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Here's what I can offer :

  • Clarity:

    A clear path to financial freedom tailored for you.

  • Work/life balance strategies:

    Create more time for family, travel, and personal passions.

  • Confidence:

    The tools to make informed financial decisions with ease.

  • Efficiency:

    Simplified, actionable steps to build wealth without unnecessary complexity.

  • Freedom:

    A roadmap to design a life aligned with your goals and values.

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Educational webcasts that inspire smarter choices.

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Masterclasses

Strategies to preserve wealth, navigate taxes, and retire on your terms.

Business professional working part-time on a laptop at home, smiling but worried about health insurance costs, symbolizing the hidden risks of coverage gaps in hybrid retirement

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

August 25, 20255 min read

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

Watch the video here

Are You Paying for Flexibility With Your Health Coverage?

You finally cut back on hours.
You’re doing consulting. You’ve got margin in your week. You’re seeing your kids more. And—for the first time in a long time—you’re breathing.

But then your health insurance sends you a love letter in the form of a $1,200/month COBRA bill… and suddenly, freedom doesn’t feel so free.

Sound familiar?


What This Article Is—and Isn’t

This isn’t a deep dive into tax code or a policy manual on the ACA (Affordable Care Act).
This is a real-world, professional-to-professional conversation about what happens when you leave full-time work behind—but your benefits don’t come with you.

And if you’re like most of my clients—business professionals transitioning into part-time roles, consulting gigs, or early hybrid retirement—then this topic isn’t just relevant. It’s critical.


Let’s Talk About the Gap You Didn’t Plan For

When you go part-time, you don’t just give up a few hours a week—you often give up your health insurance. And let me be blunt:

That can wreck your financial plan if you’re not ready.

Here’s what tends to happen:

  • You scale back hours.

  • You lose employer-sponsored benefits.

  • You scramble to find a plan on your own.

  • You get hit with sticker shock—or worse, coverage that barely covers anything.

And if you don’t fix it fast? It creates stress, drains savings, and delays the very flexibility you were chasing.


Why Is This So Confusing?

Because the system wasn’t built for people like you. It was built for:

  • Full-time employees

  • Retirees on Medicare

  • Low-income earners who qualify for Medicaid

But if you’re in the middle? Earning income, managing assets, but no longer punching a clock 40 hours a week—you fall through the cracks


The Most Common Coverage Traps

Let’s break down the landmines I see professionals hit all the time:

  1. Assuming Your Plan Will Continue
    Spoiler alert: it probably won’t. Most companies cut benefits once you’re under 30 hours/week.

  2. Overpaying for COBRA
    You pay the full premium—plus a 2% admin fee. That could be $1,500/month for the same plan you had last year.

  3. Botching Your ACA Application
    Subsidies are based on your Modified Adjusted Gross Income (MAGI). If you miscalculate it, you might miss out on thousands of dollars in savings.

  4. Waiting Too Long to Act
    Coverage gaps = exposure. And medical bills don’t wait politely.


So... What Actually Works?

Here’s what I’ve seen work with clients who want to protect their health, their income, and their peace of mind.

✅ 1. Plan Your Income With Intention

ACA plans base premiums on income. By drawing from Roth IRAs or non-taxable sources, you can lower your MAGI and increase your subsidy—without sacrificing lifestyle.

💡 One client saved over $12K/year just by shifting how she withdrew money.

✅ 2. Consider a High-Deductible Plan + HSA

If you’re healthy and don’t need frequent care, this combo can save big:

  • Lower premiums

  • Pre-tax contributions

  • Tax-free growth

  • Withdrawals for qualified medical expenses

It’s one of the most powerful tax tools available.

✅ 3. Take a Strategic Part-Time Role

Not all part-time jobs are created equal. Some large employers offer benefits at 20 hours/week. Think:

  • Healthcare systems

  • Colleges

  • National retailers

Don’t take the job for the check. Take it for the insurance.

