A good income isn’t a financial game plan.
See where you stand — and how to level up toward financial independence.
Know what to do with your money next — and why.
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Play Your Cards Right®
An extra $200/mo could make work optional 4 years sooner
You could be debt-free 2 years earlier
Time to ramp up your retirement contributions
Play Your Cards Right® and climb Tobi’s 10 Levels of Financial Wellness — each one a step closer to financial independence.
How It Works

Build your deck
Answer a few questions
to activate your Smart Cards™
Link your accounts
Connect your banks to the cards for real-time data
Move up the levels
Get friendly insights on where to focus next
Build your deck
Answer a few questions
to activate your Smart Cards™

Link your accounts
Connect your banks to the cards for real-time data
Move up the levels
Get friendly insights on where to focus next
Built on Intuitive Design, Trust & Security
Your financial future is our core mission.
Move Up the Levels
Financial success means playing the long game: balancing today's priorities with tomorrow's goals.
As your financial partner, Tobi will watch over your shoulder and guide you through the 10 Levels of financial wellbeing by surfacing the Smart Cards™ that need your attention—even before you realize it's time.
Proactive Insights
A chatbot only answers what you think to ask—and its reply is a probability-driven guess that changes every time. Tobi is built differently: it reads your transactions and real-time data around the clock, surfacing your next move before you ask—in a UI you'll actually love.
Each insight runs on a tax-aware engine of proprietary rules built by financial advisors—so the same question always gets the same grounded answer, tailored to you.
Trust & Security
We built Tobi on trust—not just fancy tech. Your privacy isn't a feature; it's a promise.
Read-only access means Tobi can't move your money, and your bank credentials go to Plaid—we never see them. Most of Tobi runs on deterministic rules, not AI—and when AI helps, like with Ask Tobi, it sees only the data needed to answer your question, never your logins or account numbers, and OpenAI can't train on it. Everything's encrypted, ad-free, and never sold.
Intuitive Design
No clutter. No overwhelm. Just Smart Cards™ you can flip through, focus on, and act on—one move at a time.
It's your financial life, dealt in a way that finally makes sense.
Educational Approach
At its core, wealth creation is about your decisions. Which is why no technological advances can ever be a substitute for expanding your knowledge as you pick up new cards along your journey.
Unpuzzle Your Future
Your future gets clearer when your present is organized. Understand your budget, explore what-if scenarios, project your net worth, see your path to retirement, and more—all with tax-aware models.
Investment Management
Leave the complexity to us! With automated, personalized investment strategies that are tailored to your unique risk tolerance and financial goals, you'll have the freedom to focus on building the future you've always envisioned.
Move Up the Levels
Financial success means playing the long game: balancing today's priorities with tomorrow's goals.
As your financial partner, Tobi will watch over your shoulder and guide you through the 10 Levels of financial wellbeing by surfacing the Smart Cards™ that need your attention—even before you realize it's time.
Proactive Insights
A chatbot only answers what you think to ask—and its reply is a probability-driven guess that changes every time. Tobi is built differently: it reads your transactions and real-time data around the clock, surfacing your next move before you ask—in a UI you'll actually love.
Each insight runs on a tax-aware engine of proprietary rules built by financial advisors—so the same question always gets the same grounded answer, tailored to you.
Trust & Security
We built Tobi on trust—not just fancy tech. Your privacy isn't a feature; it's a promise.
Read-only access means Tobi can't move your money, and your bank credentials go to Plaid—we never see them. Most of Tobi runs on deterministic rules, not AI—and when AI helps, like with Ask Tobi, it sees only the data needed to answer your question, never your logins or account numbers, and OpenAI can't train on it. Everything's encrypted, ad-free, and never sold.
Intuitive Design
No clutter. No overwhelm. Just Smart Cards™ you can flip through, focus on, and act on—one move at a time.
It's your financial life, dealt in a way that finally makes sense.
Educational Approach
At its core, wealth creation is about your decisions. Which is why no technological advances can ever be a substitute for expanding your knowledge as you pick up new cards along your journey.
