A few weeks ago I rented my Tesla Model 3 on Turo on a 1-Day rental. I'll share exactly how it works, how much money I made and why I'll never do it again.

If you've never heard of it, Turo is like AirBnB but for your car, well I should say it's probably more for your sexy car. No one is going on there to rent a (insert crap car of choice here).

Spoiler: My car is fine. This post is about being transparent about everything that goes into renting the car so you know all time and costs associated.


I purchased a Tesla Model 3 in Dec 2018; at 31 it's my first car and biggest personal purchase ever  —  I didn't even have a driving license when I got it.

Story behind it here.

I had the car in my possession a month before I’d even gotten a driving license for the first time (that’s what happens when you live in New York, no driving required).

FAQ: Why did I buy before I even had my license?

Do you ever struggle coming up with new ideas and you think, “Oh, I'm just not the type of person that can come up with good ideas consistently”?

Maybe you look at a friend or a coworker and they're constantly coming up with things and you're thinking, “Why can't I do that?” Well, today, I want to let you in on a little secret.

These geniuses we see, it often one thing in disguise.

In this video, you're gonna learn:

✅What that one thing is that you need to be stuff and come up with great ideas.

✅A system that you can put in place to make coming up with ideas not something that you do in the shower once in a week, but something that you can do consistently every single day

✅I will leave you today with a challenge of 10 daily prompts that you can use to come up with a new idea every single day.

Do you ever struggle with focusing on your big picture plans because you’re caught up in the day-to-day of email, Slack notifications and constant daily distractions?

Today I’m going to be sharing how I crafted my environment to save me from myself so I could get into Deep Work mode.

The 3 things you’ll learn in this post or video:

✅ What is Deep Work and why is it important?

✅ Understanding your Core Value and the actions or tasks associated

✅ The Action Steps you can take to make Deep Work a Habit

LittleMight on YouTube:

What is “Deep Work”?

One of the most important books I ever read was Deep Work, highly recommended to everyone — check out my book notes here.

Deep work is the ability to focus without distraction on a cognitively demanding task. It is a skill that allows you to master difficult things at speed and get better at what you do.

Trends in offices today with open plan designs,

It’s the 5th year of doing this Annual Review for myself. If you haven’t done this or don’t know where to start I shared my structure here.

If you’re interested you can read my past reviews, 2014, 2015 2016 and 2017.

What went well

1. New Friendships

Upon reflection, I realize 2018 was the year of creating my own independent life, something I started in 2017 after my divorce but developed more last year.

I met a crew that would become my closest friends, we started climbing together and friendships grew from there. James & Cara moved into my apartment building so life pretty much became like a Friends episode.

Takeaway: Make more friends outside entrepreneurship circles

2. Moving to Austin in November 2018

Left NYC and moved to Austin, Texas. It’s only been a few months but I love it. I was feeling stagnant and now I feel much more creative, probably due to a more quiet environment and having more space / less clutter.

Every year for the past 4 years I've done an annual review where I reflect on my year.

In business it's typical to do an end of year review, or an annual shareholders meeting where you reflect on your year to assess where you’re at.

The only way to improve is to know past behavior, record what happened and know your next steps.

I believe we should have a structure to do this for our personal lives… so I'm sharing my personal system today:

My first video I'm sharing my annual review system which is the questions I ask at the end of every year to figure out:

  • What went well
  • What sucked
  • Relationships (who have I been spending time with?)
  • Experiences (is my bucket list getting smaller)
  • Favorites

Download your worksheet here

Your Annual Review Worksheet

If you've gotten to the end of another year feeling like you ran out of time but thinking ‘2019 year will be different’. I think this exercise is for you.

Success and economic growth lies not in good products or services but in the quality of the experience you provide.

I recently delivered at Keynote at Seva (formerly Convertkit) Craft and Commerce conference about starting a growing and global brand through crafting a Product Experience.

I believe we’re at a point in history where selling experiences have eclipsed the creation of products.

Hiring the right people is hard, as detailed in my struggles when building our team.

Once you hire the work isn't over as now you need to create or breed a culture that supports the people so they can do their best work.

Creating a remote culture is even harder as there’s a lack of an everyday tangible connection to the team.

As co-founder of BestSelf Co, a young bootstrapped company we knew that we weren’t going to be able to contend with other big companies on salaries, benefits or cool office space when we were building out our team.

Given this, how do you motivate people to do their best work?

You make work more than just collecting a paycheck.

I made it another year! This will be my 4th annual review, and you can read 2016, 2015 and 2014 if you're curious. I do these as a way to stop, process and reflect the previous year to figure out what went well, what didn’t and how best to move forward in 2018.

Disclaimer: I write reviews mainly for myself to learn from, to show people what’s possible in a year and also to hopefully help people learn from my mistakes.

Spoiler alert: 2017 was the hardest year of my life

This review will probably be my most in-depth and revealing as it was a hectic year. In fact, typically I discuss the things that went well before what didn't go well… but much of the year was shaped by the unexpected.

This post is divided into sections:

In the past 18 months, BestSelf Co has gone from a 2 person operation of myself and Allen, to a full team of people. In fact, we just celebrated our third team member being with us for over a year.

Between contractors, part-time and full-time people, we have around 16 people who play some role in the team, between customer support, marketing, development, and design.

A shot from our October team retreat to Key West

… Getting there has not been easy.

In this post I’ll cover:

1. How NOT to hire someone
2. How to define a job role
3. How to create an automated application process that only brings qualified candidates (and saves you tons of time and energy)
4. The system we used for hiring that finally worked!
5. The tools we use that make boring paperwork easy

Have you ever wished you could go back to high school knowing everything you do now? Well I kinda got to do that…

Recently I was invited back to give a talk at my old high school and share my journey since I left in 2005. The purpose was to impart any “wisdom” I had for some of the older students during Friday assembly.

*Cue the awkward high school picture*

(I'm not sure what was more tragic, my hair, the hairband or those eyebrows…)

I asked on Facebook what people wished they had known back when they were between 16 – 18 years old. I got some great responses from people…

There were a bunch of awesome responses, you can see the whole post here.

3 Myths I believed at School:

Myth: You have to know what you want to do for the rest of your life

Truth: Many of the jobs that exist now didn't exist 10 years ago. Same as many jobs that exist now won't exist in 10 years.