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When Should I Divorce? Divorce Coach Answers Your Timing Questions and Explains Why You Should Start Now

9/29/2025

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Katie VandenBerg, Certified Divorce Coach, helping clients determine when is the right time to divorce
Key Takeaways:
  • There is no perfect time to start your divorce journey​
  • Waiting for ideal conditions prolongs pain for everyone involved
  • Taking action, even imperfectly, opens doors to a better future
  • Education is the best first step you can take today
  • My clients save an average of $17,000 by being educated about their options
"The person who is willing to start has a standing invitation to a better future."
​

I found myself writing these words recently, and they've been echoing in my mind ever since. As a divorce coach who has walked this path myself and guided hundreds of others through their own journeys, I've come to realize that this simple truth captures something profound about divorce—and life in general.
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Every week, I field the same questions from clients: "How do I know when it's time to divorce?" "When is the best time to start the process?" "Should I wait until after the holidays, or until the kids are older, or until work settles down?"

Here's what I've learned after years of coaching and my own personal experience: there is no perfect time to start. But the person willing to begin anyway despite the uncertainty, despite the fear, despite all the reasons to wait, that person holds the key to their own transformation.

The Myth of Perfect Timing

We live in a culture obsessed with timing. We wait for the "right" moment to change jobs, start families, buy homes, or end marriages that no longer serve us. But when it comes to divorce, this obsession with perfect timing can become a prison that keeps us trapped in unhappy situations far longer than necessary.

I remember my own story. I spent over a year knowing my marriage was over, yet I kept finding reasons to postpone the inevitable conversation. First, it was the holidays: "I can't ruin Christmas." Then it was my spouse's work stress: "This isn't a good time for them." Next, it was the new business: "Let's wait until summer." The list was endless, and each excuse felt completely valid in the moment.

What I didn't realize then was that I wasn't actually protecting anyone by waiting. I was simply prolonging everyone's pain, including my own. The "perfect" time I was waiting for? It was never going to come.
Divorce coach Katie VandenBerg offering expert guidance on divorce timing and how to know when it's time to divorce

The Questions That Keep You Stuck

Let me address the most common timing questions I hear, because chances are, you've asked yourself at least one of these:

"How do I know when it's time to divorce?"

This is perhaps the most common question I receive from people contemplating divorce, and it assumes there's a clear, definitive moment when divorce becomes the obvious choice. In reality, it's usually a gradual realization that grows stronger over time.
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Common signs it may be time to consider divorce:
  • You consistently feel unhappy or unfulfilled in your marriage
  • You and your spouse function more like roommates than partners
  • You've tried counseling or therapy without meaningful change
  • You find yourself constantly thinking about life after divorce
  • There's a fundamental incompatibility in values, life goals, or treatment of each other
  • You no longer feel like yourself within the marriage
  • The relationship has become harmful to your mental or physical health
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The truth? If you're seriously asking this question, you probably already know the answer deep down. Your intuition has been whispering (or maybe shouting) at you for months or even years. The real question isn't whether it's time—it's whether you're ready to listen to what you already know.
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Many people spend years in this contemplation phase, hoping things will magically improve or waiting for some external sign that makes the decision easier. But clarity often comes from taking action and gathering information, not from waiting for perfect certainty.

"When is the best time to divorce?"

This question suggests there's an optimal window for divorce, like a seasonal sale or a stock market opportunity. But divorce isn't a strategic business decision—it's a deeply personal choice about your life and happiness.

I've seen people wait for various "perfect" moments:
  • After the children graduate high school or college
  • Once they achieve financial stability
  • After a major work project completes
  • Following a family wedding or celebration
  • When their spouse finally changes (spoiler alert: you can't control someone else's transformation)
The problem? These moments either never arrive, or once they pass, there's immediately another reason to wait.
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The real answer: The best time to divorce is when you've made the decision that your current situation is no longer acceptable, regardless of external circumstances. There will always be something on the horizon that makes "now" seem inconvenient.
Katie VandenBerg, creator of Trail Guide to Divorcing with Dignity, certified divorce coach specializing in divorce timing decisions

​"Should I Wait to Divorce Until My Kids Are Older?"

