notes / Personal Essays / sabbatical-update-2
Essay 2019 14 min read

Sabbatical Update #2

One year in. Seven aha moments, the highlights and the lowlights, and what I'd do differently — including being more generous with myself.

↳ Originally published on daliakatan.com

Hi friends,

Life is just a roller coaster, isn’t it? It’s the one-year anniversary of starting my creative sabbatical — cue the confetti poppers. It’s been one year of spending time outside of the traditional full-time job, testing new models for financial security, and putting curiosity in the driver’s seat. It’s been one year of challenging the “normal” path with absolutely no “normal” nor consistency in my life, and of treating life as “time on” rather than “time off.”

After a year, I’m feeling simultaneously at ease with my new life and bewildered that it’s turned out completely different from what I’d imagined. I wrote in February that I felt I was reconnecting with the human side of me — and that’s definitely still true. Even through the lowlights (see below), I feel like I have ownership over my life, and whether or not I accomplish a life goal is entirely in my hands. Now in the third chapter of my sabbatical (the three chapters were reset, play, and build for financial sustainability), which has been by far the longest chapter and a long period of incubation, the many moving parts are only just starting to shape up into what I believe my life can look like. Finally, I also wrote that I was overall feeling clarity, as though I were on the precipice of a breakthrough. Well, it definitely takes a lot more work than I’d realized to truly redesign life, especially when the systems are set up for you to go with the grain. And yet, I feel so happy to be trying and lucky to be able to.

I wanted to share some things I’ve learned over the past year (and the highlights and lowlights), and the ways they might help you in changing up the status quo and designing the life that feels best for you.

Sunset outside Joshua Tree, in a teeny-tiny 100%-off-the-grid Airbnb
Sunset outside Joshua Tree, in a teeny-tiny 100%-off-the-grid Airbnb. (April 2019)

Seven aha moments and what I learned

1. Community is so important. I’m lucky to have been surrounded by amazing humans who share similar values on life and purpose throughout this adventure. Until I moved to San Francisco three years ago, I hadn’t realized that I’d been in communities out of convenience rather than out of full alignment for much of my adult life. Being forced to start over in a new city meant I had to think critically about who I was at my core and then find community in which I could be my full self, maximize my growth, and more fully explore and share my gifts. Having a soul-aligned community of all backgrounds and ages was part of why I felt I could take this leap. It has helped me ground amidst change, get feedback, and have a constant flow of inspiration and learning, as well as overcome fear and uncertainty. They say you’re the average of the five people you spend the most time with, so find your soul community and the people that bring out the best versions of you. And don’t be afraid to be vulnerable and ask for help.

2. Discomfort and boredom are incredible catalysts for creativity. My little brother reminded me of that last month. I think most of us would agree that we generally find ourselves too comfortable and too busy — a dangerous combination that hooks us in the status quo. For those who can’t leave their jobs, consider how you might remove the many time-fillers we all pack into our weeks that we mislabel as decompression. In my uncomfortable boredom, I rediscovered my love for creating and for bringing things into existence — ranging from events to community gatherings, laser-cut art, and starting new companies. I also rediscovered that I really enjoy singing and signed up for free classes at a local city college.

3. Being intentional about your “time on” will help make it last. I’ve met a number of people over the past two years who took a similar leap of faith to redesign their lives. They often ended up returning to a full-time role — sometimes, it was because they realized that’s what they wanted all along; usually, it was because they got bored, stir crazy, panicked, had FOMO, didn’t know what to do besides travel, or ran out of runway. Rather than scare me, it reinforced to me that I needed to have a “why” and a plan for this time. What helped me make it to month 13:

4. The best way to make money is to not spend it. Starting my sabbatical, a dear friend’s principle really resonated with me: making sure an increase in salary doesn’t lead to a proportional increase in cost of living. It inspired me to take inventory of my own spend, which was especially important in my first chapter since I wouldn’t be working. First, I set a budget with generous guidelines around spend (e.g., # times per week to cook versus eat out, walk versus uber, yoga at home versus in a studio). Second, I found ways to exchange my time instead of money for things I’d normally pay for (e.g., volunteering at conferences, events, and classes I wanted to attend). Some friends chose to claim unemployment benefits during this time, which is great if you’re eligible. By chapter 2, I set a goal of starting to play with different forms of income. That said, budgets have a time and place, and I accidentally got stuck on that budget for too long, which had some downsides that I reflect on under “What I would do differently” below.

