You’ve made it to the end of June — the end of Q2 — and the year is already half over (half empty or half full, depending on how you look at things). And whether it flew by or crawled, now is the perfect time to pause, reflect, and take a good look at how far you’ve come.
Because here’s what I know: if you’re a work-from-home entrepreneur, there’s a good chance you’re doing more than you’re giving yourself credit for.
And when you’re the boss, the team, and the cheerleader all in one, it’s easy to skip right past the progress and just move on to the next thing.
But this is your invitation to not do that.
Because reflecting on your progress isn’t just a feel-good practice — it’s a momentum-building strategy.
Let’s walk through how to review your June milestones, celebrate the progress you’ve made, and use that clarity to start Q3 strong. In other words, let’s dive into how to review your milestones to build more momentum.
Why Reflection Builds Momentum
When you acknowledge what’s working — and what’s not — you give yourself the feedback you need to keep moving forward with purpose.
This kind of review isn’t about judgment. It’s about awareness and alignment.
Reflection helps you:
- Reinforce habits that are serving you
- Adjust strategies that didn’t pan out
- Celebrate the progress you did make (even if it looks different than what you planned)
- Build confidence by seeing how you’ve grown
Progress without reflection often goes unnoticed.
But when you take time to notice, you get that inner boost that says: Hey, this is working. Keep going.
Just 5 Easy Steps to Review Your Milestones to Build More Momentum
Implementing the momentum-building strategy of reviewing your milestones each month isn’t hard. It just takes the commitment to actually doing it.
Here’s how easy it is to review your milestones to build more momentum …
Step 1: Pull Out Your Milestone Map
If you’re a Tenacious WFH Insider or VIP, you’ve got the Milestone Mapping Method worksheet — our Mini Power Tool for the month. Now’s the time to use the reflection section.
And if you haven’t used it yet — or if you don’t yet have a premium subscription to The Tenacious WFH Entrepreneur weekly newsletter — no worries. You can still use the reflection prompts here and at the end of this post with a blank page in your planner or journal.
Take a deep breath and look at what you set out to do in June … the milestones you mapped out. And then ask yourself these questions:
- What milestones did I check off?
- What steps did I take — even if they didn’t lead to a result yet?
- Where did I pivot or change course for the better?
Even if your month didn’t go exactly to plan, you likely made more progress than you think.
Step 2: Celebrate the Wins You Did Have
This is important. Don’t breeze past your wins.
Even the tiny ones matter — like showing up when it was hard, getting through a tough conversation, or trying something new.
Here are a few ways to make those celebrations stick:
- Write a quick journal entry or gratitude list. Reflect on what you’re proud of and what surprised you this month.
- Share a win with a friend or biz bestie. Send a text or voice memo: “Just wanted to celebrate this little thing!”
- Create a simple visual summary. A list, a Trello card, a whiteboard sketch — whatever helps you see what you’ve done.
You don’t have to throw a party to mark the moment. But you do have to notice it.
Step 3: Reflect on What Didn’t Go as Planned
This part matters, too.
Not as a chance to beat yourself up — but as an opportunity to learn and realign.
Ask yourself these questions:
- What got in the way of the milestones I didn’t reach?
- Were my expectations realistic for where I’m at in this season?
- Did my goals still feel aligned throughout the month, or did something shift?
- What did I learn — about myself, my business, my rhythms?
Sometimes, the reflection reveals that you were aiming for the wrong thing altogether — or that life needed to take priority for a while. That’s okay.
That’s part of building a WFH business on your terms. One that serves you.
Step 4: Set One Milestone for Early July
Now that you’ve looked back, let’s use that clarity to look ahead.
Instead of planning your entire Q3 right now, start with just one milestone to aim for in the first two weeks of July.
Choose something doable. Meaningful. Motivating.
Here are a few examples:
- “Outline content plan for July + August”
- “Pitch myself for one podcast guest spot”
- “Take one full day off before a summer event”
- “Wrap up open projects before a short July break”
Then jot down 1–2 micro-steps that will move you closer to that milestone this week. You’re building momentum — not putting pressure on yourself to perform.
Step 5: Repeat This Review Monthly
This isn’t a one-time practice. It’s a system that gets stronger with repetition.
Block time at the end of every month — even just 20 minutes — to do the following:
- Look at your milestones
- Celebrate what worked
- Reflect on what didn’t
- Choose what’s next
If you’re using the Milestone Mapping Method, this becomes super simple. (And, remember, if you’re a Tenacious WFH Insider or VIP, you can always grab a fresh copy each month from your Mini Power Tools Dropbox folder.)
Look How Far You’ve Come, Friend
You made it through another month of showing up for your business, your people, and yourself — even when things didn’t go to plan.
That’s worth recognizing.
You’re not falling behind. You’re building something. And reflection is how you gather the tools, stories, and strategies that will carry you forward.
Reviewing your milestones is how you build more momentum to keep you going.
So, take a moment to look at June through the lens of progress.
Because once you see how far you’ve come, it’s a whole lot easier to believe in where you’re going.
You’ve got this.
✨ Want to Make Reflection a Consistent Habit?
This month’s Mini Power Tool — the Milestone Mapping Method worksheet — was designed to help you track your wins, adjust your focus, and build meaningful momentum all month long.
If you’re a Tenacious WFH Insider or VIP, you’ll find the reflection prompts waiting for you in your Mini Power Tools folder.
Not a premium subscriber yet? You can upgrade here to access the worksheet, private podcast episodes, and the full Power Tool archive.
Let’s wrap up June strong — and head into Q3 with confidence and clarity.