# Headway Journal — Daily self-improvement system

> Daily self-improvement system with guided morning and evening reflection prompts. (iPhone/iPad app by Very Serious, LLC.)

- Source: https://appshunter.io/ios/app/headway-journal/id1477254209 (this page in markdown: same URL + `.md`)
- Developer: [Very Serious, LLC](https://appshunter.io/developer/1477254208)
- Category: Health & Fitness, Productivity
- Price: Free with in-app purchases
- Rating: 4.30/5 from 10 App Store ratings · 6 written reviews indexed
- Age rating: 4+
- Requires: iOS 10.0 · 38 MB
- Languages: American English
- Released: 2020-10-12
- Data updated: 2026-06-10
- Monetization: free with in-app purchases
- User reviews in markdown: https://appshunter.io/ios/app/headway-journal/id1477254209/reviews.md

## What is Headway Journal?

Take control of your day and your life with Headway’s powerful daily system. In just a few minutes each morning and evening, you will feel happier and gain a sustainable sense of momentum in your work and personal life. 

Get the best of what authors, coaches and PhDs have developed to help top performers reach their goals, all distilled into a quick set of morning and evening questions. Holding yourself accountable is a cornerstone of self-improvement and Headway Journal is the simplest and fastest way to do that each day.

In just 3 minutes each morning and evening, Headway Journal helps you:
* Feel in control of your days
* Gain a sense of momentum in your life
* Be more productive 

With Headway, you can:
* Improve in key areas through accountability
* Understand how you perform in line with your values
* Save time over free-form journaling
* Treat each day as a new chance to do your best

MORNINGS
Prompt and plan for positivity and productivity with a concise list of short-answer questions that address:
* Gratitude - Feel good about what you have
* Prioritization - Productivity requires speed and direction
* Premortem - Identify and compensate for potential issues
* Positivity - List your positive traits

EVENINGS
Keep yourself accountable by scoring your effort from 1-10 across important areas of life using active questions, which start with “did I do my best to…”. Developed by author and executive coach Marshall Goldsmith, active questions are used by Fortune 500 execs and world-changing leaders. There are no streaks to worry about, and you always get credit even if it’s only for sitting down to reflect. Evening surveys feature:
* Standard questions addressing 5 key areas: Productivity, relationships, meaning, mindfulness, happiness
* Weekly and monthly graphs to help understand how you’ve performed
* Customizable questions with 1-10 scoring or short answers


Features:
* Daily questionnaires
* Automatic dark mode to help your melatonin
* SMS and/or push notifications (configurable)
* Graphs to review your data

## Key features

- Daily morning and evening questionnaires
- Guided prompts for gratitude and prioritization
- Accountability scoring with active questions
- Weekly and monthly performance graphs
- Customizable questions
- Automatic dark mode
- Configurable SMS and push notifications

## Pricing and in-app purchases

Base price: Free.

**Subscriptions**

| Subscription | Price | Period |
| --- | --- | --- |
| Annual Plan | $24.99 | per year |


## Recent user reviews (6 of 6)

All indexed reviews: https://appshunter.io/ios/app/headway-journal/id1477254209/reviews.md

### 5/5 — Best way to start my day

*2022-11-15, version 1.03*

I forget about this app sometimes, but I have a much better day every time I use it. Great way to set yourself up for fulfilling days.

### 1/5 — You have to pay for everything <3

*2021-04-30, version 1.03*

Would of been cool if i didnt have to pay to be mentally okay 😩

**Developer response:** Unfortunately it costs money to develop and maintain apps, but hopefully you get far more value out of it than it costs.

### 4/5 — Great Start

*2020-11-13, version 1.02*

I find this app incredibly helpful. Being able to customize the survey questions is VERY helpful and a must for me. So many journal apps do not do this and it’s so frustrating. No one size fits all, especially when evaluating and reflecting. Some questions work for others and some just aren’t applicable and are not helpful... so being able to mold the survey to fit my needs is excellent. 

I saw a rant about the subscription model. It’s not just mental health apps that have a subscription nowadays... it’s ALL apps. No one is thrilled about it but that’s just the way it is. Apps are routinely updated so the subscription model makes sense. Developing an app takes a lot of time and money. I don’t get why so many people expect free stuff. Do you work for free? Do you freely give your time, money, and expertise to others without expecting something in return? I doubt it. Why is there this expectation of app developers especially... to do just that? 

I have yet to subscribe as I want to test it more but I have high hopes for it. From what I saw, the price is extremely reasonable, especially when compared to other apps in this category. I usually pay more than twice what Headway is charging. 

I would love to be able to track my habits in here or set goals and track the progress. I find it really helpful to have my reflections and journal prompts aligned with my goals.. under one roof. That would be 10/10 for me. 

Thanks for the excellent app! I’m excited for what’s to come!

### 4/5 — Great but

*2020-10-31, version 1.02*

FOR THE LIVE OF GOD WNOUGH WITH THE SUBSCRIPTIONS! This app is great but certain features are limited because you need a subscription. why are all mental health apps like this? It seems like every single one no matter what has a price stipulation on features accessible ands it’s not fair.

**Developer response:** Thanks for downloading! I'd love to offer the product for free, but it costs money to build and maintain apps (way more than I'd like to admit). The current price ($25) is similar to a paper journal, while also being more convenient and adding functionality over time. My hope is that you get far more than $25 worth of benefit. Please send me an email if you have any feedback. Thanks!

### 5/5 — Super helpful tool for work and life

*2020-10-28, version 1.02*

I lead a busy life and it can be hard to meet the expectations I have for myself. headway journal had helped me take control of the things in life that matter to me like my personal and professional relationships and healthy habits. The days I start my day with this app are better than the days I don’t.

### 5/5 — Bookend end your day

*2020-10-23, version 1.02*

This app is a great way for me to start and end my day. Helps me stay mindful and goal oriented. Definitely recommend.

## Frequently asked questions about Headway Journal

### What is Headway Journal?

Headway Journal is a daily self-improvement system designed to help users feel happier and gain momentum in their work and personal lives through guided morning and evening reflections.

### How long does it take to use Headway Journal each day?

The app is designed to be used in just a few minutes each morning and evening, with specific prompts taking approximately 3 minutes for morning and evening sessions.

### What kind of questions does Headway Journal ask?

Morning questions focus on gratitude, prioritization, premortem analysis, and positivity. Evening questions involve scoring effort from 1-10 across key life areas using active questions developed by executive coach Marshall Goldsmith.

### Does Headway Journal track progress?

Yes, Headway Journal provides weekly and monthly graphs to help users understand their performance over time in key areas like productivity, relationships, meaning, mindfulness, and happiness.

### What devices does Headway Journal support?

Headway Journal is available on iPhone and iPod devices.

### What is the age rating for Headway Journal?

Headway Journal has an age rating of 4+, making it suitable for a wide range of users.

### What are the subscription options for Headway Journal?

Headway Journal offers an Annual Plan priced at $24.99 per year, which includes a 7-day free trial.

### How often is Headway Journal updated?

The latest version of Headway Journal is 1.03, and it was last updated on March 22, 2021.

## Version history (last 4 releases)

### 1.03 — 2021-03-22

Updated share link URL and manage subscriptions screen.

### 1.02 — 2020-10-21

Bug fixes

### 1.01 — 2020-10-15

Updates to payments and general bug fixes.

### 1.0 — 2020-04-15

No release notes.

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*Data collected daily from the US App Store and indexed by [AppsHunter](https://appshunter.io/). User reviews are verbatim App Store reviews. Ratings, prices and chart positions refresh continuously; this snapshot is from 2026-06-10.*
