Pennywise Solutions


Whole-Life Financial Stewardship
Managing your household finances shouldn’t be stressful, confusing, or lonely. At Pennywise Solutions, we offer compassionate stewardship of your financial life — giving you clarity, confidence, and the peace of mind that comes from having someone on your side watching the details without judgment.
💫 Stewardship Tier A: Financial Foundation Care
For individuals and families with simpler financial lives who need recurring oversight, organized accounts, accurate reconciliations, and regular review so nothing slips through the cracks.
Includes:
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Organized bank & card accounts
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Receipt/document management
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Monthly categorization & reconciliation
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Monthly reports & budget overview
Pricing:
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We will utilize Quicken to streamline tasks and ensure accuracy. This subscription will cost approximately $5.00 per month.
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Onboarding fee $150
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Monthly fee $150
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For clients who feel more comfortable with weekly bill payments, that service can be added for an additional $50 per month.
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✨ Stewardship Tier B: Financial Clarity & Momentum
For households with broader needs — multiple accounts or more transactions — who want consistent structure and a monthly accountability rhythm that brings real clarity.
Includes everything in Tier A plus:
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Twice-monthly bill management
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Enhanced reporting & insights
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Quarterly planning conversations (optional)
Pricing:
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We will utilize Quicken to streamline tasks and ensure accuracy. This subscription will cost approximately $5.00 per month.
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Onboarding fee $225
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Monthly fee $225
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For clients who feel more comfortable with weekly bill payments, that service can be added for an additional $50 per month.
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🌿 Stewardship Tier C: Whole-Life Financial Integration
Designed for families or entrepreneurs blending personal and business finances who want a cohesive, big-picture look at their money — all in one place.
Includes:
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All services above
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Quarterly reviews
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App integrations
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Payroll support if applicable
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Strategic check-ins to help you plan, prioritize, and feel in control
Pricing:
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We will utilize Quicken to streamline tasks and ensure accuracy. This subscription will cost approximately $5.00 per month.
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Onboarding fee $300
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Monthly fee $300
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For clients who feel more comfortable with weekly bill payments, that service can be added for an additional $50 per month.
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Whole-Life Financial Integration
This is for:
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Entrepreneurs
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Business owners who pay themselves inconsistently
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Individuals whose personal and business cash flow emotionally bleed into each other
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Households depending on business income
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Anyone tired of guessing what they can actually take home
Your Integrated Support Includes:
1. Full Business Bookkeeping
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Monthly reconciliation
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P&L + Balance Sheet
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Budget vs. actual
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Expense analysis
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Vendor categorization cleanup
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2. Personal Financial Stewardship
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Household reconciliation
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Personal budget tracking
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Recurring expense review
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Debt tracking if applicable
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Savings tracking
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3. Owner Pay & Transfer Strategy
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Monthly review of:
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Business profit
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Owner draw
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Tax allocation
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Household cash flow needs
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Clear guidance on:
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What you can safely transfer
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Whether spending needs to adjust
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If reserves are adequate
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4. Quarterly Alignment Meetings
Not just bookkeeping reviews.
But:
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Are you paying yourself enough?
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Is the business supporting the life you want?
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Is lifestyle inflation happening?
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Are we building reserves?
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Are you operating in survival mode or strategy mode?
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5. Cash Flow Forecast Snapshot
Not a full financial planning service.
But a simple:
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3–6 month forward projection
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Based on recurring revenue + fixed expenses
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Personal and business side by side
Whole-Life Financial Integration is available exclusively to select business clients seeking coordinated oversight of both business and household finances. Investment begins at $1,500 per month.
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Whole-Life Financial Integration is reserved for a small number of clients who desire aligned, steady oversight across every part of their financial life. If you’re ready for that level of support, I invite you to inquire
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What's next?
Tailored Stewardship, Built Around Your Life
No two households — or business owners — carry their finances the same way. That’s why our work is never one-size-fits-all. We provide thoughtful, personalized oversight designed to bring clarity, structure, and calm to your financial life. You’ll have steady guidance, efficient systems, and the peace of mind that comes from knowing nothing is slipping through the cracks.
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Here’s What You Can Expect
We believe clarity begins with understanding the process. From our first conversation to ongoing stewardship, you’ll know exactly how we work — and what we’re holding for you.
Consultation
Our first conversation is about listening.
We’ll explore where you are financially, what feels overwhelming, and what clarity would look like for you. This is a judgment-free space — whether your systems feel organized or long overdue for attention.
You choose the communication style that feels most comfortable: phone, video, in-person (if local), or email. The goal is simple — to understand your needs and determine whether our level of stewardship is the right fit.
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Onboarding
Once you decide to move forward, we begin with a structured and secure onboarding process designed to protect your information and create clarity from the start.
You’ll receive:
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An Engagement Letter outlining the scope of stewardship and expectations
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A Non-Disclosure Agreement to ensure confidentiality
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A Client Intake Form to gather necessary financial details
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ACH Authorization for service payments
We utilize secure file-sharing through ShareFile to protect your sensitive information.
From there, we quietly get to work establishing your financial framework, including:
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Setting up or refining your QuickBooks or Quicken account
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Creating or optimizing your chart of accounts
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Linking financial institutions
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Organizing vendors and payees
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Establishing receipt and document management systems
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Coordinating with your accountant or tax preparer to ensure alignment and smooth year-end reporting
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We know questions will arise as we get everything set, but the rest is up to us! We'll be busy completing tasks such as:
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Setting up your Quicken or QuickBooks online account
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Creating your chart of accounts
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Linking your bank accounts
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Adding vendors/merchants/payees
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Setting up bill payments if needed
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Creating your receipt/document management system to assist with keeping you in compliance.
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Establishing a relationship with your accountant/tax preparer (if you have one) so that we can ensure we are all on the same page, ensuring a smooth end of year transition that will reduce your tax preparation costs.
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Ongoing Monthly Stewardship
Each month, your accounts are reconciled, organized, and reviewed with care. You’ll receive clear reporting that reflects not just what happened — but what it means.
This steady rhythm ensures your finances stay current, accurate, and ready for informed decision-making.
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Quarterly Alignment
Each quarter, we pause to review the bigger picture.
Reports are prepared for your accountant or tax preparer to ensure a seamless year-end transition. When applicable, we also review trends, patterns, and adjustments needed to keep your finances aligned with your goals.
Quarterly alignment prevents surprises.
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Year-End Preparation
By year’s end, your financial records are organized, accurate, and ready for tax filing — reducing stress, minimizing unnecessary tax preparation costs, and ensuring a smooth transition into the next year.
No scrambling. No guesswork.
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If you’re ready for steady financial oversight — or simply want to explore whether this level of stewardship is right for you — we invite you to reach out.
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We’ll determine together whether we’re a good fit.
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