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Five questions to ask before you retire

by

Adam Bykowski

Couple walking along a country road at golden hour with mountains in the distance.

Retirement is a big transition. These five questions can help you gain greater clarity before you take the leap.

Retirement is more than a date

Many people think of retirement as a single day on the calendar. In reality, it’s a transition that can last decades. Asking the right questions ahead of time can help you feel more prepared for the years ahead.

1. What do I want retirement to look like?

Start with your lifestyle. Do you plan to travel, spend more time with family, start a new project, or keep working part time? Your vision shapes how much income you may need and when.

2. Where will my income come from?

Retirement income often comes from several sources, such as Social Security, pensions, retirement accounts, and savings. Understanding how these pieces fit together can help you build a more dependable income strategy.

3. When should I claim Social Security?

The age you begin taking Social Security can affect your monthly benefit. A Social Security timing analysis can help you weigh your options based on your health, income needs, and family situation.

4. How will I handle healthcare costs?

Healthcare can be one of the larger expenses in retirement, especially if you retire before you’re eligible for Medicare. Planning ahead for premiums and out-of-pocket costs can help reduce surprises.

5. Is my plan ready for the unexpected?

Markets rise and fall, and life doesn’t always go as planned. Reviewing your investment mix, emergency reserves, and insurance coverage can help your plan hold up through changing conditions.

Clarity before retirement can make the transition feel less like a leap.

At Cane Financial Group, we help you explore your retirement timing and what life might look like when you get there. If retirement is on your horizon, we’d be glad to walk through these questions with you.

Neither MML Investors Services, LLC, nor any of its subsidiaries, employees or representatives are authorized to give legal or tax advice. Consult your own personal attorney legal or tax counsel for advice on specific legal and tax matters.

Monday–Friday 9AM–5PM
Closed weekends and public holidays

Information about securities-registered professionals may be found at FINRA’s BrokerCheck.

Securities and investment advisory services offered through qualified registered representatives of MML Investors Services, LLC. Member SIPC. Supervisory office: 201 King of Prussia Road, Suite 501 | Radnor, PA 19807 | Tel: 610-766-3000. Cane Financial Group is not a subsidiary or affiliate of MML Investors Services, LLC, or its affiliated companies.

CRNXXXXXX-XXXXXXX

Customer Relationship Summary

©

2026

Cane Financial Group, All rights reserved

Monday–Friday 9AM–5PM
Closed weekends and public holidays

Information about securities-registered professionals may be found at FINRA’s BrokerCheck.

Securities and investment advisory services offered through qualified registered representatives of MML Investors Services, LLC. Member SIPC. Supervisory office: 201 King of Prussia Road, Suite 501 | Radnor, PA 19807 | Tel: 610-766-3000. Cane Financial Group is not a subsidiary or affiliate of MML Investors Services, LLC, or its affiliated companies.

CRNXXXXXX-XXXXXXX

Customer Relationship Summary

©

2026

Cane Financial Group, All rights reserved

Monday–Friday 9AM–5PM
Closed weekends and public holidays

Information about securities-registered professionals may be found at FINRA’s BrokerCheck.

Securities and investment advisory services offered through qualified registered representatives of MML Investors Services, LLC. Member SIPC. Supervisory office: 201 King of Prussia Road, Suite 501 | Radnor, PA 19807 | Tel: 610-766-3000. Cane Financial Group is not a subsidiary or affiliate of MML Investors Services, LLC, or its affiliated companies.

CRNXXXXXX-XXXXXXX

Customer Relationship Summary

©

2026

Cane Financial Group, All rights reserved