Six years to gain it, 30 months to lose it, and a lifetime to keep it off. While weight is the central focus of my headline and photos, it isn’t really the point. Rather, the weight gain and damage I was doing to my health should be seen as manifestations of an overworked mind and body, and underfed soul.


Six years to gain it, 30 months to lose it, and a lifetime to keep it off. While weight is the central focus of my headline and photos, it isn’t really the point. Rather, the weight gain and damage I was doing to my health should be seen as manifestations of an overworked mind and body, and underfed soul.
If my story helps just one entrepreneur or ambitious ladder-climber/jungle-gym-swinger avoid (or come back from) unhealthy habits, then I consider sharing my very personal journey a success.
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Growing up, I was a multi-sport athlete and a hard-charging gym rat in my early 20s. Thanks to good habits instilled in me by my parents, I always ate healthy whole foods (many of which we raised/grew on our farm), drank lots of water (and nearly zero drops of caffeine), and made sure to get plenty of sleep. But after moving to Washington, DC after graduating college, my healthy routines started to fall away in favor of carving out more hours in the day for my career ambitions.
Two years into living in DC, I started my own company with my then-boyfriend. Any vestiges of my good habits went out the window. And I took off on the ride of my life.
While executing ground-breaking work in the data visualization space, winning countless industry awards, and generating $13 million dollars in revenue (without any outside funding), I put on about 10 pounds a year. For six years. This works out to one pound of weight gained for every $216,667.00 (gross revenue) we made.
Oh, but wait, there’s more. As if the weight gain wasn’t enough, I had a laundry list of health issues that ranged from poor skin, to perpetually ‘on-end’ nerves, to frequent “file not found” moments when my brain tried to take on certain tasks or access my vast Latin-powered vocabulary.
As a professional problem solver skilled in the art of follow-through, I finally hired myself to do what I do best: get results. Over the course of 30 months, I took my life back. I got healthy. I meaningfully re-engaged with my sister, mom, dad, and close friends. I got back my kick ass vocabulary and brain power. And I shed nearly 60 pounds.

As you read on, I want to underscore two things:
Additionally, these are great for eliminating healthfulness, happiness, and joy from your life.
Work comes first. This includes clients, customers, employees, new business leads, industry press, consumer press, and requests from your co-founder or boss. If there are any hours (or minutes, honestly) left in the day, give those to your family, loved ones, and friends. But above all, if you want to ensure you will gain weight over time, do not—I repeat do not—carve out time for your health, any outside-of-work interests, sleep, or proper and consistent nutrition.
Insist on only needing four hours of sleep a night (or go for broke and pull all-nighters… frequently, and maybe even in succession). Wear this “superhuman power” like a badge of honor, and make sure to let people know that you will “sleep when you are dead” and that “sleep is for quitters.”
This includes, but is not limited to: showering only when absolutely necessary (working from home does not constitute necessity); don’t drink enough water, keep your stress levels high, and don’t get enough sleep (#2 above) so your skin goes to hell; miss haircuts for months, years even; cease any sort of waxing activities [think: Frida Kahlo]; work from home, wear sweats (if you even elect to put pants on), and stay “focused” (a.k.a. sedentary) for as many hours as you can; and do not, I repeat DO NOT participate in any sort of physical activity (#4 below).
This includes restricting any and all physical activity (even just walking). Make sure to schedule every waking moment of the day with meetings or work sessions. And make sure these work sessions entail as much sitting as humanly possible, for as business innovator Nilofer Merchant posits in an HBR article that went viral “Sitting Is the Smoking of Our Generation.” And if you think you can get in a workout at some point, start checking and responding to email so that this urge passes. Remember: there will always be one more thing you can do that can keep you from the gym, a run, or a pickup game of soccer with friends.
Be so busy that you aren’t there for them when they need you. When you do happen to get to get together or talk on the phone, make sure you are multitasking so as not to miss a beat with your work—and so as not to not really hear a word they are saying. This can take the form of incessantly checking/being on your phone; taking calls that interrupt your time with them; thinking about your work while they are talking; and talking about your work issues in a one-sided way.
This is a particularly important step toward an unhealthy lifestyle and guaranteed weight gain, so you will want to pay attention.
First, when you wake up (provided you even went to bed), reach for some sort of caffeinated beverage before any water or food. This will ensure that you surprise your appetite, throw off your metabolism, and delay hunger for a few hours. If you do in fact get hungry again in the morning or early afternoon, just go for more caffeine.