5. “Work” can meaningfully improve lives, but not necessarily the way it exists today. Current 5-day workweeks are constructs of the industrial revolution and should not be taken as a given; isn’t it crazy that humans historically worked far less than we do now? Things are changing yet again. Some people just really love their jobs — and that option is and maybe will always be available to them. But many more need things to change, and the unpredictability of the gig economy may not be for them. The workplace actually presents an awesome opportunity to learn new skills, celebrate teamwork, and work as a community toward something bigger. I don’t think the future will be completely devoid of companies or offices, so the question becomes: how might we take the best of the workplace and use it to empower individuals to live more fully? I believe part-time work is part of the answer. I’ve been interviewing different employers that have made that shift toward part-time and I’m learning that, a lot of times, change came because someone asked for it. The key is choice, and finding an employer where your ability to choose matters. My mom always says, if you don’t ask, you’ll never get what you want.

When the Dalai Lama was asked what surprised him most about humanity, he answered: “Man! Because he sacrifices his health in order to make money. Then he sacrifices money to recuperate his health. And then he is so anxious about the future that he does not enjoy the present; the result being that he does not live in the present or the future; he lives as if he is never going to die, and then dies having never really lived.”

6. Develop a practical hard skill and you’ll never go hungry. Having a tangible and always-in-demand hard skill makes going independent a lot easier. For example, my uncle is a real estate broker, with 10 years as a barber under his belt, which he can always lean on if he needs work. When I was at Deloitte, one of my mentors called this having a “cash cow”: you’d have the work that you wanted to do, and the work you could easily get staffed on when the pickings were slim. In my case, it’s branding and web design — a skill I picked up at age 13 that my parents said would be useless (ha). For others, it may be teaching yoga, writing/editing, or photography. This hard skill helped me find fun work during the “in-between” periods when I was still figuring things out, or when consulting or startup stuff were lighter. Several of you wrote me asking how to market these skills and land a project — it’s a longer conversation, but one thing I found really powerful is: manifestation. I learned from my friend Jackie to put it out into the universe as an affirmative “I am doing __” or “I am a __”, rather than “I would like to do __” or “I’m trying to __.” You’ll be surprised what serendipitous opportunities you attract just through your own manifestation — I certainly was.

7. Passive income alleviates a lot of financial pressure — but it takes time to build. There are a lot of ways to become financially sufficient in this world (yes, all legal), and many of them can be done with minimal upkeep. Many believe that:

In reality, there’s a whole slew of options, it takes WORK to set up and to maintain, and the key is to find something that doesn’t feel like work to you. As I’ve been exploring, I’ve bucketed dozens of different passive income ideas into: sharing knowledge, sharing assets, sharing data, providing access, providing tools, and outsourcing/automation. I’ve committed to writing more about the income sources I’ve played with and ways to make financial independence socioeconomically accessible.

“Whatever you do in life will be a struggle, so you need to find the struggle that’s right for you.”

Mark Manson, The Subtle Art of Not Giving a F*ck

A weekend at a llama sanctuary and a goat farm
If the goat didn't get your attention, I thought the llama might. A weekend at a llama sanctuary for a friend's birthday, then a goat and goose farm when my brother Ryan was visiting. (March / August 2019)

Highlights and favorite moments

Welcome to Zion — we slept in our rental car that night
Anyone who's been here can probably guess where this is — welcome to Zion. We slept in our rental car that night. (April 2019)

Lowlights and awkward moments

“At a certain point, if you allow it, the pain becomes a gift — a doorway really into the deepest clarity of what you truly need for personal fulfillment.”

My friend Kate

Hanging with the Flintstones at Joshua Tree
Hanging with the Flintstones at Joshua Tree. (April 2019)

What would I do differently?

