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When Everything Changes: Planning Through Life’s Most Defining Moments

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By Lexi Olian, CFP®

There are chapters when life is a steady hum. You know what’s coming. You show up, pay the bills, and hit your deadlines. The structure makes sense… 

Until it doesn’t. 

There are other chapters that crack your voice when you talk about them, arrive uninvited or long-awaited, and shake the foundation of everything you thought you knew about how life works and what it costs to keep going. 

Marriage. Divorce. Parenthood. Caregiving. Transitions like these aren’t just logistical, they’re existential. They change how you see yourself, how you spend your time, who depends on you, and what “security” really means. 

Marriage: Building Something Shared 

Marriage is a hopeful leap, and also a merger of dreams, debt, habits, and expectations. Sometimes it looks like one partner moving across the country or putting a career on pause. Sometimes it’s figuring out how to talk about money for the first time. Do we combine everything? Keep separate accounts? What happens if one of us earns more, or stops earning? 

Some couples align seamlessly. Others learn (sometimes slowly, sometimes painfully) that “mine” and “yours” don’t always equal “ours.” One partner might carry student loans, the other a trust fund. One may be a spender, the other a saver. It isn’t just about logistics; it’s about values, priorities, and the power dynamics money can create. 

Divorce: Starting Over, with Eyes Wide Open 

Divorce doesn’t just end a marriage; it ends a specific vision of the future. The ground shifts quickly. You’re asked to make long-term decisions while you’re still catching your breath. 

Some people leave with clarity; others walk away shell-shocked, unsure of how to separate emotion from equity. There’s the practical scramble—finding housing, figuring out income streams, untying accounts—but also the invisible recalibration: What does “stability” mean now? What do I want from this next chapter? Who am I financially, outside the context of “we”? 

There’s often grief, yes. But there can also be relief, even liberation. Sometimes, starting over is the most honest form of growth. 

Parenthood: Planning for the Person Who Needs You Most 

Becoming a parent collapses time in strange ways. One moment you’re preparing a nursery, the next you’re holding a living, breathing human who will rely on you for everything from diapers to tuition, from peanut butter sandwiches to a sense of security. 

Parenthood isn’t just expensive—it’s expansive. You’re no longer planning for one life, but two. Suddenly, the future looks different. Safety nets take on new meaning. Providing and protecting become more than tasks. 

From life insurance and wills to education plans and parental leave, this is the time to get practical. And underneath it all is a deep drive to create a world where your child can thrive not just financially, but emotionally and intellectually. Money becomes a tool to shape a life, not just fund one. 

Caregiving: Carrying the Weight of Two Lives 

One day, you’re the child. The next, you’re managing your parent’s prescriptions, bills, and long-term care decisions. Or maybe it’s your partner who needs you, or your sibling. 

Caregiving is a slow erosion of your own time, energy, and often, financial footing. It forces hard questions: How long can I keep this up? What am I giving up? Who’s taking care of me while I’m taking care of them? It can derail careers, upend savings goals, and drain retirement accounts if it’s not carefully planned for. 

There are no easy answers. But naming the tension—that mix of duty, affection, and fatigue—is the first step toward navigating this transition with intention. 

Real Life Isn’t Linear, Your Financial Plan Shouldn’t Be Either 

Transitions rarely arrive neatly, and they don’t care about your calendar or your budget. But you don’t have to face them alone. 

At Treehouse Wealth Advisors, we work with people who move through life with intention even when life doesn’t go to plan. Innovators. Creators. Realists with soft hearts and strong minds. We meet you in the middle of change and help you create a financial plan that fits the life you’re actually living, not the one you thought you’d have. 

We won’t promise to make complicated things easy. But we can help make them less overwhelming and remind you that even in the messiest moments, you’re still in charge of your own path. Reach out today to start the conversation. 

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Garrison Point Advisors, LLC doing business as “Treehouse Wealth Advisors” (“TWA”) is an investment advisor in Walnut Creek, CA registered with the Securities and Exchange Commission (“SEC”). Registration of an investment advisor does not imply any specific level of skill or training and does not constitute an endorsement of the firm by the Commission. TWA only transacts business in states in which it is properly registered or is excluded or exempted from registration. A copy of TWA’s current written disclosure brochures, Form ADV Part 1 and Part 2A, filed with the SEC which discusses among other things, TWA’s business practices, services, and fees, is available through the SEC’s website at: www.adviserinfo.sec.gov.

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