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Designing Your Life: How to Build a Well-Lived, Joyful Life

Bill Burnett, Dave Evans · 3 HN comments
HN Books has aggregated all Hacker News stories and comments that mention "Designing Your Life: How to Build a Well-Lived, Joyful Life" by Bill Burnett, Dave Evans.
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Amazon Summary
#1 New York Times Bestseller At last, a book that shows you how to build— design— a life you can thrive in, at any age or stage Designers create worlds and solve problems using design thinking. Look around your office or home—at the tablet or smartphone you may be holding or the chair you are sitting in. Everything in our lives was designed by someone. And every design starts with a problem that a designer or team of designers seeks to solve. In this book, Bill Burnett and Dave Evans show us how design thinking can help us create a life that is both meaningful and fulfilling, regardless of who or where we are, what we do or have done for a living, or how young or old we are. The same design thinking responsible for amazing technology, products, and spaces can be used to design and build your career and your life, a life of fulfillment and joy, constantly creative and productive, one that always holds the possibility of surprise. " Designing Your Life walks readers through the process of building a satisfying, meaningful life by approaching the challenge the way a designer would. Experimentation. Wayfinding. Prototyping. Constant iteration. You should read the book. Everyone else will." —Daniel Pink, bestselling author of Drive “This [is] the career book of the next decade and . . . the go-to book that is read as a rite of passage whenever someone is ready to create a life they love.” —David Kelley, Founder of IDEO “An empowering book based on their popular class of the same name at Stanford University . . . Perhaps the book’s most important lesson is that the only failure is settling for a life that makes one unhappy. With useful fact-finding exercises, an empathetic tone, and sensible advice, this book will easily earn a place among career-finding classics.” — Publishers Weekly
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Hacker News Stories and Comments

All the comments and stories posted to Hacker News that reference this book.
There's plenty you can do, but you have to figure out what appeals to you, the tradeoffs, path, etc. I found that the book "Designing your life" really helped me. It encourages talking to people who are already in different fields / roles that interest you. When I did this, sometimes I found myself saying, "yes that sounds amazing." Other times I found myself saying, "ugh that's not what I thought it was at all." Eventually I decided that the best move for me was to sales engineering. It's engineering-adjacent so I can make use of my years of experience, but it's people-oriented and has tons of variety. You'll probably have a different final answer, but I highly recommend the techniques in the book. You may even find yourself a job you're excited about through the process of talking to people about what they do. https://www.amazon.com/Designing-Your-Life-Well-Lived-Joyful...
loosetypes
Would it be hard to transition from that type of role back into a more product-engineering type position? Do you perceive there as being any stigma of engineering-adjacent roles?
peterst28
If you're selling to engineers, it would be an easy transition. In fact, I could probably pretty easily find a job with one of my clients since they see me as an expert in the field. If you're selling to non-engineers it might be trickier. Just like with engineering, the next job you get can depend a lot on what you were doing previously. If you're coding or architecting as a sales engineer, you are set up well to do that in your next position. If you're selling a less technical product and are never really coding or architecting, then you will have to climb your way back if you want to return to SWE.
deanmoriarty
Sales engineering always sounded great to me as well, and the few times I got a chance to participate in the sales process as a SWE it was always very interesting: meet new people, do work that is challenging but not mentally as draining as being torn apart in a code review, hang out after work with energizing and fun sales folks, ...

Just to collect one random datapoint, do you work for an enterprise-focused tech company? And how much travel do you do outside the pandemic? What would be the “FAANGs” for a SWE turning into a sales engineer?

levi-turner
For another data point..

> Just to collect one random datapoint, do you work for an enterprise-focused tech company?

Yes, B2B company in the enterprise space primarily.

> And how much travel do you do outside the pandemic?

My team's role is a bit odd. Think it as a super technical / strategic overlay team. Rather than being assigned to a set of sales reps or to a region, we're attached to the entire US. As a consequence, we're brought in to help with high-end use cases where an individual sales engineer might see the use case once a quarter at max. We also moonlight on strategic discussions around product strategy.

That being said, pre-pandemic, we'd generally travel on-site with customers 5-10 times a year. Travel for more normal sales engineers is a bit more. Maybe, on average, 1.5 full days every 2 weeks. It'll vary by geography. New York / New Jersey focused folks 'travel' more since there's a higher density of customers. For example, pre-pandemic, I traveled down to NY a few hours by train and stopped by 4 customers 6 hours. This is the first software company that I've worked for but based on chatting with departed colleagues, this varies wildly. Some sales reps are, for lack of a better term, abusive of their engineers' time. Think being told on Monday that you need to fly for 3 hours for a meeting on-site on Wednesday with a marginally qualified prospect (aka it's not clear they want our software or have the budget to purchase it).