This specific timing question deserves its own attention because it's one of the most common reasons people delay divorce.
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Here's what the research and my experience tell us: Children are remarkably resilient, but they're also remarkably perceptive. They sense the tension, unhappiness, and disconnection in your home, even when you think you're hiding it well.

What children actually need:
  • Parents who model healthy relationships and self-respect
  • A home environment without constant tension or conflict
  • Parents who are emotionally available and present
  • Honest, age-appropriate communication about changes
  • Consistency and stability through transitions

Staying in an unhappy marriage "for the kids" often backfires. You're teaching them that this is what love and partnership look like. You're showing them that people should stay in situations that make them miserable. Is that really the lesson you want them to carry into their own relationships?
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Additionally, the stress of living in a dysfunctional marriage affects your ability to be the parent you want to be. When you're emotionally depleted, you have less patience, energy, and joy to give your children.

"Should I Wait Until After the Holidays to File for Divorce?"

Another common timing question revolves around holidays, birthdays, and special occasions. The desire to avoid "ruining" these events is understandable and comes from a place of compassion.

However, consider this: If your marriage is already struggling, the holidays may already feel strained. Forcing everyone to participate in holiday cheer while your marriage is crumbling can feel more dishonest than addressing the reality of your situation.
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A more helpful approach: Rather than asking "Should I wait until after the holidays?", ask yourself:
  • What am I protecting by waiting?
  • Who benefits from this delay?
  • What's the cost of pretending everything is fine?
  • Will the holidays really be better if I'm miserable and anxious?
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There's wisdom in being thoughtful about timing around major events, but there's a difference between being considerate and indefinitely postponing your life because there's always another event coming up.
Sunrise over horizon representing new beginnings and the courage to start divorce journey at the right time

The Cost of Waiting

While you're searching for the perfect moment, real costs accumulate. These aren't just financial (though staying in an unhappy marriage certainly has economic implications), but emotional, psychological, and even physical costs.

The hidden costs of delaying your decision:
For you: The stress of living in an incompatible marriage affects your health, career performance, friendships, and relationship with yourself. Chronic stress from an unhappy marriage can manifest as anxiety, depression, sleep problems, and physical health issues. Every day you wait is another day you're not investing in building the life you actually want.

For your children: You're modeling an unhappy relationship. You're teaching them that this is what love looks like, what marriage should be. Children learn more from what they observe than what we tell them. If you stay in a marriage that makes you miserable, you're showing them that's acceptable and even expected.

For your future: The longer you wait, the harder it becomes to envision and create a different life. You may also face more complicated financial situations as assets grow more intertwined, or find yourself delaying important life goals and dreams indefinitely.

Financially: Many people are surprised to learn that educated, prepared divorcers actually spend less on their divorces. My clients save an average of $17,000 compared to national averages because they understand their options, avoid common pitfalls, and make informed decisions that prevent costly mistakes.

The Power of Imperfect Action

Here's what I've learned from working with hundreds of divorcing individuals: the people who fare best aren't those who wait for perfect conditions. They're the ones who start before they feel ready, who take action despite uncertainty, who begin the journey even when the path isn't completely clear.

​This might seem counterintuitive. We're taught to plan, to be certain, to have all our ducks in a row before making major life changes. But divorce requires a different approach: informed action rather than perfect certainty.

