’re going to find yourself an empty-nester. Then what?] You need more of a plan than “I’ll figure it out once the kids are older.”
4. Seize the opportunities that appear in front of you.
Serendipity is a central feature of success. Yes, hard work and practice are essential too – your luck doesn’t matter if you don’t have the chops when it comes time to seize the day.
But being “in the right place at the right time” is a thing. Take steps to put yourself in the way of potential opportunities by expanding your skills and networking wth people.
At least a few times in your life, you’ll be staring right in the face of an opportunity, usually one that’s enticing you to take some big risk for an even bigger reward. And I’m here to say, when those opportunities present themselves, don’t be afraid to say YES.
We girls are notorious for under-rating our own value and abilities, for hedging our bets because we’re risk-averse almost as a genetic trait. We live with imposter syndrome daily on top of suffering the real effects of gender discrimination in the workplace. There will be 1,000 voices in your head shouting down a new idea. Go get some outside perspective to affirm the benefits of taking an opportunity when it comes.
My husband and I became teachers because someone we only sort-of knew thanks to the internet called us and asked us to consider helping him start a high school that was unlike anything else in the community. We said yes. It’s still one of the most rewarding jobs I’ve ever had, and it set me on the path of becoming a formal educator. I was 27 at the time.
In hindsight, we should have probably wrapped things up a few years earlier than we did and moved on to new developments in our teaching careers. We should have looked for the new opportunities that would have stretched us, opened doors, helped us see the bigger picture. Live and learn from my example, young ones.
5. Do what you must to get mentors in your life. Don’t make career decisions in a vacuum.
This one is hard, because you don’t have a lot of control over whether people further along in life are willing to sit down with you and talk about how they’ve lived their lives to this point, what they’d change, and what wisdom they can share. And you might have grown up in a family that didn’t invest much in you, one that didn’t see you as having potential or much of a future.
But I’ve hardly ever met someone who, when asked with sincere interest, would turn down the offer to talk about themselves. 😉
You can connect to professionals across the globe now using Facebook or LinkedIn. It’s not weird to write someone in your field an email asking to grab coffee or for a quick paragraph response to a question about how to succeed in that field. It’s not weird to approach someone a little older than you to see if they have time for a drink and a chat.
It’s not weird to do more than daydream about the things you love doing, and to build the machinery to make that life possible. But it’s going to take a whole lot of work, and there will be times in your life when that work simply won’t be possible (because you won’t have the funds, the time, the energy, or the freedom).
No one can plan your life for you. (If someone is attempting to do so, set some better boundaries or get that person out of your life.) But you can learn a lot by asking people to share what they learned about #adulting.

Not gonna lie: adulting is 99% making it up as you go and hoping this isn’t going to be a colossal failure. On the other hand, I’m thrilled to be an age where I’m ok with that. Haven’t died thus far (from my own stupidity) and hopefully won’t die till cancer gets me (it’s in my genes; I’m resigned), this in-between time is mine to play with, and I’m glad to say I finally have some goals in mind to shoot for.
If we know each other IRL and you want to grab coffee and talk about planning your own career (regardless of your gender), please don’t hesitate to reach out. My door is open. Plus I really like coffee.
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*If I were do this exercise now, because really there’s no reason not to check in on one’s life goals every few years, this is what I’d write: “Lori left behind a legacy of creating opportunities within education for many who would have otherwise dropped out or given up. A respected instructor at several university centers of teaching and learning, she mentored hundreds of faculty into better teaching practices and ways to support struggling learners. Thanks to her work, thousands of students attained their educational goals and graduated. She also worked to simplify educational processes, clarify messaging within the educational world, and unite disparate departments into holistic teams working for the best interests of students.”
** I’ve always loved Ursula LeGuin’s assessment of how women can juggle parenting and a career in writing. One person cannot do two full-time jobs and make it work. But two people can effectively juggle three jobs, and that’s how she and her husband made it work:
You can read the full interview at this link from Interview Magazine.
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