Life's Big Questions

Take time to reflect on important life decisions. Each card leads to a thoughtful questionnaire designed to help you gain clarity.

career

Should I Quit My Corporate Job to Freelance?

Evaluate if freelancing is the right career move for you

career

Should I Start a Restaurant Business?

Assess your readiness to enter the restaurant industry

career

Should I Accept a Lower-Paying Job with Better Work-Life Balance?

Evaluate the trade-off between salary and quality of life

career

Should I Switch from Tech to Teaching?

Evaluate your transition from technology to education

career

Should I Pursue a Law Degree Mid-Career?

Assess the implications of starting law school mid-career

career

Should I Leave a Stable Job for a Startup?

Evaluate the risks and rewards of joining a startup

career

Should I Move from Remote Work Back to Office?

Assess the impact of returning to office-based work

career

Should I Switch from Full-Time to Part-Time Work?

Evaluate the implications of reducing your work hours

career

Should I Become a Real Estate Agent?

Assess your fit for a career in real estate

career

Should I Accept an International Assignment?

Evaluate the opportunity to work abroad

relationships

Should I Propose After Long-Distance Dating?

Evaluate if you're ready to take the next step in your long-distance relationship

relationships

Should I Move Cities for My Partner?

Assess the implications of relocating for your relationship

relationships

Should I Have a Baby in My 40s?

Evaluate the considerations of having a baby later in life

relationships

Should I Adopt as a Single Parent?

Assess your readiness for single parenthood through adoption

relationships

Should I Move In Together Before Marriage?

Evaluate the decision to cohabitate before marriage

relationships

Should I Date a Coworker?

Assess the implications of workplace romance

relationships

Should I Marry Someone from a Different Culture?

Evaluate the challenges and rewards of intercultural marriage

relationships

Should I Have a Destination Wedding?

Evaluate if a destination wedding is right for you

relationships

Should I Reconcile with an Ex After Years Apart?

Evaluate reconnecting with a former partner

relationships

Should I Try Polyamory?

Evaluate if polyamory aligns with your relationship goals

finance

Should I Buy a House in This Market?

Evaluate if now is the right time to purchase a home

finance

Should I Sell My Property to Become Debt-Free?

Evaluate the financial impact of selling property to eliminate debt

finance

Should I Invest in Index Funds or Individual Stocks?

Evaluate your investment strategy options

finance

Should I Consolidate My Debt?

Evaluate if debt consolidation is the right choice

finance

Should I Buy Rental Property?

Evaluate if rental property investment is right for you

finance

Should I Cash Out My 401k?

Evaluate the implications of withdrawing from retirement savings

finance

Should I Start a Side Hustle?

Evaluate if starting a side business is right for you

finance

Should I Buy Life Insurance?

Evaluate your need for life insurance coverage

finance

Should I Invest in Gold?

Evaluate if gold investment aligns with your portfolio strategy

finance

Should I Downsize to Save Money?

Evaluate if downsizing your living situation makes financial sense

Categories Index

All

career

finance

relationships