✅ 4. Explore Bridge Coverage or Short-Term Plans

Health sharing ministries and private PPOs can fill gaps, especially if you’re under 65 and in good health. Just know the plan’s limits.

Real Example: From Panic to Peace of Mind

Tom, a 57-year-old VP, cut back to 3 days/week to consult.
His COBRA premium? $1,450/month.
His ACA premium? $1,380/month—
before subsidies.

Once we restructured his income sources—pulling more from Roth and less from his 401(k)—he qualified for a $900/month subsidy.

New premium? $480/month.

Same doctor. Same peace of mind. But now? He’s golfing on Friday mornings instead of wrestling with insurance bills.


FAQs (Because Yes, It’s Still Confusing)

Q: Can I use my spouse’s plan if they still work full-time?
Absolutely—if their employer allows it. It’s often the best (and cheapest) option.

Q: What happens when I turn 65?
You’ll switch to Medicare—but coordinating that transition takes planning. Timing matters.

Q: Do Roth withdrawals count against ACA income limits?
Nope. That’s why they’re gold during this phase of life.

Q: Is short-term insurance a real solution?
It can be—for a season. But it’s not ideal long-term. Know the exclusions.


Let’s Wrap This Up

If you’ve made the move to part-time or consulting and still feel like your health insurance is a puzzle wrapped in a headache, you're not alone.

But here’s the truth:
There are real solutions that don’t involve overpaying, underinsuring, or sacrificing your goals.

The key is strategy—not guesswork. You’ve already done the hard part by stepping into more freedom. Now it’s time to make sure your health plan supports the life you’re building.


🔁 Weekly Takeaway

Pick one strategy from above and explore it this week.
Is it time to revisit your income structure? Look into an HSA? Explore ACA subsidies?

Then drop a comment or message me—I’d love to hear what you discover or help you sort through the options.


📅 Ready to Talk It Through?

If you're looking for clarity—not complexity—around your health coverage strategy, I’ve got you.
Let’s map out a plan that protects your income
and your lifestyle.

👉 Click here to schedule a free discovery call https://myhybridretirement.com/15minutezoomcall  

We’ll cover your options, run the numbers, and build a roadmap that supports your next chapter—with confidence.

Part-Time ProfessionalsHealth Insurance GapHybrid RetirementACA SubsidiesCOBRA Costs
Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Rob Leiphart, CFP®

Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Back to Blog
Business professional working part-time on a laptop at home, smiling but worried about health insurance costs, symbolizing the hidden risks of coverage gaps in hybrid retirement

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

August 25, 20255 min read

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

Watch the video here

Are You Paying for Flexibility With Your Health Coverage?

You finally cut back on hours.
You’re doing consulting. You’ve got margin in your week. You’re seeing your kids more. And—for the first time in a long time—you’re breathing.

But then your health insurance sends you a love letter in the form of a $1,200/month COBRA bill… and suddenly, freedom doesn’t feel so free.

Sound familiar?


What This Article Is—and Isn’t

This isn’t a deep dive into tax code or a policy manual on the ACA (Affordable Care Act).
This is a real-world, professional-to-professional conversation about what happens when you leave full-time work behind—but your benefits don’t come with you.

And if you’re like most of my clients—business professionals transitioning into part-time roles, consulting gigs, or early hybrid retirement—then this topic isn’t just relevant. It’s critical.


Let’s Talk About the Gap You Didn’t Plan For

When you go part-time, you don’t just give up a few hours a week—you often give up your health insurance. And let me be blunt:

That can wreck your financial plan if you’re not ready.

Here’s what tends to happen:

  • You scale back hours.

  • You lose employer-sponsored benefits.

  • You scramble to find a plan on your own.

  • You get hit with sticker shock—or worse, coverage that barely covers anything.

And if you don’t fix it fast? It creates stress, drains savings, and delays the very flexibility you were chasing.


Why Is This So Confusing?

