About Jenny Blake

Jenny Blake - Author, Speaker, Coach

Hi, I’m Jenny!

Normally I would write in the third-person to tell you about how ahhh-mazing I am, and why super fancy people hire me for uber-awesome undertakings. But you know what?

Work schmerk. Let’s start with the fun stuff, shall we?

I’m a 32-year-old Silicon Valley bred career and business strategist living in the Big Apple; a world traveler not to be mistaken with a backpacker (as I most certainly cannot be relied upon to pack lightly); a yoga lover and gadget fanatic.

An eternal bookworm and quote junkie, I am always on the lookout for just the right book “prescription” for whatever might be standing in your way (or mine). When I’m not buried in a book, magazine, newspaper, moleskine notebook or gadget, you will find me walking through the streets of Manhattan with a rockin’ soundtrack playing, imagining I’m the lead in a movie called “New York City, Starring Jenny Blake.” I know . . . it’s ridiculous.

I love staying active—yoga, pilates, walking and dancing keep me grounded, strong, happy and sane—but not without an ulterior motive: to work off at least one delicious multi-course meal I delight in on weekends. Finally, I am a shamelessly gooey romantic—I love asking people how they met their significant other; watching their smile widen and their eyes sparkle as they tell their story. It is priceless…and contagious. Try this sometime. 🙂

For professional bios and headshots and press requests, please visit this page.


“I have known Jenny for many years, since back in her Google days when she was rocking the corporate coaching arena and writing her blog as a side hustle. Watching the amazing growth in her business makes me so happy, but I am not surprised. Jenny blends the very best of absolute integrity, unbridled joy, intelligence and heart in everything she does.”
—Pamela Slim, Business Coach and Author, Escape from Cubicle Nation

“In a world of imitators, Jenny Blake is an original. She is real, authentic, inspiring, and legit.”
—Chris Guillebeau, NYT Bestselling Author of The $100 Startup (and founding member of the JB Advisory Board)

“Jenny is a ray of sunshine, bundled with fierce intelligence and deep will to leave the people who come into her life in a better place, both personally and professionally. From her days at Google to her book launch and now her new direction, Jenny consistently delivers strategic solutions with heart and passion.”
—Jonathan Fields, Founder at The Good Life Project

“Jenny is one of those awe-inducing women who not only manages to inspire you with her accomplishments (like her business! and her book! and her hot yoga bod!), but also makes you believe you can do it too. She’s whip smart, full of authentic warmth and an incredibly talented teacher, mentor and coach. I’m grateful she’s in my life.”
—Molly Mahar, Founder of Stratejoy

“Jenny has a sense of peace and ease about her that allows her to really listen and hear both what is said and what isn’t said. This combination is extremely critical when you’re seeking a sounding board, an insightful perspective, and advice that is spot-on and illuminates the blind spots you can’t see, but need to!”
—Jacquette M. Timmons, financial coach + strategist, author of Financial Intimacy

“Jenny is a rare mix of vision and practicality. She takes the overwhelm out of life and has helped me see how to run my business in a way that works for me, and where I still feel inspired by it. She gets the ‘balance’ myth and puts ease, fun, and productivity at the center of everything she does.”
—Ishita Gupta, Founder Ishitagupta.com and Fear.less Magazine

Meet the Magicians

Q1: How many perfectionists does it take to launch a website?
A: What launch?! We’re nowhere near done! But hypothetically speaking, four.

Q2: What happens when you take a scrappy DIY blogger and pair her up with a design-strategist / brand-catalyst / game-elevating genius?
A: You’re clicking on it, friends.

Gratitude for this gorgeous internet abode goes to:

  • My Creative Director, Designer and Visionary-in-Chief, Adam Chaloeicheep
  • My dedicated developer ninjas, Nina Cross and Alex Mangini (built on the Thesis 2.1 WordPress framework)
  • A small army of supporting cast members (see below), and
  • A surefire sprinkling of magic that bore a strikingly strong resemblance to blood, sweat and tears

I’ve shared a bit about each of their roles below; if you’re interested in learning about the entire step-by-step process, check out Behind the Business: 9-Step Breakdown of Building JennyBlake.me.

