WealthyStreet Academy ™  

Investing

Flowcharts:

• Am I Subject To A Behavioral Bias Regarding An Asset I Own?
• Am I Subject To A Behavioral Bias Regarding An Asset I Don’t Own?

Checklists:

• What Issues Should I Consider During A Recession Or Market Correction?
• What Issues Should I Consider Regarding My Incentive Stock Options?
• What Issues Should I Consider Regarding My Non-Qualified Stock Options?
• What Issues Should I Consider When Reviewing My Investments?
• What Issues Should I Consider Regarding My Restricted Stock Units?
• Does An Annuity Fit Within My Financial Plan?

Taxes

Flowcharts:

• What Will Have The Least Tax Impact: Harvesting Capital Gains Or Roth Conversions?
• Do I Need To Start Making Estimated Federal Income Tax Payments?
• Will I Have To Pay Tax On My Qualified ESPP?
• Will The Distribution From My HSA Be Tax & Penalty-Free?
• Will I Receive A Step-Up In Basis For This Gifted Property?
• Will The Deductibility Of My Retirement Plan Contributions Be Impacted By The QBI Rules?
• Will My Roth IRA Conversion Be Penalty-Free?
• Will I Have To Pay Tax On The Sale Of My Investment?
• Is The Distribution From My 529 Plan Subject To Federal Income Tax?
• Am I Eligible For A Qualified Business Income Deduction?

Checklists:

• As Someone Who Is Working, What Issues Should I Consider When Reviewing My Tax Return?
• As A Retiree, What Issues Should I Consider When Reviewing My Tax Return?

Financial Planning

Wealth Accumulation

Flowcharts:

• Should I Consider Refinancing My Mortgage?

Checklists:

• What Issues Should I Consider When Starting Out Financially?
• What Issues Should I Consider If I Experience A Sudden Wealth Event?
• What Accounts Should I Consider If I Want To Save More?
• What Issues Should I Consider When Buying a Home?
• What Important Issues Should I Consider Regarding Changes Made By The SECURE Act 2.0?

Risk Management

Checklists:

• What Issues Should I Consider When Reviewing My Health And Life Insurance Policies?
• What Issues Should I Consider When Reviewing My Property & Casualty Insurance Policies?

Education

Flowcharts:

• Am I Eligible For An IDR Plan For My Federal Student Loans?

Checklists:

• What Issues Should I Consider To Fund My Child’s College Education?

Retirement Accounts

Flowcharts:

• Can I Make A Deductible IRA Contribution?
• Can I Contribute To My Roth IRA?
• Should I Roll Over My Dormant Traditional 401(k)?
• Should I Consider Doing a Roth Conversion?
• Will A Distribution From My Traditional IRA Be Penalty-Free?
• Should I Establish A SEP IRA Or A SIMPLE IRA Plan For My Small Business?
• Should I Contribute To My Roth 401(k)?
• Should I Contribute To My Roth IRA Vs. My Traditional IRA?
• Will A Distribution From My Roth IRA Be Tax and Penalty-Free?
  
• Can I Make a Backdoor Roth IRA Contribution?
  
• Can I Avoid Taking My RMD After Reaching My Required Beginning Date?
• Can I Delay Distributions From The Traditional IRA I Inherited?
• Can I Do A Qualified Charitable Distribution From My IRA?
• Can I Do A Net Unrealized Appreciation (NUA) Distribution?
• Can I Make A Mega Backdoor Roth IRA Contribution?

General Topics

Checklists:

• What Documents Do I Need To Keep On File?
• What Issues Should I Consider at the Start of the Year?
• What Issues Should I Consider Before The End Of The Year?
• Pay Stub Review
• Am I At Risk Of Having My Identity Stolen Or Being A Victim Of Fraud?
• Master List Of Goals
• Issues To Consider As A New Client
• Issues To Consider In Client Annual Review Meeting

Retirement

Nearing Retirement

Flowcharts:

• Should I Take My Pension As A Lump Sum?
• If I Retire Early, Should I Buy Health Insurance Through The Health Insurance Marketplace?

Checklists:

• What Issues Should I Consider Before I Retire?

Social Security

Flowcharts:

• Will My Social Security Benefits Be Reduced?
• Do I Qualify For Social Security Disability Benefits?
• Am I Eligible for Social Security Benefits If I’m Divorced?
• Am I Eligible for Social Security Benefits as a Surviving Spouse?
• Am I Eligible for Social Security Benefits as a Spouse?

Healthcare

Flowcharts:

• Will Healthcare Change As I Transition Into Retirement?
• Can I Make A Deductible Contribution To My HSA?
• Should I Change My Medicare Coverage During Open Enrollment?
• Will I Avoid IRMAA Surcharges On Medicare Part B & Part D?
• Will I Avoid Medicare Enrollment Penalties?
• Will I Be Enrolled Automatically In Medicare?
• Am I Eligible For Medicare Part A and Part B?

Checklists:

• What Issues Should I Consider When Purchasing Long-Term Care Insurance?

Estate Planning

Flowcharts:

• Should I Use A Donor Advised Fund (DAF) When Giving To Public Charities?

Checklists:

• What Issues Should I Consider When Reviewing My Estate Planning Documents?
• What Issues Should I Consider When Establishing My Charitable Giving Strategy?
• What Issues Should I Consider If My Spouse Has Been Diagnosed With A Terminal Illness?
• What Issues Should I Consider Before Closing The Estate?
• What Issues Should I Consider Before I Update My Estate Plan?
• What Issues Should I Consider For My Aging Parents?
• What Issues Should I Consider If My Spouse Passed Away?
• What Issues Should I Consider If My Parent Passed Away?
• What Issues Should I Consider For My Child With Special Needs?

Life Events

Checklists:

• What Issues Should I Consider When Having (Or Adopting) A Child?
• What Issues Should I Consider When Getting Married?
• What Issues Should I Consider During My Divorce?
• What Issues Should I Consider When Moving Out Of State?

Business Planning

Flowcharts:

• Should I Set Up A Traditional 401(k) For My Business?

Checklists:

• What Issues Should I Consider When Starting A Business?
• Common Pension Plans For Small Business Owners
• Common Retirement Plans For Small Business Owners

Career Change

Checklists:

• What Issues Should I Consider When Starting A New Job?
• What Issues Should I Consider If I Get A Promotion Or Raise At Work?
• What Issues Should I Consider If I Lose My Job?