Second, by the time you head into the afternoon/early evening, you will start to notice symptoms of hunger that can range from drawing a blank when trying to think or recall, to being irritable or “hangry” if you will, to even having sharp pains in your stomach. At this point, go for the nearest delivery menu you can access (thanks to Seamless and services like it in many cities, there’s even an app for that!) and order as many dishes that sound good, including appetizers and desserts, and drink some more caffeine as you wait for it to arrive.
Finally, once the food is delivered, consume it by inhalation and avoid chewing too much. Also when you start to feel full, keep going. Who knows when you will eat again?!
This includes, but is not limited to: reading books, traveling for pleasure and not for work, learning about non-work-related things that interest you, reading the news, keeping up any hobbies like writing or knitting or playing an instrument, meditation, practicing your religion, mentoring others, and much more!
Remember, you need to squeeze every second out of the day and you absolutely cannot give up any temporal ground to such things.
So which of those seven are you guilty of? If the answer is none, then I salute your ability to find and keep balance. If the answer is one or more, here are seven steps to help you stop, take stock, and make some simple, yet powerful, changes to get you back on track.
Additionally, seven sure-fire ways to be happy and live a joyful life.
To reclaim my health (and waistline), I created a project plan for my life that structurally followed the way I scoped a statement of work for a client. It included a realistic timeline, key performance indicators (“KPIs”), and discrete deliverables. The timeline was two years. The milestones were body fat percentage, how things fit, how I felt, and how I looked (requires a commitment to recording in a journal to see the progress). The deliverables were commitments I was making with myself.
I also realized I needed outside resources to execute my plan. I hired an executive coach (Karen Vander Linde!), a trainer (Deemsy Arias!), and a clean food delivery service (Clean Food Miami!). The least I could do with some of the money I made while treating myself so poorly was reinvest it in myself. These three investments saved my important relationships, my mental well-being, my physical body, and my overall health.
In particular, Karen’s role was one of not just mentorship, but one of weekly accountability. With her guidance from 2011–2012: we identified the systemic issues needing improvement, A/B tested a variety of new approaches—and when certain issues were unresolvable with respect to the management style of my co-founder at JESS3—she was instrumental in helping me plan and execute a responsible and professional exit from a company I built and ran for six years. To this day, Karen and I remain close and toast frequently to our successful mission.
My departure from JESS3 meant leaving my life in DC, heading briefly to LA to see through my duty of setting up the team for success, and moving onward to help build a text-to-video startup in Miami. But what happened outside of my new Florida-based job was perhaps the most transformative.
If Karen helped me change my mental state in DC, Deemsy helped me change my physical state in Miami. I referred to him as “coach”—which harkened back to my highly competitive sport-playing days. When I wanted to quit or move on to a new lift or circuit, he would say: “Now we are really cooking with oil, let’s keep going.” He also helped me “clean up” my diet (literally, figuratively). He said bluntly to me once I rattled off how I was eating: “You have good intentions, but bad execution.” If there is one thing I pride myself in, it is my execution. So I took this very seriously and immediately adhered to a 90/10 ratio of clean, paleo eating to the very occasional “less clean” eating.
Now that I am in New York City, I miss Karen and Deemsy dearly, but their voices and encouragement ring in my ears anytime I want to give in or give up.
For 30 months, I worked my plan every, single, day. And to this day, I still work that same plan.
PSA: I am pretty sure people know that fad diets at best give you temporary results (Oprah once famously said of her liquid diet days: “I was a size 6 in the studio, then I looked at some food, ate something solid, and was up to a size 10 by the time I got to my car”). And at worst, they give you false hope that it only takes a few weeks and some magic supplement. The real secrets? Be patient and be consistent.
Unlike any other “diet moment” in my life, I got away from the number on the scale as the main determinant in my success. And I suggest that you do as well. Why? Because in order to overhaul your metabolism permanently, you need to build muscle. Muscle-building requires protein and weight lifting.

If the scale is your main metric, you are incentivized to do a lot of cardio and starve yourself, neither of which are sustainable (and arguably, to paraphrase my good friend and fellow lifter-entrepreneur-UChicago alumna buddy Julie Fredrickson, these are activities of a “renter” who makes superficial upgrades, while a “buyer” makes remodel upgrades that last).
Even more to the point, a pound of muscle takes up much less mass than fat and looks great in any circumstance. I firmly (pun intended) believe: STRONG IS THE NEW SKINNY.