Adam Chaloeicheep — Creative Director, Photo Direction, Brand Strategy, Site and Logo Design

I can’t say enough to possibly thank Adam for his work, but I’ll start by saying the minute I told him my goal was to launch this site by my 30th birthday (Oct. 9, 2013) — a big, intimidating leap for me professionally — he swiftly became my visionary director and right-hand man.

Adam was my thought-partner at every step of the way, from business goals to logo design to complete brand strategy — and that’s before even placing one pixel on the page. I have never had anything this beautiful or professional done for me or my work with this much care, consideration, depth, sophistication, elegance, and detail.

Who he works with:

  • Adam is a high-level brand strategist, catalyst and consultant who gravitates toward clients in the health, fitness and fashion industries. He has worked with a wide range of clients from individuals all the way to companies as large as FILA, Nike, and Hilton Hotels.

  • In his own words, Adam “loves working with innovative values-based companies that are using the power of design and creativity to power a more open, honest and caring society and planet.” He works with clients who “care deeply about what they are doing and understand the importance of design as a medium to create a movement.”

  • Adam helps clients implement smart, intuitive, innovative design that is rooted in a deep exploration of the underlying values and characteristics of the company itself. If you know it’s time — and you have the cajones to dive in deep, answer some hard questions, and invest time and money — Adam is your guy. You can learn more about him at ABCDesignLab.co and follow him on Twitter @IAMABCstudio.

Adam, your vision, professionalism, depth of experience and discerning eye is one-of-a-kind. Thank you for delivering something truly priceless as I enter this next phase of my life and work.

Nina Cross and Alex Mangini — Thesis Site Development

About Nina and Alex

There was only one person I trusted with the implementation of this website — one Ms. Nina Cross, who delivered my last major online facelift at Life After College. In partnership with developer prodigy Alex Mangini, the two of them delivered on every single crazy idea that Adam and I came up with . . . and then some.

Built on Thesis 2.1 as the starting platform, Nina and Alex implemented every single feature we asked for in an incredibly innovative, user-friendly way — as elegant in the code and technical implementation as the visual output to the naked eye. Their patience with my many last-minute edits, additions, and complicated requests surely earned them developer sainthood status. Huge thanks also to Willie Jackson for his help with site speed optimization — a must for sites the size of this one.

Who they work with:

  • Nina is a talented and detail-oriented Thesis designer and developer. She has been creating custom Thesis sites (like this one) for years and is getting ready to launch some of her own premium Thesis 2 Skins later this month. Be the first to know when Nina’s skins are ready to rock by checking out NinaCross.com and follow her on Twitter @crossnina. When Nina’s not busy creating incredible sites, she enjoys going to Dave Matthews Band concerts (she’s been to 80 of them!), watching the Phillies, and spending time with her adorable puppy, Lily.
  • Alex is a well-respected and skillful web designer and developer. He created one of the top skins for Thesis, Marketer’s Delight, when he was just 16 years old. Alex has spent the last three years perfecting Marketer’s Delight into a feature rich, beautifully designed super-skin. Learn more about Marketer’s Delight at Kolakube.com and follow Alex on Twitter @afrais. When Alex isn’t coding, he’s riding his bike. His love for riding has inspired him to embark on a self-supported 2,700+ mile journey from Canada to Mexico. The Great Divide Mountain Trail is dubbed as one of the toughest bike races in the world, and when Alex conquers it he’ll be the youngest to ever do so. Follow his journey at LifeNotion.co.
  • Get in touch with Willie about whip-fast site speed optimization at W3 Edge.

Photography & Art

  • Welcome Video post-processing is courtesy of my good friend Shaun Carrigan, who just released his own movie, Tell it on the Mountain

  • Many of the shots on the homepage and throughout website were taken by the wonderfully talented Dan Khelleghan

  • Yoga pictures — art direction and photography by Adam Chaloeicheep

  • Subway shot — art direction by Adam Chaloeicheep, photography by Galo Delgado

  • Headshots by the renowned Mark Hanaeur, a longtime family friend who took my very first portraits as a newborn baby

  • Right-hand navigation icons and page headers — yours truly! Charicature in the footer is thanks to the kind folks at InfographicWorld who created the poster of my book that I made in collaboration with Mint.com

Many thanks also to:

  • The talented, hardworking professionals that I hired through oDesk and Elance to help with animation, vectorizing images, and other odds and ends around the site

  • Melani Dizion helped with a copy upgrade for Life After College so I could wrap my mind around the daunting mountain required for this site, and Melissa Anzman was my right-hand woman on all things blogs, business, and courses for this site launch.