Because the system wasn’t built for people like you. It was built for:

  • Full-time employees

  • Retirees on Medicare

  • Low-income earners who qualify for Medicaid

But if you’re in the middle? Earning income, managing assets, but no longer punching a clock 40 hours a week—you fall through the cracks


The Most Common Coverage Traps

Let’s break down the landmines I see professionals hit all the time:

  1. Assuming Your Plan Will Continue
    Spoiler alert: it probably won’t. Most companies cut benefits once you’re under 30 hours/week.

  2. Overpaying for COBRA
    You pay the full premium—plus a 2% admin fee. That could be $1,500/month for the same plan you had last year.

  3. Botching Your ACA Application
    Subsidies are based on your Modified Adjusted Gross Income (MAGI). If you miscalculate it, you might miss out on thousands of dollars in savings.

  4. Waiting Too Long to Act
    Coverage gaps = exposure. And medical bills don’t wait politely.


So... What Actually Works?

Here’s what I’ve seen work with clients who want to protect their health, their income, and their peace of mind.

✅ 1. Plan Your Income With Intention

ACA plans base premiums on income. By drawing from Roth IRAs or non-taxable sources, you can lower your MAGI and increase your subsidy—without sacrificing lifestyle.

💡 One client saved over $12K/year just by shifting how she withdrew money.

✅ 2. Consider a High-Deductible Plan + HSA

If you’re healthy and don’t need frequent care, this combo can save big:

  • Lower premiums

  • Pre-tax contributions

  • Tax-free growth

  • Withdrawals for qualified medical expenses

It’s one of the most powerful tax tools available.

✅ 3. Take a Strategic Part-Time Role

Not all part-time jobs are created equal. Some large employers offer benefits at 20 hours/week. Think:

  • Healthcare systems

  • Colleges

  • National retailers

Don’t take the job for the check. Take it for the insurance.

✅ 4. Explore Bridge Coverage or Short-Term Plans

Health sharing ministries and private PPOs can fill gaps, especially if you’re under 65 and in good health. Just know the plan’s limits.

Real Example: From Panic to Peace of Mind

Tom, a 57-year-old VP, cut back to 3 days/week to consult.
His COBRA premium? $1,450/month.
His ACA premium? $1,380/month—
before subsidies.

Once we restructured his income sources—pulling more from Roth and less from his 401(k)—he qualified for a $900/month subsidy.

New premium? $480/month.

Same doctor. Same peace of mind. But now? He’s golfing on Friday mornings instead of wrestling with insurance bills.


FAQs (Because Yes, It’s Still Confusing)

Q: Can I use my spouse’s plan if they still work full-time?
Absolutely—if their employer allows it. It’s often the best (and cheapest) option.

Q: What happens when I turn 65?
You’ll switch to Medicare—but coordinating that transition takes planning. Timing matters.

Q: Do Roth withdrawals count against ACA income limits?
Nope. That’s why they’re gold during this phase of life.

Q: Is short-term insurance a real solution?
It can be—for a season. But it’s not ideal long-term. Know the exclusions.


Let’s Wrap This Up

If you’ve made the move to part-time or consulting and still feel like your health insurance is a puzzle wrapped in a headache, you're not alone.

But here’s the truth:
There are real solutions that don’t involve overpaying, underinsuring, or sacrificing your goals.

The key is strategy—not guesswork. You’ve already done the hard part by stepping into more freedom. Now it’s time to make sure your health plan supports the life you’re building.


🔁 Weekly Takeaway

Pick one strategy from above and explore it this week.
Is it time to revisit your income structure? Look into an HSA? Explore ACA subsidies?

Then drop a comment or message me—I’d love to hear what you discover or help you sort through the options.


📅 Ready to Talk It Through?

If you're looking for clarity—not complexity—around your health coverage strategy, I’ve got you.
Let’s map out a plan that protects your income
and your lifestyle.

👉 Click here to schedule a free discovery call https://myhybridretirement.com/15minutezoomcall  

We’ll cover your options, run the numbers, and build a roadmap that supports your next chapter—with confidence.