Unpuzzle Your Future
Your future gets clearer when your present is organized. Understand your budget, explore what-if scenarios, project your net worth, see your path to retirement, and more—all with tax-aware models.
Investment Management
Leave the complexity to us! With automated, personalized investment strategies that are tailored to your unique risk tolerance and financial goals, you'll have the freedom to focus on building the future you've always envisioned.
Frequently Asked Questions about Tobi
About Tobi
A talking alpaca... and a financial guide in the palm of your hand. Connect your accounts (or enter numbers manually) to build your real financial picture—then use Smart Cards™ and Levels to turn it into clear next steps.
- Smart Cards™ keep you focused. Each card is a focused view of one topic (like Cash, Debt, or Retirement) so you always know what to look at next—and why it matters.
- Levels make progress tangible. Tobi organizes your journey into 10 Levels of Financial Wellness, with clear milestones and next-step guidance—from building a cash buffer and paying down high-interest debt to investing and long-term retirement readiness.
- Talk to Tobi. Tobi is here to watch over your shoulder and help you Play Your Cards Right® as you move up the Levels. Ask questions in plain English ("What should I do next?", "Can I afford this?", "How much should I be saving?") and get a natural follow-up conversation that explains the numbers, the assumptions, and the tradeoffs.
- Dashboards keep you oriented. See the big picture at a glance—spending, cash, debt, and net worth—then use Smart Cards™ and Levels to understand what's improving, what's drifting, and what deserves your attention next (with alerts when something looks off).
Tobi is built for people who want to make real financial progress—without living in spreadsheets or getting generic advice. It’s especially helpful if you want a clear, step-by-step path that’s grounded in your actual numbers.
Tobi’s interface is designed around a set of interactive Smart Cards™—focused, topic-specific views (like Cash, Debt, Retirement, and Investments) that organize your data and surface the next best action. Tobi is designed to grow with you—from foundational guidance to more advanced planning as your finances get more complex. And if you Play Your Cards Right®, you move up the 10 Levels of Financial Wellness.
- You want clarity on what to do next. Smart Cards™ surface the highest-leverage actions in a sensible order.
- You want momentum, not overwhelm. Levels turn big goals into smaller milestones you can actually complete.
- You want guidance that reflects your real situation. Link accounts for the most accurate insights, or enter balances manually when needed.
- You want to explore “what-if” scenarios. Tobi uses calculators and tax-aware models to run projections and tradeoffs—not guesswork.
- You're pursuing FIRE or early retirement. Tobi tracks your savings rate, projects when you can make work optional, and adjusts guidance as you progress.
Tobi runs on a rules-driven financial system. The best part is that we designed it to surface insights without relying on AI at all, and the proprietary rules and calculators are the brain behind the math. And if you ask a question, Tobi uses top-tier LLMs to interpret your question, ask for missing details, and explain results in plain English.
This means that when you ask something that requires real math, the AI doesn’t “guess” the answer from a prompt. Instead, it orchestrates 70+ built-in tools and calculators to run real calculations, forecasts, and projections (including what-if scenarios) against your data.
Trust & Security
We built Tobi on trust—not just fancy tech. Your privacy isn’t a feature; it’s a promise.
- Read-only by design. Tobi receives read-only access to account data like balances and transactions, and can’t move money or make transactions.
- Secure account linking. We partner with Plaid, the industry leader in financial data aggregation. Your bank login credentials go directly to Plaid—Tobi never sees or stores them. Plaid is SOC 2 Type II certified.
- Encrypted in transit. All communication between your device and our servers is encrypted using modern TLS.
- Encrypted at rest. Data stored on our servers is encrypted at rest using industry-standard AES-256 encryption (commonly used across industry, including financial institutions).
- Access controls. Your data is scoped to your account using authenticated tokens and access controls designed around least-privilege.
- You’re in control. Enjoy an ad-free experience—and we’ll never sell your data.
No. Tobi provides insights that are deterministic and not LLM-driven. And if you do ask Tobi a question, it uses OpenAI’s API under terms that contractually prohibit OpenAI from using your data—your inputs, outputs, and any feedback—to train or improve its models. Your financial data is yours: we don’t sell it, and it isn’t used to train AI.
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