  • Finally, enormous gratitude to Jasper Beechwood, my wise numerologist, whose life readings and follow-up guidance have been invaluable throughout my biggest transitions in life and business this year. Big thanks to Adam for the introduction — I cannot recommend a session highly enough! Especially for those of you who are major personality assessment enthusiasts like me 🙂

Last but definitely not least:

After nearly 8 years online, I am immensely humbled by the talent, attention to detail, and loving care that everyone above contributed so generously to this site.

And a huge thanks to you for being here — it is with you top of mind that this site was built, and it is readers like you who make the work I do so feel so damn worth it.

Thank you,

Professional Background

What brings me alive in business?

Jenny Blake - Author, Speaker, Coach

I am an international speaker, career and business strategist and executive coach with expertise on systems, efficiency and career fluidity in the rapidly-evolving knowledge economy. Formerly a Career Development Program Manager at Google (and author of the forthcoming book Pivot, and previously Life After College) I help leaders, employees and entrepreneurs achieve greater clarity, engagement, fulfillment and impact.

I advocate looking at career as a smart phone, not a ladder (dynamic, customizable to each individual) and help employees and entrepreneurs “pivot before they leap” by finding further growth within their company or existing assets to avoid feeling like their only option is to quit.

I am fiercely committed to helping people come alive through the pursuit of big ideas. My superpowers are helping to craft a compelling vision, collaboratively developing strategy and systems with clear measurable outcomes, and incorporating the latest tools and technology during the process of execution and feedback. All of this is delivered with a positive, encouraging outlook mixed with ninja-level organization and structure, and a healthy kick-in-the-butt accountability when needed.

I am also passionate about healthy living and eating, and love exploring systems at the intersection of mind, body and business.

My career thusfar includes:

  • A lifelong love of writing
  • Over a decade of web development
  • Two years at a start-up company
  • 5+ years at Google doing training, coaching and career development. During my time there I taught coaching best practices to Google executives all over the world as part of a global Career Guru program I helped create, later praised by CNNMoney in Google’s #2 Company to Work For acknowledgment.
  • A bestselling book Life After College (based on my blog of the same name)
  • Running my own location-independent small business since 2011 (you’re lookin’ at it!)
  • International keynotes and workshops at top companies and universities such as Google, Yale, Parsons, MIT, UCLA, TEDxCMU, Intuit, KPMG, Pimco and Best Buy
  • Active member of the Young Entrepreneur Council

In 2012, Target picked up 15,000 copies of my book for distribution across 1,700 stores, and it is now also distributed by Random House Korea and Japan. I’ve given keynotes at TEDxCMU, major universities such as Pratt and University of Calgary, and big companies like Google, Best Buy and PIMCO — encouraging people to ditch the rigidity of yesterday’s career ladder, instead treating their careers (and lives) as dynamic as the constantly customizable apps on a smart phone.

Every January (and sometimes February) I live abroad to experiment with running my business from anywhere–not just in theory, but in mosquito-ridden practice. I am happy to say that it was  a smashing success! There will certainly be more of this in my future, and I would love to help you find the same freedom in your own life and work, whatever your definition of that may be. Learn more about how we can work together  »

For professional bios and headshots and press requests, please visit this page.

“Jenny makes jump starting your life seem not only easy but the only logical thing. Yes she is a great coach but it has to do more with who she is. Meeting her is enough to want more from your life, but working with Jenny literally puts you into action by default. It is not very often we meet people who have this amazing breathtaking energy about them. They just look at you and you feel stronger, better and freer to live the life you deserve. Jenny is one of those people.”
—Christina Rasmussen, Founder of Second Firsts

Street Cred

Coaching Background / Certifications:

Yoga Teaching Certifications:

  • I completed yoga teacher training in October 2010 through the White Lotus Foundation in Santa Barbara, and completed my certification in February 2012.
  • I completed Thai Yoga Massage training at The Sunshine School in Chiang Mai, Thailand in May 2012

