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Net worth tracking comparison: PortfolioPilot vs Quicken Classic (2025)

By
Alexander Harmsen
Alexander Harmsen is the Co-founder and CEO of PortfolioPilot. With a track record of building AI-driven products that have scaled globally, he brings deep expertise in finance, technology, and strategy to create content that is both data-driven and actionable.
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PortfolioPilot Compliance Team
The PortfolioPilot Compliance Team reviews all content for factual accuracy and adherence to SEC marketing rules, ensuring every piece meets the highest standards of transparency and compliance.

According to Federal Reserve data, US household net worth saw its fastest recorded three-year increase between 2019 and 2022. That surge pushed more households to tighten their financial picture. The key question isn’t just “who offers net-worth tracking?” but whether the tool provides deep portfolio insights or a traditional ledger approach. This comparison looks at how PortfolioPilot and Quicken Classic approach net worth tracking, where each excels, and when trade-offs (cloud vs. desktop, free vs. subscription, automation vs. control) may matter most.

Key Takeaways

  • Cost model: PortfolioPilot offers completely free net-worth and portfolio tracking; Quicken Classic requires a paid subscription (Deluxe from $6.49/mo first year; Premier from $8.49/mo first year).
  • Focus: PortfolioPilot is an investing-first platform with AI-driven portfolio diagnostics; Quicken Classic is desktop software emphasizing detailed budgets, reconciliations, and long-form reporting.
  • Scope: PortfolioPilot consolidates brokerage, retirement, real estate, crypto, and liabilities; Quicken Classic tracks checking, savings, cards, loans, and investments with built-in reporting.
  • Insights: PortfolioPilot adds diversification scoring, tax and fee visibility, and a free portfolio “report card”; Quicken Classic offers granular offline reports and manual control.

Quicken Classic: Desktop control and deep history

Quicken Classic remains the archetype of a personal finance ledger - installable software for Windows or Mac with local data storage, optional cloud sync, and decades of features for cash flow, bills, reports, and net worth. Pricing (as of September 2025) shows Classic Deluxe at $6.49/mo billed annually and Classic Premier at $8.49/mo billed annually for the first year, with auto-renew “at the then-current price”. The product page also notes: “Get Quicken Classic, our original desktop software. Store all your data locally.

Quicken’s documentation states that users can track checking, savings, credit cards, loans, and investments and “monitor net worth.” That breadth, plus rich reports, appeals to those who like granular categories, reconciliations, and historical exports. 

  • Why it matters: People who want offline control and long-form reporting may prefer the Classic workflow, even if it means an ongoing subscription and periodic software maintenance. 

PortfolioPilot: Net worth tracking with AI analysis built in

PortfolioPilot (by Global Predictions Inc., an SEC-registered investment adviser) provides free net-worth and portfolio tracking across multiple custodians, with an optional paid tier that includes monthly recommendations. Beyond dashboards, the free plan includes:

  • Completely free tracking: No cost for full portfolio and net worth tracking
  • Portfolio “report card”: Free assessment and score benchmarking against peers
  • Flexible importing: Connect 12,000+ brokerages, crypto wallets, and banks, or upload via screenshot/manual entry
  • Independent advice: Not tied to asset-based fees or continuous upselling
  • From tracking to action: Prioritized AI recommendations on next steps
  • Multi-asset coverage: Brokerage, retirement, real estate, crypto, commodities, cash, and liabilities in one view

Why it matters: For those who prefer cloud-based convenience and AI analysis, PortfolioPilot delivers a free foundation that extends beyond a net-worth number, highlighting risk, diversification, and tax drag without requiring software upkeep.

Why the difference matters

Hypothetical: A 38-year-old engineer links checking, two credit cards, a 401(k), a taxable brokerage, a mortgage, and a small crypto wallet.

  • With Quicken Classic, this person builds a ledger of record: detailed categories, reconciliations, and net-worth reports month over month, useful for cash-flow discipline and long-form reporting. (Net-worth reporting is a built-in report in Quicken.)
  • With PortfolioPilot, the same accounts roll into a net-worth dashboard plus AI portfolio diagnostics, which can be useful for spotting concentration, tax drag, and fee issues across custodians, while keeping tracking free unless advanced features are needed. 

So what? The durable choice is the one a person will actually maintain: hands-on ledger for those who want control and reporting granularity, or automated insights for those who want quick monthly check-ins and portfolio-level guidance.

The comparison is based on publicly available information from each provider’s website as of 09/22/2025. Features, fees, and methodologies may change over time.

Quicken Classic vs. PortfolioPilot — FAQs

What is the starting subscription price for Quicken Classic Deluxe in 2025?
Quicken Classic Deluxe starts at $6.49 per month when billed annually for the first year, renewing at then-current rates.
How much does Quicken Classic Premier cost in its first year?
Quicken Classic Premier is priced at $8.49 per month billed annually for the first year, with automatic renewal at prevailing rates.
What is included in Quicken Classic Premier that isn’t in Deluxe?
Premier adds deeper investment tracking, tax reporting, performance views, and X-Ray® portfolio analysis on Windows, while Deluxe focuses on budgets and bills.
Does Quicken Classic store data locally or in the cloud?
Quicken Classic stores all data locally on desktop devices, with optional cloud sync available for users who want mobile access.
What types of accounts can Quicken Classic track for net worth reports?
Quicken Classic tracks checking, savings, credit cards, loans, and investments, producing built-in net worth reports across those categories.
What is the main trade-off between PortfolioPilot and Quicken Classic?
PortfolioPilot emphasizes cloud-based AI monitoring with free tracking, while Quicken Classic emphasizes desktop control and detailed manual reporting.
Does PortfolioPilot charge a fee for basic net worth tracking?
No. PortfolioPilot provides net worth tracking and portfolio analysis free of charge, with paid plans adding advanced features.
How much does PortfolioPilot Gold cost when billed annually?
PortfolioPilot Gold costs $20 per month when billed annually, or $29 per month when billed monthly.
What AI features does PortfolioPilot add beyond tracking?
PortfolioPilot provides portfolio strength scoring, scenario modeling, tax impact analysis, and alerts when portfolio risks or fees emerge.
Does PortfolioPilot execute trades for users?
No. PortfolioPilot provides AI-driven analysis and recommendations, but investors remain responsible for all trade execution.
Why might others lean toward PortfolioPilot?
PortfolioPilot offers free core tracking, no software upkeep, and automated AI insights, appealing to those prioritizing convenience and cross-custodian analysis.

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1: As of November 14, 2025