Starting doesn't mean you have to file papers tomorrow. It means you begin gathering information. It means you start having honest conversations with yourself about what you want your life to look like. It means you begin building the knowledge and support system you'll need for the journey ahead.
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When I finally stopped waiting for the perfect moment and started taking action, even small actions like researching divorce processes and talking to a counselor, everything began to shift. I felt empowered instead of victimized, proactive instead of reactive.
Winding forest trail symbolizing the journey to knowing when it's time to divorce and starting a new chapter

Your Standing Invitation To A Better Future

That quote I mentioned at the beginning isn't just pretty words; it's a fundamental truth about how change happens. The moment you decide you're willing to start, regardless of imperfect circumstances, you accept an invitation to a different future.

This invitation doesn't guarantee an easy path. Divorce is challenging under the best circumstances. But it guarantees that you're moving toward something instead of remaining stuck in something that isn't working.
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Your willingness to begin, to take that first step, however small, is what opens the door to possibilities you can't even imagine yet. Maybe it's rediscovering who you are outside of an unhappy marriage. Maybe it's creating a healthier environment for your children. Maybe it's finally being able to breathe freely again.

Where to Begin: Your First Step Toward Divorce with Dignity

If you're reading this and recognizing yourself in these words, you might be wondering: "Okay, I'm ready to start, but what does that actually look like?"
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The first step is education. Understanding the divorce process, knowing your options, and learning what to expect can transform overwhelming fear into manageable challenges. Knowledge truly is power, especially when you're facing something as complex as divorce.

What you need to learn before filing for divorce:
  • The different divorce paths available (mediation, collaborative divorce, litigation)
  • How to assemble the right professional team
  • What to expect financially and how to protect your interests
  • How to navigate co-parenting conversations
  • The emotional journey and how to maintain resilience
  • Common mistakes to avoid that cost people time and money
This is exactly why I created my Trail Guide to Divorcing with Dignity. I wanted to give people a way to start learning about divorce confidentially, affordably, and on their own timeline. The course covers everything from understanding different divorce paths to navigating co-parenting conversations and managing the financial aspects of divorce.

The Trail Guide includes:
  • 6 comprehensive modules covering every aspect of divorce
  • 18 expert-led lessons with over an hour of video content
  • Immediate access to all materials: no waiting, no delayed content
  • Ability to work at your own pace, on your schedule
  • Expert guidance available 24/7
  • Strategies that help my clients save an average of $17,000 on their divorce costs
The beauty of starting with education is that it's something you can do right now, today, regardless of your circumstances. You don't need perfect timing to begin learning. You don't need your spouse's permission to understand your options. You don't need to wait for external conditions to align.

You can start gathering information privately and confidentially, building your knowledge and confidence before you take any public steps. This is the lowest-risk, highest-reward first step you can take.
Mountain landscape illustrating the path forward for those asking when is the best time to divorce

Taking the First Step Forward

I've walked this path myself, and I've guided hundreds of others through their own journeys. What I've learned is that the courage to start: imperfectly, incompletely, but authentically, is often the most important step in the entire process.

Your better future isn't waiting for perfect conditions. It's waiting for you to accept the invitation that's always been there, ready for you to claim it the moment you're willing to begin.

The person who is willing to start has a standing invitation to a better future. That person could be you. That time could be now.
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Remember: there's no perfect time to start, but there's no better time than today to begin building the life you actually want to live. Your future self is waiting, and the invitation is always open.
​Ready to take your first step? My Trail Guide to Divorcing with Dignity provides comprehensive, expert-led education about the divorce process that you can access immediately and work through at your own pace. Learn about your options, understand what to expect, and gain the confidence to move forward with clarity and dignity. Because the best time to start learning about your future is right now.
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"I Don't Know What I Don't Know About Divorce" - And Why That's Actually Your Smartest Starting Point

9/10/2025

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The most dangerous phrase in any major life transition? "How hard can it be?"
Professional divorce coaching guidance - Katie Vandenberg helps clients understand what they don't know about divorce process, mediation, and legal proceedings
I hear it at least three times a week on consultation calls: "Katie, I don't know what I don't know about divorce." Usually followed by a nervous laugh and an admission that they've been Googling "divorce process" at 2 AM for weeks, only to feel more overwhelmed than when they started.