For the personality test enthusiasts:

  • My StrengthsFinder strengths are Relator, Strategic, Learner, Achiever, Activator
  • I’m a Myers Briggs ENFJ, a True Colors blue/orange, and an enneagram 3 – Achiever
  • I’m a Libra (laid-back, fair and balanced) with Virgo rising (structure, systems and service) and a Scorpio moon (intense, loves research, more than meets the eye)
  • I’m the year of the pig, and my numerology “life path” is a 4 – a doer who thrives on structure, organization and getting things done.
  • My love language for giving is acts of service: I thrive when helping others. Because of this, my challenge is making sure I maintain my own center—a balancing act that I learn from daily.
  • My love language for receiving just so happens to be written affirmation, which means you should feel free to drop me a line any time 🙂

“Jenny is a brilliant leader and an incredible soul with an undying faith in people. Outside of being a trusted friend and inspiring peer for years, Jenny helped me completely realign my business during tough times in 2012. Her guidance helped me return to my core values and resurrected my entire operation.”
—Dave Ursillo, Writer, Author and Founder of LiteratiWriters.com

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“Jenny Blake’s ninja-like organization, inspiration, and motivation has seriously propelled me to amazing new levels in my career. Not sure where I would be right now without Jenny Blake’s mad skills.”
—Paul Angone, author 101 Secrets for your Twenties and creator of AllGroanUp.com


Q&A with Jenny

Every Sunday I start the morning with a fresh copy of The New York Times and a hot cup of coffee.

One of my favorite sections of the paper is the one-page Q&A feature from the Sunday Magazine. They always feature interesting people, and the conversational questions and answers provide an engaging snapshot of what is important to each person, what they’re working on and what keeps them up at night. In that spirit, I’ve provided short replies to anything you could want to know.

And if your question isn’t listed? Fire away. Seriously — ask me anything.

On Solopreneurship

Q: Everyone’s definition of success is different. What’s yours?

Living a day-to-day life that brings me a sense of fulfillment, health, and peace of mind. Working with ease. That doesn’t mean the work always feels easy, but that I continuously find ways to reduce stress, ask for help, build better systems — all in service of doing my best, most creative work. Success to me is about living an abundant life, but so much less about the dollars in the bank account than I once thought. Sure, having money and income are nice markers of success, but they are nowhere near everything. Much more important to me is that I have integrity, joy, and excitement about what I am working on and the way that I am working on it. —Going Pro Magazine

Q: Let’s get down to business brass tacks. When you say “solopreneur” what does that really mean?

I don’t really consider myself a full-blown entrepreneur looking for funding or to grow a company to dozens of people. I am running a (mostly) solo location-independent lifestyle business that I prefer to keep nimble and suited to my own personal needs.

Q: So where, exactly, does your money come from?

In order from most consistent (and highest revenue) to least:

  • The majority of my income comes from 1:1 micro-business coaching (typically related to helping someone start or grow a book, blog, or business) and career coaching (navigating a big transition).

  • Next up is income from online courses which comes in big chunks 2-3 times per year (currently the main sources are Build Your Business and Make Sh*t Happen).

  • Tied for second is speaking engagements — but those are sporadic and mostly reactive (they find me). About half are paid keynotes, and half are conferences that pay a small honorarium. I also do some corporate training.

  • After that, small bits and pieces of income come from affiliate sales, book royalties and teaching yoga. Though all three of those usually end up at pennies on the hour for time spent 🙂

Q: What do you think it really takes to be successful in business?

Building “entrepreneurial resilience” (a term coined by my friend Alex) is like building a muscle; it takes practice. I believe that becoming a solopreneur or small-business owner is one of the biggest personal growth journeys a person can embark upon. It will call up all your fears, weaknesses, insecurities, and challenges. But it will also bring out the best in you — your innate widsom, leadership ability, creativity. Being successful requires being nimble, learning to ride the waves of income and uncertainty, and even your own big life changes that may be happening in parallel.

