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Waypoints: Tools and Tactics for Life's Toughest Choices
Practical Tools for Smarter Decisions—In Work, Money, and Life
You make thousands of decisions every day. Some are small. Others shape the course of your career, your relationships, or your future. So why do so many of us feel uncertain, overwhelmed, or stuck?
Waypoints is a down-to-earth guide to navigating life’s choices with more clarity and less regret. Written for people who value thoughtful action over trendy advice, this book offers a collection of simple, powerful tools to help you move forward on your terms.
You’ll learn how
Stop overthinking and start moving in the right directionRecognize hidden tradeoffs in the choices you faceBuild a filter for your time, money, and attentionUse decision frameworks that actually hold up in real lifeKnow when to say “yes,” when to say “no,” and when to pause
Whether you’re rethinking your career path, managing your energy as a parent or professional, or just tired of wasting time on things that don’t matter, Waypoints offers tools you can actually use. No academic jargon. No productivity hype. Just practical insights for everyday decisions—big and small.
Author Matt Miller brings the perspective of a longtime planner who has helped people make high-stakes decisions in the real world. Drawing from years of client stories, personal pivots, and battle-tested tools, he shares strategies you’ll want to return to again and again.
If you’ve ever wished for a clear next step, or a better way to choose one, Waypoints is for you.
You make thousands of decisions every day. Some are small. Others shape the course of your career, your relationships, or your future. So why do so many of us feel uncertain, overwhelmed, or stuck?
Waypoints is a down-to-earth guide to navigating life’s choices with more clarity and less regret. Written for people who value thoughtful action over trendy advice, this book offers a collection of simple, powerful tools to help you move forward on your terms.
You’ll learn how
Stop overthinking and start moving in the right directionRecognize hidden tradeoffs in the choices you faceBuild a filter for your time, money, and attentionUse decision frameworks that actually hold up in real lifeKnow when to say “yes,” when to say “no,” and when to pause
Whether you’re rethinking your career path, managing your energy as a parent or professional, or just tired of wasting time on things that don’t matter, Waypoints offers tools you can actually use. No academic jargon. No productivity hype. Just practical insights for everyday decisions—big and small.
Author Matt Miller brings the perspective of a longtime planner who has helped people make high-stakes decisions in the real world. Drawing from years of client stories, personal pivots, and battle-tested tools, he shares strategies you’ll want to return to again and again.
If you’ve ever wished for a clear next step, or a better way to choose one, Waypoints is for you.
126 pages, Kindle Edition
Published June 14, 2025
About the author
Matt Miller
30 books17 followersMatt Miller is a financial planner, decision-making strategist, and the author of Waypoints: Tools and Tactics for Life’s Toughest Choices. With more than twenty years of experience helping people wrestle with complex questions about career, money, identity, and purpose, Matt brings a clear and compassionate voice to life’s most defining moments.
He’s the founder of Upleft, an advisory firm based in Port Angeles, Washington, and a trusted guide to clients navigating change, uncertainty, and reinvention.
Waypoints is his field guide for the rest of us—the thoughtful, stuck, or just plain overwhelmed—who want a better way to move forward. When he’s not working with clients or writing, Matt can usually be found walking with his wife and their two rescue dogs or exploring street food stalls in all corners of the world.
He’s the founder of Upleft, an advisory firm based in Port Angeles, Washington, and a trusted guide to clients navigating change, uncertainty, and reinvention.
Waypoints is his field guide for the rest of us—the thoughtful, stuck, or just plain overwhelmed—who want a better way to move forward. When he’s not working with clients or writing, Matt can usually be found walking with his wife and their two rescue dogs or exploring street food stalls in all corners of the world.
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Displaying 1 - 3 of 3 reviews
August 27, 2025
I really enjoyed this book. It was full of extremely practical tools and tips to help guide decision making. I specifically appreciated the concept of "inside-out" decision making, to stop and check whether you're using principles, priorities, or just preferences to make an important decision. In the modern world, we have so much information coming at us non-stop, and providing regular people with practical tips to help sort through that information and make good personal decisions is so desperately needed.
August 1, 2025
This is a great book to read about making decisions. It points out several factors I wasn’t even aware of when faced with making hard decisions. This will be a great book to refer to when faced with some of life’s twists and turns. The chapter on decision making, biases, and finance really stood out to me as helpful. Worth the read!
September 18, 2025
I love questions. Matt raises great ones! If you want to improve your decision-making "skills" and truly become a wise "decider," read Matt's book!
Displaying 1 - 3 of 3 reviews