Here's what I tell them: That feeling of not knowing what you don't know? It's not a weakness. It's actually the smartest thing you could possibly acknowledge right now.
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The people who get blindsided in divorce aren't the ones who admit their knowledge gaps upfront. They're the ones who think they can figure it out as they go, armed with nothing but Google searches and advice from their divorced friend Sarah.

The Real Cost of Flying Blind Through Divorce

Let me paint you a picture of what "figuring it out alone" actually looks like in practice.

The Attorney Bill Shock Sarah thought she was being resourceful by handling everything herself until the very end. She'd email her attorney every other day with questions like "What does this motion mean?" and "Should I be worried about this discovery request?" Each email generated a 15-minute billing increment. Her final attorney bill was $18,000 higher than necessary - not because her case was complex, but because she was paying attorney rates for education she could have gotten elsewhere.

The Mediation Meltdown Tom walked into mediation completely unprepared. He hadn't organized his financial documents, didn't understand the difference between marital and separate property, and had no idea what questions to ask about his wife's 401k. The mediator spent most of the first session explaining basic concepts that Tom should have understood beforehand. What should have been a two-session process stretched to five sessions, and Tom left feeling like he'd agreed to things he didn't fully understand.

The Timeline Reality Check Jennifer assumed her divorce would take "maybe three months" because that's what her neighbor's divorce took. She didn't realize her neighbor had an uncontested divorce with no kids and minimal assets, while Jennifer was dealing with a business valuation, custody disputes, and a spouse who was suddenly hiding assets. Eighteen months later, she was still in discovery, having burned through her initial legal budget and her emotional reserves.
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The Social Fallout Mark thought his friends would rally around him during his divorce. Instead, he lost half his social circle when mutual friends felt forced to "pick sides." He had no idea this was coming and no strategy for maintaining the relationships that mattered most. The isolation hit him harder than the financial stress.
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This is what happens when you don't know what you don't know. You end up paying more, taking longer, and suffering more than necessary - all while getting worse outcomes.
Katie Vandenberg, certified divorce coach and founder of Katie Vandenberg Coaching, helping clients navigate divorce with confidence and clarity

The Hidden Architecture of Divorce: What You're Really Up Against

Here's the thing about divorce: it's not just a legal process. It's a complex system with moving parts that most people never see coming.

The Legal Timeline Doesn't Match Real Life Most states require a waiting period between filing and finalizing a divorce - typically 60 to 180 days. But that's just the minimum legal timeline. The actual timeline depends on discovery (the process of gathering financial information), mediation scheduling, court availability, and how cooperative your spouse decides to be. In contested cases, you're looking at 12-18 months minimum, sometimes longer.

The Discovery Process Is a Deep Dive Discovery isn't just "gather some bank statements." It can include interrogatories (written questions under oath), requests for document production, depositions, and subpoenas to third parties. This process can uncover financial information you never knew existed - both good and bad. One client discovered her husband had been hiding cryptocurrency investments. Another found out about $40,000 in credit card debt she knew nothing about.

Mediation Isn't Just "Sitting Down and Talking" Successful mediation requires preparation, strategy, and understanding of your negotiation priorities. You need to know your financial situation inside and out, understand the legal standards that would apply if you went to court, and have a clear sense of what you can and cannot live with in a settlement.

The Guardian ad Litem (GAL) Wild Card If you have children and can't agree on custody arrangements, the court might appoint a Guardian ad Litem. This is a neutral third party who investigates and makes recommendations about what's in the children's best interests. This person will interview you, your ex, your kids, and sometimes teachers, therapists, or other people in your children's lives. Knowing how to interact with a GAL can make or break your custody outcome.
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The Emotional Tsunami Even in "amicable" divorces, you'll likely experience grief, anger, fear, and relief, sometimes all in the same day! Your spouse might become someone you don't recognize. Your kids might act out or withdraw. Your own decision-making ability might feel compromised. This isn't a character flaw; it's a normal response to major life upheaval.