The old adages ring true: get comfortable being uncomfortable, and the only certainty is uncertainty. As a solopreneur, especially in the beginning, you’ve got to get comfortable not knowing exactly where every dollar will come from. Work comes in, work gets canceled. You sell things and it works; you sell things and they flop. Developing semi-passive income streams takes time, and there’s nothing passive about the process. One night I went to bed with a knot in my stomach about how I’d pay my credit card bills. The next day, in one hour, I had sold $5K of business. The next week, it was put on hold. You’ve got to get comfortable (or as close to comfortable as you can) riding that wave without getting discouraged or freaking out, but also learn from it at the same time about what you can do differently moving forward.

Making the Leap

Q: Entrepreneurship is largely a mindset game. What mindset shifts did you have to make in order to play bigger?

Two things: ditch perfectionism and draw boundaries and learn to say no. Perfectionism is a killer because it means that nothing gets shipped. If you take your products, pricing, writing, marketing, etc. too seriously, nothing will get done. I started having much more fun with my business when I took the pressure of to be perfect, and started adopting the more agile “launch and iterate” model that I learned while working at Google. The culture there was so dynamic that the entire goal was to ship even if things were imperfect in order to get feedback early on in the development process.

Drawing boundaries and saying no is also incredibly important as an entrepreneur, particularly if you are looking to play bigger than you already too. The adage “what got you here won’t get you there” often rings true — if you say yes to everyone and everything (including friends and family, or clients you know aren’t the exact right fit), you will be limiting your ability to truly take your business to the next level. As John C. Maxwell said, “Learn to say no to the good so you can say yes to the great.” Going Pro Magazine

Q: Were you ever scared to really put yourself out there and take a stand for what you believe? How did you overcome it?

Absolutely! I knew that despite the fear I had about leaving the comfort of my full-time job, the regret of not going for it and accumulated effects of sitting idle were far worse. And by idle, I mean not doing anything about the fact that I was completely burning myself out. I was working full-time and writing my blog and book on nights and weekends. There was no time for rest or play, and I knew this would not be sustainable for much longer. My courage did not come overnight, but rather things got to the point where the indecision was tearing me apart and I knew that it was now or never to give it a shot. I had six months of savings, and for the first time, I was willing to spend every penny of it to know that I had at least tried to launch my own business. I am very grateful to say that two years later, I’m doing just fine financially — and happier and healthier than I’ve ever been. Going Pro Magazine

Q: How did you get into doing this work, and what do you like best about your work?

I absolutely love working with people on what is most important in their life and on taking action to make meaningful changes — primarily in the career or small-business space. I completed my coach training in 2008 and since realized that my “sweet spot” is what I like to call activation coaching — helping people dig in and start something or grow something — I have a bias toward visioning, planning, then taking action. I am the coach that sends you Google docs, spreadsheets, book recommendations, connections and plenty of homework — in short, I make you work! But that’s when coaching becomes incredibly rewarding — when I can help people achieve things they never thought possible on their own.

Q: It’s no surprise that startup growth is often where entrepreneurs struggle most. What advice do you have for scaling a business?

Start slowly and trust your gut. Don’t take clients, contract work or agree to events that feel “shackles on,” to borrow a term from author and life coach, Martha Beck. They will just end up draining your energy and are ultimately not worth the money. As the saying by John Maxwell goes, “Learn to say no to the good so that you can say yes to the great.”

Q: What popular entrepreneurial advice do you disagree with? What advice would you give to fellow entrepreneurs instead?

I disagree with the notion that we always have to be going, going, going–hustling, working around the clock and not sleeping. I think that’s an old school approach. To run your business—especially a creative one—in an intuitive, heart-centered way, you have to allow yourself some time and space for reflection. Sometimes that might be a week, but in some cases it will be a year. Let go of the need to be selling and creating 24/7–your customers will be much happier and more engaged if they trust that what you are producing comes from a grounded, thoughtful place.

Q: What are the three key elements you’d attribute to starting and running a successful business?

1. Focus on your vision first.
I once had a coach tell me not to get bogged down by the “tyranny of the hows.” I bring big ideas to life by focusing on the vision first—getting super clear on what smashing success looks like and very specific about how I will feel once the idea comes to fruition. Creating a compelling vision gives me the ammo and excitement to move forward, and the “hows” often naturally fall into place from there — at least when something is meant to be. And if it isn’t? It’s all learning fodder, baby. Get up, dust off and keep going.