Feel free to ask if you have other questions.

deanmoriarty
Thanks a bunch!
peterst28
> do you work for an enterprise-focused tech company?

I work as a sales engineer for Databricks. As a SWE I had built cloud infrastructure like the equivalent of AWS S3 for the companies I worked for. So the technical nature of the product and customers appealed to me and made my skillset valuable to the role.

> how much travel do you do outside the pandemic?

I have not had this job outside the pandemic. I'm NYC-based, and my understanding is that I would have traveled by subway to meet clients quite often, but plane travel would have been only a few times a quarter.

> What would be the “FAANGs” for a SWE turning into a sales engineer?

When figuring out who you want to work for, I would suggest selling a product that you like to customers you would like to work with. If you like the product and the customers the job can be a joy. If not, it can be a slog. You have a huge leg up if you already have experience with the product or came from the industry that will be using the product. Another important thing to look at is the sales culture of the organization. Some organizations have aggressive sales cultures where the "win" is what matters regardless of all else. Other sales organizations are more focused on making their customers successful. As a former SWE, the customer success sales culture appeals far more to me.

One thing I really like about working for Databricks is that, while we do make commission, it's a pooled commission. So I get compensated on the performance of the team, not just myself. So it fosters a very collaborative atmosphere. We're always jumping in to help each other out. Individual commissions can make for a cut-throat sales culture. I probably make less money than I would with individual commissions, but I'm much happier. So that's another thing to look at: how people are compensated.

readonthegoapp
I've done some sales engineering work -- a day or couple weeks at a time usually -- if someone is out of office, if I might be able to speak to some particulary tech/stack that the prospect had, etc.

I got bored pretty quickly, mainly with doing demos.

I continue to look at Sales Engineer-type roles because part of me likes the idea of SELLING LIKE A * FIEND, but I can't seem to get past the idea of becoming a 'demo monkey' again.

Even if there was plenty of stuff to do that was not demos, a single demo each day felt like, 'Why am I doing this and not the sales rep?'

It kind of made me think of the infamous Adam Smith quote -- doing the same one or few tasks over and over would lead you to become "as stupid and ignorant as it is possible for a human creature to become."

Some stuff was very technically sophisticated/nuanced, but most was not. I wonder if the orgs I worked for had just not optimized things, but I didn't see any obvious flaws in the process. POCs were all well-qualified, etc. Maybe the 'problem' was just that I might really only be needed to answer one or two questions during a sales presentation/demo, but you had to be there for the whole 30/60 minutes, paying attention, doing the demo, etc.

If a sales rep was late to a call I'd think, "Well I'm just gonna do the whole call because at least then i won't be just a demo monkey."

It just seemed like you had to be ok with saying the same thing over and over, even if you had customized demos/POCs, etc.

I think my ideal role would be split between at least 4 functional areas -- e.g. 2 hours of my day to sales, 2 to sales engineer, 2 to devrel, 2 to customer success -- something like that.

To OP: I've switched to Project/Product Manager/Owner, and that was great-ish, back to tech support and such, and currently about to start doing a TAM role.

One option that never really appealed to me, but which seems to be a viable option if you've got some cash/equity, is doing the whole 'investor' thing. You can start buying/flipping houses, do the Airbnb thing, or find folks to invest with -- e.g. you can put $50k into a real estate/atm/etc-type fund, get ~20% return per year, paid out monthly, 7 year limit, etc.

There's also the idea of buying some existing business and running it. Small coffee shop. Small online shop. etc.

I found this book really helpful: https://www.amazon.com/Designing-Your-Life-Well-Lived-Joyful...

Uses Design Thinking to help get a better idea of what you want to do.

One thing I took away is that these decisions are rarely a fork/black-white. There are lots of things you can explore these spaces. Find the smallest possible exploration, take a look and see if you get excited. Could be as simple as doing a course, talking to people in the field, etc. Build from there.

Related book to be published soon:

https://www.amazon.com/Designing-Your-Life-Well-Lived-Joyful...

goodJobWalrus
it's the same book as in the article.
acdanger
Kindle price: $14.99 Hardcover: $14.87
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