Part-Time ProfessionalsHealth Insurance GapHybrid RetirementACA SubsidiesCOBRA Costs
Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Rob Leiphart, CFP®

Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Back to Blog
Business professional working part-time on a laptop at home, smiling but worried about health insurance costs, symbolizing the hidden risks of coverage gaps in hybrid retirement

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

August 25, 20255 min read

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

Watch the video here

Are You Paying for Flexibility With Your Health Coverage?

You finally cut back on hours.
You’re doing consulting. You’ve got margin in your week. You’re seeing your kids more. And—for the first time in a long time—you’re breathing.

But then your health insurance sends you a love letter in the form of a $1,200/month COBRA bill… and suddenly, freedom doesn’t feel so free.

Sound familiar?


What This Article Is—and Isn’t

This isn’t a deep dive into tax code or a policy manual on the ACA (Affordable Care Act).
This is a real-world, professional-to-professional conversation about what happens when you leave full-time work behind—but your benefits don’t come with you.

And if you’re like most of my clients—business professionals transitioning into part-time roles, consulting gigs, or early hybrid retirement—then this topic isn’t just relevant. It’s critical.


Let’s Talk About the Gap You Didn’t Plan For

When you go part-time, you don’t just give up a few hours a week—you often give up your health insurance. And let me be blunt:

That can wreck your financial plan if you’re not ready.

Here’s what tends to happen:

  • You scale back hours.

  • You lose employer-sponsored benefits.

  • You scramble to find a plan on your own.

  • You get hit with sticker shock—or worse, coverage that barely covers anything.

And if you don’t fix it fast? It creates stress, drains savings, and delays the very flexibility you were chasing.


Why Is This So Confusing?

Because the system wasn’t built for people like you. It was built for:

  • Full-time employees

  • Retirees on Medicare

  • Low-income earners who qualify for Medicaid

But if you’re in the middle? Earning income, managing assets, but no longer punching a clock 40 hours a week—you fall through the cracks


The Most Common Coverage Traps

Let’s break down the landmines I see professionals hit all the time:

  1. Assuming Your Plan Will Continue
    Spoiler alert: it probably won’t. Most companies cut benefits once you’re under 30 hours/week.

  2. Overpaying for COBRA
    You pay the full premium—plus a 2% admin fee. That could be $1,500/month for the same plan you had last year.

  3. Botching Your ACA Application
    Subsidies are based on your Modified Adjusted Gross Income (MAGI). If you miscalculate it, you might miss out on thousands of dollars in savings.

  4. Waiting Too Long to Act
    Coverage gaps = exposure. And medical bills don’t wait politely.


So... What Actually Works?

Here’s what I’ve seen work with clients who want to protect their health, their income, and their peace of mind.

✅ 1. Plan Your Income With Intention

ACA plans base premiums on income. By drawing from Roth IRAs or non-taxable sources, you can lower your MAGI and increase your subsidy—without sacrificing lifestyle.

💡 One client saved over $12K/year just by shifting how she withdrew money.

✅ 2. Consider a High-Deductible Plan + HSA

If you’re healthy and don’t need frequent care, this combo can save big:

  • Lower premiums

  • Pre-tax contributions

  • Tax-free growth

  • Withdrawals for qualified medical expenses

It’s one of the most powerful tax tools available.

✅ 3. Take a Strategic Part-Time Role

Not all part-time jobs are created equal. Some large employers offer benefits at 20 hours/week. Think:

  • Healthcare systems

  • Colleges

  • National retailers

Don’t take the job for the check. Take it for the insurance.

✅ 4. Explore Bridge Coverage or Short-Term Plans

Health sharing ministries and private PPOs can fill gaps, especially if you’re under 65 and in good health. Just know the plan’s limits.

Real Example: From Panic to Peace of Mind

Tom, a 57-year-old VP, cut back to 3 days/week to consult.
His COBRA premium? $1,450/month.
His ACA premium? $1,380/month—
before subsidies.

Once we restructured his income sources—pulling more from Roth and less from his 401(k)—he qualified for a $900/month subsidy.

New premium? $480/month.