2. Work on your own schedule.
My career used to be about doing things I “should” be doing to please my manager, parents, society and even blog readers. Since I’ve been on my own, the most important thing I have learned is to work on my own schedule, my own projects and to set up my time in a way that truly honors myself and my health. I still love big projects and tackling meaty ideas (which require their fair share of hard work), but I put way less pressure on myself to be successful by external measures and I put much more emphasis on feeling happy and healthy above the work achievements. I may take longer to launch a new product, but I’m working at a pace and lifestyle that really works for me. I often repeat the mantra, “Let it be easy, let it be fun.” If something I’m doing isn’t, I know it’s time to consider a different approach.

3. Take care of your health!
For the first month of running my own business, every day was a roller coaster. Some days I would wake up super productive, and others I’d feel exhausted or worse–just plain lazy. I wasn’t running my business, my business was running me. And as 100% of the company, the opportunity costs of operating at half-mast were extremely high. So I started exercising every day and even completed a 21-day cleanse. I felt clear-headed, creative, confident, energized, productive and happy. I was getting more done in one week than I had completed in one month. I was no longer experiencing crazy mood swings or unproductive days. I started sleeping like a rock. I was in a great mood, glowing and energetic at conferences and razor sharp during my coaching and speaking engagements. I was on a roll and I stayed there.

I used to scoff at the countless magazines that preach healthy eating and exercise until I experienced, firsthand, the insanely powerful impact it had on my business’s bottom line–not to mention my actual bottom, which now fits nicely back into my best jeans.
—From my Lifehack guest post: The best decision you can make for your business — that has nothing to do with money

My Typical Day

Q: What does your typical day look like?

I work with coaching clients on Mondays and Tuesdays, then usually take the rest of the days to do behind-the-scenes work — writing, course building or facilitation, and planning what’s next. I am more likely to take Wednesday and Friday off than the weekends. In fact — weekends and holidays are my favorite time to work; less input from the Internet (emails and social media), more creative output from me. I mostly answer emails in big chunks — usually on Sundays.

I try to take a yoga or pilates class almost every day, and I walk everywhere whenever possible. Being your own boss can sometimes feel like a 24-hour a day gig, so exercise (and fresh air!) really helps remind me to step away from the computer and interact with other humans in person (crazy, right?). Exercise also helps activate my brain for the day (and happy chemicals) and gives me time to think through what my biggest priorities are. When it’s in the evening, it’s the perfect way to let of steam and let the business stuff go for a bit. My ideal night out is a long, delightful multi-course dinner with friends. IdeaMensch Interview

Q: As an entrepreneur, what is the one thing you do over and over and recommend everyone else do?

Even if you only have five minutes, make a point to sit with your eyes closed and breathe. Better still — use the Insight Timer app and set a goal to do 20 minutes, at least three times a week. It’s like building a muscle — it will get easier over time, and you will be amazed at the clarity and creative problem-solving it brings in life and business. Insight Timer will help you build the habit by keeping a log of your sessions, as well as an optional “journal” prompt when you finish to collect insights and ideas.

—From Tech Cocktail: 27 Simple Health Tips From Entrepreneurs, For Entrepreneurs

Q: If you weren’t working on your coaching, speaking and blogging, what would you be doing?

I really love having yoga teaching in the mix. It continues to be one of my biggest challenges (instructing every breath and movement while demonstrating, really seeing the class, and adjusting) — and it’s such a great balance to all the “heady” computer work I do most of the time. I also love the idea of sharing my “medicine” with other entrepreneurs and doing it in a way that’s fun, non-intimidating and helps connect awesome people with each other (another passion of mine).

Q: Where’s the coolest spot you’ve ever taught or practiced yoga?

I taught the final class I needed for certification in a cenote (cave) in a Mayan jungle at a gorgeous retreat center called Taninah just outside of Playa del Carmen. Magical. Other favorite spots: teaching my Vision & Vinyasa workshop at Wild Rose Yoga in Chiang Mai, Thailand.

Q: What are 10 online tools you use every day?