  1. Read more fiction. There’s no better creative escape.
  2. Find accountability buddies. I would have asked three friends and/or mentors to hold me accountable and check in with me once a quarter. It’s easy to feel like you have to do it all yourself, so it’s good to have people who care about you and your success reach out to you periodically too.
  3. Reassess guidelines & boundaries periodically. I had set a lot of guidelines around how I spend my money, and intentionally left open how to spend my time. And yet, to my point in my first update, ritual is really important — and perhaps I should have set some guidelines around time later on in my sabbatical. Self-led / self-employed life can mean days blurring together and motivation or clarity around “the goal” slowly fading. I would have set guidelines that were either values-based (like “does this make me happy?”) or centered on actively avoiding pitfalls (like not working out of bed two days in a row, or attending an event with strangers once every two weeks).
  4. Spend on myself. Yes, complementing aha moment #4. Turns out, I’m actually very affected by money and have a lot of scarcity feelings around it. Saving is valuable, but an abundance mindset is equally so. My spending guidelines were really helpful for chapter 1, but I realize now that we also need to give ourselves permission to spend on things that are important to our happiness and health. I found myself too “cheap” to work from a café, have a consistent gym or therapy routine, or take spontaneous weekend trips with friends. What I should have done sooner was re-assess often, especially when my freelance work brought substantial income, and make sure I was channeling abundance around me. Now, whenever I come across internal resistance, I ask myself, “If this was free, would I do/want it?” — and if the answer is yes, that means it’s worth spending on me.
  5. Keep therapy a consistent part of my routine. I would have kept up therapy as an investment in myself. It had helped me get over feelings of depression post-Deloitte around uncertainty and my relationship, and once those feelings had “passed” I thought I wouldn’t need it anymore. Turns out it’s more like exercise: consistency is key.
  6. Get off birth control sooner. Let’s talk about women’s health — yes, men, you especially. We all know birth control affects hormones, but it also affects energy levels and mood. For some people, it may mean anxiety and depression; for others, generally numbing of highs and lows alike. For me, it meant that for the last few months, I didn’t enjoy the things that normally brought me joy, had no interest in meeting new people, was extremely low energy, had completely lost my self-confidence, and honestly just felt like a victim in my own story. I went off birth control about a week ago and within 2 days I felt like a completely different person — lighter, more energetic, more optimistic. There needs to be a revolution in the female health space.

Now what?

I’m not sure what to call the life I’m currently living; the word “sabbatical” does give the impression of taking time for me, and perhaps after reading all this you’d agree that it’s a great container for all these different activities. However, “sabbatical” also gives the impression that it’s temporary, that it’s a break, and that I’m not working.

I’ve been asked a lot about my time “off,” and these conversations have made me realize that most people see living fully as something you do on your off-time from work — which is a shame. These conversations have reaffirmed to me that I want the rest of my life to feel like a creative sabbatical, although what that means will certainly change over time, and perhaps the label for it will too. What I know will be consistent is that I want to be human on my “on time,” and treat work as the thing that I do when I want to take a break from living. Of course, for most of us that means solving the whole money thing first…

Below is something I’ve been grappling with during part three of my sabbatical. I’d love to engage with you on any of the questions that resonate with you. I’ve also included some suggestions off of my reading list. Finally, if I can support your own creative journeys in any way, let me know how.

With love and thanks, Dalia

What’s been on my mind

My reading/listening list this quarter

On identity and renaissance

Society tells us that “you are not what you do,” yet also teaches us from youth to aspire to define our life purpose by our work with one simple question: “What do you want to be when you grow up?” Spoiler, we’re rarely taught to answer: “happy.”

My life coach pointed out that I was constantly trying to attach a label to my new identities post-consulting, struggling to present myself (professionally) when I no longer had a single occupation defining who I was. It was unavoidable: I was constantly asked to explain who I was / what I did, whether to introduce myself at an event, write a conference or Twitter bio, or present my expertise for a client proposal. How do I avoid being put in a category, accurately portray the many things that make me who I am, and not leave the person utterly confused about my amazing “all over the place” life?

I started reading about “renaissance” people throughout history (read: multi-passionate, multrepreneur, Scanner, dabbler, jack of all trades, portfolio lifestyle, etc.), from Aristotle to da Vinci to Ben Franklin and more. They were seemingly never forced to choose or focus; rather it seemed absolutely normal for them to live a life of experimentation and dabbling. Barbara Sher’s book above made me wonder: is it really true that society just doesn’t have room for individuals like us today? If so, what makes the Richard Bransons and Kathy Irelands of the world an exception? Is it important to be able to capture our full selves in our communicated identities, or do we continue to merely pick and choose based on context?

My questions for you:

Highlight reel

My first Tough Mudder. My roommate inspired our group of friends into doing triathlons and other fun competitions; this one was definitely my favorite.