Same doctor. Same peace of mind. But now? He’s golfing on Friday mornings instead of wrestling with insurance bills.


FAQs (Because Yes, It’s Still Confusing)

Q: Can I use my spouse’s plan if they still work full-time?
Absolutely—if their employer allows it. It’s often the best (and cheapest) option.

Q: What happens when I turn 65?
You’ll switch to Medicare—but coordinating that transition takes planning. Timing matters.

Q: Do Roth withdrawals count against ACA income limits?
Nope. That’s why they’re gold during this phase of life.

Q: Is short-term insurance a real solution?
It can be—for a season. But it’s not ideal long-term. Know the exclusions.


Let’s Wrap This Up

If you’ve made the move to part-time or consulting and still feel like your health insurance is a puzzle wrapped in a headache, you're not alone.

But here’s the truth:
There are real solutions that don’t involve overpaying, underinsuring, or sacrificing your goals.

The key is strategy—not guesswork. You’ve already done the hard part by stepping into more freedom. Now it’s time to make sure your health plan supports the life you’re building.


🔁 Weekly Takeaway

Pick one strategy from above and explore it this week.
Is it time to revisit your income structure? Look into an HSA? Explore ACA subsidies?

Then drop a comment or message me—I’d love to hear what you discover or help you sort through the options.


📅 Ready to Talk It Through?

If you're looking for clarity—not complexity—around your health coverage strategy, I’ve got you.
Let’s map out a plan that protects your income
and your lifestyle.

👉 Click here to schedule a free discovery call https://myhybridretirement.com/15minutezoomcall  

We’ll cover your options, run the numbers, and build a roadmap that supports your next chapter—with confidence.

Part-Time ProfessionalsHealth Insurance GapHybrid RetirementACA SubsidiesCOBRA Costs
Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Rob Leiphart, CFP®

Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Back to Blog
Business professional working part-time on a laptop at home, smiling but worried about health insurance costs, symbolizing the hidden risks of coverage gaps in hybrid retirement

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

August 25, 20255 min read

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

Watch the video here

Are You Paying for Flexibility With Your Health Coverage?

You finally cut back on hours.
You’re doing consulting. You’ve got margin in your week. You’re seeing your kids more. And—for the first time in a long time—you’re breathing.

But then your health insurance sends you a love letter in the form of a $1,200/month COBRA bill… and suddenly, freedom doesn’t feel so free.

Sound familiar?


What This Article Is—and Isn’t

This isn’t a deep dive into tax code or a policy manual on the ACA (Affordable Care Act).
This is a real-world, professional-to-professional conversation about what happens when you leave full-time work behind—but your benefits don’t come with you.

And if you’re like most of my clients—business professionals transitioning into part-time roles, consulting gigs, or early hybrid retirement—then this topic isn’t just relevant. It’s critical.


Let’s Talk About the Gap You Didn’t Plan For

When you go part-time, you don’t just give up a few hours a week—you often give up your health insurance. And let me be blunt:

That can wreck your financial plan if you’re not ready.

Here’s what tends to happen:

  • You scale back hours.

  • You lose employer-sponsored benefits.

  • You scramble to find a plan on your own.

  • You get hit with sticker shock—or worse, coverage that barely covers anything.

And if you don’t fix it fast? It creates stress, drains savings, and delays the very flexibility you were chasing.


Why Is This So Confusing?

Because the system wasn’t built for people like you. It was built for:

  • Full-time employees

  • Retirees on Medicare

  • Low-income earners who qualify for Medicaid

But if you’re in the middle? Earning income, managing assets, but no longer punching a clock 40 hours a week—you fall through the cracks


The Most Common Coverage Traps

Let’s break down the landmines I see professionals hit all the time:

  1. Assuming Your Plan Will Continue
    Spoiler alert: it probably won’t. Most companies cut benefits once you’re under 30 hours/week.

  2. Overpaying for COBRA
    You pay the full premium—plus a 2% admin fee. That could be $1,500/month for the same plan you had last year.