  • Workflowy: for staying on top of tasks on a project-by-project basis, and TeuxDeux for organizing a few days at a time.
  • Evernote: Can’t live without it! It helps me track ideas and tasks across all my gadgets. I have a notebook called “Watch/Do/Read” that serves as a nice bucket for things I want to come back to later. I also use Instapaper for this purpose (particularly for longer articles).
  • Feedly is what I use for my go-to feed reader, which also syncs with Instapaper..
  • Google Docs: I’ve created lots of templates over the years to organize every area of my life and work. Check them out and grab any that seem helpful to you in the Business Ninja Toolkit!
  • Droplr: Awesome for easily sending screenshots to people; anything from music playlists to image grabs and Bit.ly for customizing short-links that I send to others, provides metrics and tracking.
  • Spotify: Listen to custom playlists or spotify radio, share with friends. Music always keeps me motivated!

On the Creative Process

Q: What’s one trend that really excites you?

Because of the Internet we have more potential to create and drive our career than we ever have before. One of my keynote speeches is, “The Ladder is Out: Career in the Age of the App,” which is all about ditching the linear template mindset and moving toward a model where we each take full responsibility for the “apps” (skills, experiences, hobbies, job experiences, side hustles) that make up our careers. You are the creative director of your life — you decide what’s next, on your own terms. That’s a liberating thought to me.

Q: What advice do you have for trying to hone in on our purpose in life?

Start with a big, sprawling creative exploration — don’t try to hone in on just one thing off the bat. Do a mind-map or make a list of all the things that bring you joy and why, and what alternate careers you would have if money or time were not an issue. Once you’ve been at this and really explored every nook and cranny, then you can start to look for themes and areas where you might want to focus your attention. Beyond that, what are your marketable skills? Look for the intersection of three things: when you feel most in the zone, your technical skills and knowledge, and what people will pay you for (market need). Finally, nothing is permanent! Explore and experiment with listening to your gut until you land on something that feels really exciting.

Q: What’s a big goal you have that we probably don’t know about that scares the bejeezus out of you?

You know what’s funny? I run a course on goals that I love with my whole heart AND after I knocked off some of my biggest ones, I found myself in a goal-free state. I have things like traveling and living abroad, but mostly even just maintaining my own business, health, lifestyle and relationships, has me overwhelmed by gratitude and good fortune.

Q: You can’t wiggle your way out of this! Give us something.

Okay fine! I want to learn how to do a press-up handstand in yoga (seriously feels like a lifetime effort), live abroad for at least three months while still running my business (I came close by living in Bali and Thailand for two months earlier this year), and to go on an African safari.

Q: How do you overcome doubts when “Making Sh*t Happen”?

Part of it is realizing and accepting that you WILL have down days, hit a big dip, feel self-doubt, and want to quit — and probably all of those things many more than once throughout a big project or journey!  Accepting that these are natural and not some great personal shortcoming helps me recognize them, acknowledge them, and move through them.

Q: What advice do you have for others tackling a seemingly overwhelming idea?

I like to tell people to “live big and start small.” Even the biggest ideas have a first step you can take, even when you can’t see the full path. Start there, then the next step will reveal itself, and the next until you eventually have a snowball of momentum. At that point you have already achieved intrinsic success for just for being on the playing field.

Stand tall and shine your light in the world. When something is right, the universe will roll out the red carpet for you; lean in and let serendipity help do the work (balanced with intentional effort).

The Personal Stuff

Q: Who is one of your personal heros?

I am fortunate to have many heros, but the one that stands out is Susan Biali, one of my mentors and now good friends. She has been an inspiration to me since day one. She’s an MD turned flamenco-dancing life coach, author and speaker. She is so poised, wise and generous with her time. She’s been incredibly supportive of me, even before I had any momentum from my blog. Susan has been with me at every step of my process — getting the book deal, learning the art of being a professional speaker and learning how to stay healthy, happy and sane in the midst of it all. She has demonstrated what’s possible for me in this field and has done it with such grace and courage. IdeaMensch Interview

Q: What’s on your nightstand?

Besides the lamp . . .

  • A SmartWater bottle (this is literally glued to my hand throughout the day)
  • My iPad Mini (practically a third hand at this point)
  • Earplugs (NYC gets crazy loud!)
  • Coconut lip butter
  • My journal (a trusty five-star notebook)
  • I don’t have a TV, so on some nights I’m also taking my laptop to bed for a Hulu show or two

Q: What keeps you awake at night?