The "One Step at a Time" Approach: Your Roadmap Through the Unknown

When clients tell me they're overwhelmed by everything they don't know, I tell them what I'm telling you: We don't have to figure it all out at once. Divorce has a natural progression, and understanding that flow makes everything more manageable.

Phase 1: Assessment and Preparation (Months 1-2) Before you file anything, before you hire anyone, you need to understand your current situation. This means gathering financial documents, understanding your assets and debts, thinking through your goals for custody and support, and getting emotionally prepared for what's ahead. This is also when you should be interviewing attorneys and deciding on your approach (collaborative divorce, mediation, traditional litigation).

Phase 2: Filing and Initial Discovery (Months 2-6) Once you file for divorce (or respond to a filing), the formal legal process begins. This includes serving papers, filing responses, and beginning the discovery process. You'll start gathering detailed financial information, and temporary orders might be put in place for things like child support, spousal support, and custody arrangements.

Phase 3: Full Discovery and Negotiation (Months 6-12) This is often the longest phase, where you're gathering comprehensive financial information, potentially getting appraisals on property or businesses, and working toward settlement negotiations. This might involve mediation sessions, collaborative meetings, or more formal legal negotiations.

Phase 4: Resolution and Finalization (Months 12-18) Whether through settlement or trial, this is where the final decisions get made and the divorce decree gets entered. Even "simple" divorces rarely wrap up in less than 6 months, and complex cases can take much longer.
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Phase 5: Post-Decree Adjustments (Ongoing) Divorce doesn't end with the final decree. There will be practical matters to handle (changing beneficiaries, dividing retirement accounts, selling the house), and potentially future modifications if circumstances change significantly.
Client success story from Katie Vandenberg Coaching - divorce coaching testimonial showing how expert guidance saves money and reduces stress

The Divorce Questions You Didn't Know to Ask

One of the most valuable things I do for clients is help them ask better questions, both of their attorney and of themselves. Here are some of the "unknown unknowns" that catch people off guard:
Financial Discovery Questions:
  • What happens to retirement accounts that were started before marriage but contributed to during marriage?
  • How do we handle the mortgage on a house that's underwater?
  • What if my spouse has been hiding assets in cryptocurrency or offshore accounts?
  • How do we value a business that doesn't have traditional financial statements?
Custody and Co-Parenting Questions:
  • What's the difference between legal custody and physical custody?
  • How do we handle holidays, school breaks, and summer vacation?
  • What happens if one parent wants to move out of state?
  • How do we make decisions about extracurricular activities and medical care?
Process and Strategy Questions:
  • What's the difference between collaborative divorce and mediation?
  • When does it make sense to hire experts like appraisers or child specialists?
  • How do I know if my attorney is advocating effectively for me?
  • What should I expect in terms of timeline and costs?
Emotional and Practical Questions:
  • How do I tell the kids, and when?
  • What do I do about social media during the divorce?
  • How do I handle family events and mutual friends?
  • When is it safe to start dating again?
I'm Ready to Schedule a Free Consultation!

Why Going Your Divorce Alone Costs More Than Getting Help

I know what you might be thinking: "Katie, I can't afford to hire both an attorney AND a divorce coach." But here's the math that might surprise you:
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Attorney Time vs. Coach Time Attorneys bill at $300-500+ per hour. I coach at a fraction of that rate. When you use attorney time to understand basic divorce concepts, ask clarifying questions, and work through emotional challenges, you're paying premium rates for services that can be handled more efficiently and cost-effectively elsewhere.

Preparation Pays Off Clients who come to mediation or collaborative meetings well-prepared get better outcomes in fewer sessions. One client saved thousands in attorney fees (and months of stress) because we spent two hours preparing her negotiation strategy beforehand and mediation was 100% successful. Another avoided a costly custody battle because I coached her on how to present her co-parenting plan effectively to her attorney.

