It’s time to think big about making your dream a reality! With our largest, most ambitious goals, a little preparation goes a very long way. Taking a moment to reflect on our path to our goal ahead, and why our goals are important, keeps us focused and on-track through thick and thin. For me, I find a little structured process gets me energized and thinking smarter. This in turn leads to these personal dreams becoming my new reality. I can’t wait to share my approach with you!
I start by filling out a simple two-page form that’s free for you to download:
Download here
I’ve personalized this to my own style, strengths, and weaknesses. Hopefully you find it a great starting place to make your own tweaks. Let’s take a look at what I consider valuable when starting a new goal:
Goal – I Give the goal a compelling name that excites me. I also draw a doodle or logo to recognize it easily in my set of goals and make it fun.
Why – What’s in it for me? I make it as juicy as possible to get me excited when I hit blockers or barriers. Spending time to articulate the why will also unlock new ideas in later sections. I jot down a couple bullets, nothing complex, as this preparation is for me and me only.
Success Metrics – How will you judge my success? A common mistake I can make is celebrating too early. When I have made progress or achieved some success, and get distracted or reprioritize, I lose track of the bigger win or breakthrough right around the corner. By noting what success means first, I can hold myself accountable to not stopping until I’m truly done.
Your Strengths – What is my unique or unfair strength in completing this goal? I often reference my StrengthsFinder assessment and think back to similar goals I’ve achieved in the past. What went really well? What positive feedback did I get about my actions or behavior that I should duplicate this time?
Partners – Who can join me on this journey and help achieve my goal? Who can I ask for help to be more successful and build lasting relationships? I check each name off after I’ve asked them for their insights and assistance to confirm I’m not leaving any stones unturned.
Key Activities – This todo list evolves over the course of the goal, but I limit it to three outstanding items at a time so I don’t get distracted and identify the highest priority items. It’s the classic way to jot down action items and mark progress.
Risks – As opposed to the Strengths section, I take some time to acknowledge my fears. This not only makes them more concrete and thus solvable, but also helps revise the other sections. Perhaps, for instance, there is a partner that can help overcome the risk. And if there’s nothing risky in the goal then I’m not being bold enough.
Learning Opportunities – What can I learn along the way by making mistakes? How can I share that learning with others via blogs, social posts, presentations, or conversations? Is there a new technique or practice I can implement?
Pomodoros – How much effort will it take me to achieve my goal? In a previous post, I share how I use Pomodoros as 25 minute blocks of focused effort that help make the best use of my time. Estimating how many I will need also leads me to better understanding my goal by considering how long it will take. I acknowledge the long road ahead, or consider how I could achieve my goal with less effort. I make a box for each Pomodoro I think it will take, and check them off as I do each Pomodoro (adding more checks than boxes if my estimate was low). I include estimates for time in meetings as this too (so an hour-long meeting would add two Pomodoros).
Start Date/End Date/Blockers – To help me retrospect on my goal when it’s crushed, I track when I started and completed it, and what major blockers I encountered along the way that stopped my progress.
Appreciations – I note who helped me along the way to make a concerted effort to say ‘thanks.’ I check them off after each is delivered.
Each week I start by reviewing the goals I have in progress, and make new ones, trying to keep a WIP (Work in Process) limit of three. For each goal I print, fill out, and maintain one of these forms. I keep them in a special folder for quick editing and access. I purposely make them physical, rather than digital, to encourage me to focus as I review and update them. The corporeal nature of the form lets me take them to a quiet, distraction-free place and treat them with more importance than the urgent items on my computer.
Hopefully you find this goal-preparation valuable too, and tweak it to match your own style. If you have changes you make, I’d love to hear about them in the comments!



We’re approaching the end of Q1, and that means it’s time to plan Q2. Each quarter I need to produce a one-year (4 quarter) roadmap, and with Jenni starting at the beginning of Q2 on April 1st, it’s a perfect opportunity to involve her in to the roadmap plan that she’ll be helping execute. Luckily she’s willing to help out with planning while still doing her current role.