If I’m tossing and turning, it’s either problem-solving or brainstorming around a big work-related idea or it’s a personal issue, usually around relationships — platonic and romantic. Did I say or do the right thing? Could I have done anything differently? What am I worrying about and what can I do about it? I am prone to spinning if I don’t watch myself…hence the yoga and exercise to keep me sane!

Q: What’s on your playlist?

I make a mix for every season (been doing that since I was in high school), so the playlist tends to change with the weather. My long-time stand-bys are Adele, Bon Iver and Ben Howard. When I’m feeling upbeat or in the zone, I listen to anything that gets me dancing, singing or walking through the streets of New York City as though I’m the star of my own movie. Ridiculous, I know.

Q: When was the last time you laughed out loud? What caused it?

I told my roommate that I had achieved the equivalence of a solar  eclipse with shooting stars and unicorns bounding through the sky: the mythical Inbox Zero that I’m lucky to reach once every 2 years. We had a good chuckle picturing all the fanfare — until the next one came in 2 minutes later.

Q: Which guilty-pleasure website do you visit every day?

I visit Dlisted for mind-numbing but snarkily-awesome celebrity gossip. It’s my guilty pleasure…I can’t help myself!

Q: Speaking of which, tell us a secret.

I still sleep with a teddy bear . . . the same one I’ve had since I was 6 years old. He somehow always ends up in the coveted inner spoon position.

Books & Quotes

Q: You’re a self-proclaimed book worm and “book doctor.” What does that mean?

Ever since I was a kid, books have been the source of so much learning, inspiration, comfort, growth, solace and mentorship-from-afar — and the really good ones have changed my life.

On being a book doctor:  you come to me with what ails you, and I write you a prescription of 3-4 must-reads. I’ve read over 250 non-fiction books (mostly in the categories of non-fiction, health, business and personal development), so chances are, I’ve got the perfect one for you. My no-fail book recommendations are Finding Your Own North Star by Martha Beck, and The Big Leap by Gay Hendricks.

Q: What’s your favorite book? Why?

A few favorites: Finding Your Own North Star (Martha Beck),  The Big Leap (Gay Hendricks), Escape from Cubicle Nation (Pamela Slim), When Things Fall Apart (Pema Chodron), Maximum Achievement (Brian Tracy), Tao de Ching, Living with Joy, and Resonate (Nancy Duarte).

My all-time favorite book is The Catcher in the Rye. A quote that reminds me why I love to read and write, especially when I feel blocked:

“Among other things, you’ll find that you’re not the first person who was ever confused and frightened and even sickened by human behavior. You’re by no means alone on that score, you’ll be excited and stimulated to know. Many, many men have been just as troubled morally and spiritually as you are right now. Happily, some of them kept records of their troubles. You’ll learn from them—if you want to. Just as someday, if you have something to offer, someone will learn something from you. It’s a beautiful reciprocal arrangement. And it isn’t education. It’s history. It’s poetry.”

―J.D. Salinger, The Catcher in the Rye

Q: You’re a quote junkie. What words of wisdom do you find most valuable?

I love this quote from the Dalai Lama, as it perfectly captures what I aim for within each day.

“Every day, think as you wake up, today I am fortunate to be alive, I have a precious human life, I am not going to waste it. I am going to use all my energies to develop myself, to expand my heart out to others; to achieve enlightenment for the benefit of all beings. I am going to have kind thoughts towards others, I am not going to get angry or think badly about others. I am going to benefit others as much as I can.”

—Dalai Lama XIV

And another all-time favorite quote from Rainer Maria Rilke that reminds us to love our challenges:

“Perhaps all the dragons of our lives are princesses, who are only waiting to see us once beautiful and brave.  Perhaps everything terrible is in its deepest being something helpless that wants help from us. So you must not be frightened, dear Mr. Kappus, if a sadness rises up before you larger than any you have ever seen; if a restiveness, like light and cloud-shadows, passes over your hands and over all you do. You must think that something is happening with you, that life has not forgotten you, that it holds you in its hand; it will not let you fall.”

—Rainer Maria Rilke

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