Avoiding Costly Mistakes The most expensive mistakes in divorce are the ones you make because you didn't know better. Agreeing to terms you don't understand. Missing deadlines that hurt your case. Saying the wrong thing in a deposition. Taking a settlement that sounds good but isn't actually fair. These mistakes can cost tens of thousands of dollars and years of regret.

The Emotional Cost Beyond the financial costs, going it alone often means more stress, more conflict, and worse relationships with your ex-spouse after the divorce. That impacts your kids, your mental health, and your ability to move forward. The divorce process is hard enough when you know what you're doing. When you're figuring it out as you go, it can be devastating.
Divorce process timeline and phases explained by Katie Vandenberg, divorce coach - from filing to finalization with expert guidance

The Power of Having a Guide Who's Been There

Think about the last time you traveled somewhere completely new. You could have wandered around, hoped for the best, and eventually figured out how to get where you were going. Or you could have used GPS, asked locals for recommendations, and had a much smoother journey.

Divorce is the same way. You can eventually figure it out on your own, but the cost: financial, emotional, and relational, is usually much higher than necessary.

When you work with me, you're not just getting someone who knows the divorce process. You're getting someone who understands the emotional journey, who can help you ask the right questions at the right times, and who can help you avoid the pitfalls that catch most people off guard.

I help you prepare for the important conversations - whether that's with your attorney, your mediator, your Guardian ad Litem, or your ex-spouse. We practice the hard questions, role-play difficult scenarios, and make sure you're showing up as your best self when it matters most.

I help you understand what's normal and what's not - both in terms of the legal process and your emotional reactions. Divorce makes most people feel like they're losing their minds sometimes. Having someone who can normalize that experience and help you navigate it makes all the difference.
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I help you save money with your attorney by making sure you're prepared, informed, and asking the right questions. Your attorney should be advocating for you in negotiations and court, not explaining basic concepts you could have learned elsewhere.
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I help you maintain perspective when everything feels overwhelming. Divorce is a temporary process that leads to a new chapter of your life. When you're in the thick of it, it's hard to remember that. Having someone who can remind you of the bigger picture is invaluable.
I don't know what I don't know about divorce

Your Next Step Is Simple

If you're reading this and thinking "This is exactly how I feel," you're not alone. That sense of not knowing what you don't know is completely normal and actually shows good judgment on your part.

The question isn't whether you need guidance through this process. The question is whether you want to figure it out the expensive, stressful way, or whether you want to do it with support, clarity, and confidence.

I'm not going to tell you that working with me will make your divorce painless. Divorce is inherently difficult. But I can promise that it doesn't have to be as overwhelming, expensive, or damaging as it often becomes when people try to navigate it alone.

Your divorce is going to happen with or without proper guidance. The only question is what it's going to cost you financially, emotionally, and relationally along the way.

Ready to stop feeling overwhelmed by what you don't know? Let's have a conversation about what you do need to know, when you need to know it, and how to get there with less stress and better outcomes.

Because here's what I've learned from working with hundreds of clients: The people who get the best results in divorce aren't necessarily the smartest or the toughest. They're the ones who are willing to admit what they don't know and get the right support to figure it out.
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And that willingness to seek guidance? That's not a sign of weakness. It's a sign of wisdom.
Ready to move from overwhelm to clarity? Schedule a consultation call where we can talk through your specific situation and create a roadmap for moving forward. Because you don't have to figure this out alone.
I'm Ready to Schedule a Free Consultation!
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    About Katie VAndenBerg

    Katie makes her life as a Divorce Coach in Central Illinois surrounded by river valleys and prairie.  Her days are spent helping her divorce clients, working with her tenants, tending to her gardens, hiking as often as possible, spending time on her pottery wheel and loving her family.  

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