ALL THE THINGS CONSISTENTLY. There are a few more deliverables I went after, but these were my foundation. I even grouped them together in my “Elementary Happiness” talk at HubSpot’s annual conference in 2013.
Of course you want the best conditions and gear, but you won’t always have it. Don’t let that be an excuse. Ever. In 2013, I forgot my tennis shoes while on a business trip, but I didn’t let it stop me. I threw on what I had (knee-high boots) and still pumped iron. I travel with the TRX band, weight gloves, and tennis shoes (when I remember) so I can be ready to do body weight, gym, or outdoor training.
5) You are likely not in the life-saving business, so draw lines about your work hours.
One of the sure-fire ways to burn yourself and others out is to always be “on.” Just like a “hero” mentality emanates from the “non-sleepers,” the “super responders” and “24/7/265’ers” love to proudly flex their “always-on” badge.
Only I could end the cycle and I did so by not responding to emails after 7p.m.; if I had the urge, I saved it as a draft and sent first thing the next morning. In the rare occasion that it was in fact urgent, I would hop on the phone and resolve it so I didn’t get stuck in a game of email-tennis. If I had a work product that needed to get done, I set aside focused, non-interruption hours and got it done (as opposed to bouncing around from tab to tab, conversation to conversation, with lots of fits and starts).
And it’s all small stuff. I am not advocating that you ignore the details, but I am insisting that you put your work-centric approach into perspective. Is what you are working on worth snapping at employees or family members? Worth not sleeping? Worth gaining 60 pounds? Worth spinning up your team on a weekend when they should be re-charging so they can come back strong on Monday? Very rarely is the answer yes to any of these things.
The second you think “I’ve made it to my goal, now I can finally stop all these healthy mind/body things” is the second you risk slipping back into the awful habits that robbed you of your health and vitality. This is a commitment for life and one that you need to make sure is sustainable; I recently came across a great guide from Precision Nutrition thanks to fellow-entrepreneur-buddy Ellie Cachette. Check it out as you evaluate what’s sustainable for your goals and for what makes sense for your schedule.

At the end of 30 months, I not only regained my mental health, but I also replaced lots of fat with lots of muscle. All told, I dropped 58 pounds and shed 12.3% off of my body fat. I fit into clothes that I wore in high school (which my sister kindly reminds me: doesn’t mean I should wear them, as fashions have changed since the 90s). My skin, hair, and teeth look and feel like I’ve gone back in time to my youth without surgery. I take on the things I love (like writing) with a renewed sense of purpose and energy. I give my most important relationships the time, focus, and respect they deserve. And my ‘playbook’ is chock full of tools, tips, and tricks to ensure I never get that far afield again (FYI: said ‘playbook’ is in the text above, shared with you in hopes it can serve you in the ways you need).
So there you have it. Seven steps to a better you. Do I religiously follow each and every one, every single day? No, but I aim to at least 80% of the month. And if I want to push to new levels of strength and trimness, like I do in 2015, then it is closer to 90% to 95% of the time. A few other examples of when upping your game past the 80% mark might help you get to the other side with flying colors: when you are going through a difficult time; when you are preparing to and following the act of giving birth; or when you are transitioning geographies.
In the end, even when I thought I operated outside of laws of nature, there was a very real level of deterioration of my abilities that noticeably occurred over time. I was less sharp after not sleeping, which meant I had to work twice as long to finish tasks, which meant I had to stay up late working, which meant I didn’t ever get enough sleep. It’s a vicious cycle and to be at my best mentally and physically, I had to put an end to it. Over two years ago, I did just that.
If you take one thing away from my story, let it be this: The “sleep when I am dead” or “eat right and exercise once I sell my company” mentalities will surely speed up your death, make the years you live more miserable, and be costly in time and money to overcome the longer you subscribe to them.
I hope you get started today so that your future self (and everyone who cares about you) will thank your present self. Because it is never too late to change everything.
Timeline: Companies Built, Activities Done, Weight Gained/Lost
1993-present: Co-founder and partner at bootstrapped Bradshaw Vineyards.
2006-2012: Co-founder, COO and President at bootstrapped data visualization agency JESS3.
2012-2014: Founding team member and COO at venture-backed text-to-video startup, Guide.
2014-present: New York Managing Partner for London-based product innovation company, Made by Many.
This post originally appeared at Medium.