  3. Botching Your ACA Application
    Subsidies are based on your Modified Adjusted Gross Income (MAGI). If you miscalculate it, you might miss out on thousands of dollars in savings.

  4. Waiting Too Long to Act
    Coverage gaps = exposure. And medical bills don’t wait politely.


So... What Actually Works?

Here’s what I’ve seen work with clients who want to protect their health, their income, and their peace of mind.

✅ 1. Plan Your Income With Intention

ACA plans base premiums on income. By drawing from Roth IRAs or non-taxable sources, you can lower your MAGI and increase your subsidy—without sacrificing lifestyle.

💡 One client saved over $12K/year just by shifting how she withdrew money.

✅ 2. Consider a High-Deductible Plan + HSA

If you’re healthy and don’t need frequent care, this combo can save big:

  • Lower premiums

  • Pre-tax contributions

  • Tax-free growth

  • Withdrawals for qualified medical expenses

It’s one of the most powerful tax tools available.

✅ 3. Take a Strategic Part-Time Role

Not all part-time jobs are created equal. Some large employers offer benefits at 20 hours/week. Think:

  • Healthcare systems

  • Colleges

  • National retailers

Don’t take the job for the check. Take it for the insurance.

✅ 4. Explore Bridge Coverage or Short-Term Plans

Health sharing ministries and private PPOs can fill gaps, especially if you’re under 65 and in good health. Just know the plan’s limits.

Real Example: From Panic to Peace of Mind

Tom, a 57-year-old VP, cut back to 3 days/week to consult.
His COBRA premium? $1,450/month.
His ACA premium? $1,380/month—
before subsidies.

Once we restructured his income sources—pulling more from Roth and less from his 401(k)—he qualified for a $900/month subsidy.

New premium? $480/month.

Same doctor. Same peace of mind. But now? He’s golfing on Friday mornings instead of wrestling with insurance bills.


FAQs (Because Yes, It’s Still Confusing)

Q: Can I use my spouse’s plan if they still work full-time?
Absolutely—if their employer allows it. It’s often the best (and cheapest) option.

Q: What happens when I turn 65?
You’ll switch to Medicare—but coordinating that transition takes planning. Timing matters.

Q: Do Roth withdrawals count against ACA income limits?
Nope. That’s why they’re gold during this phase of life.

Q: Is short-term insurance a real solution?
It can be—for a season. But it’s not ideal long-term. Know the exclusions.


Let’s Wrap This Up

If you’ve made the move to part-time or consulting and still feel like your health insurance is a puzzle wrapped in a headache, you're not alone.

But here’s the truth:
There are real solutions that don’t involve overpaying, underinsuring, or sacrificing your goals.

The key is strategy—not guesswork. You’ve already done the hard part by stepping into more freedom. Now it’s time to make sure your health plan supports the life you’re building.


🔁 Weekly Takeaway

Pick one strategy from above and explore it this week.
Is it time to revisit your income structure? Look into an HSA? Explore ACA subsidies?

Then drop a comment or message me—I’d love to hear what you discover or help you sort through the options.


📅 Ready to Talk It Through?

If you're looking for clarity—not complexity—around your health coverage strategy, I’ve got you.
Let’s map out a plan that protects your income
and your lifestyle.

👉 Click here to schedule a free discovery call https://myhybridretirement.com/15minutezoomcall  

We’ll cover your options, run the numbers, and build a roadmap that supports your next chapter—with confidence.

Part-Time ProfessionalsHealth Insurance GapHybrid RetirementACA SubsidiesCOBRA Costs
Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Rob Leiphart, CFP®

Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Back to Blog

Connect with me today!

4 Corporate Drive, Suite 482 Shelton, CT 06484

Contact Me

+1 203-220-6474

Monday - Friday | 8:30AM - 5:00 PM

Blog

Access expert guidance, comprehensive analysis, and actionable steps to safeguard your wealth.

Business professional working part-time on a laptop at home, smiling but worried about health insurance costs, symbolizing the hidden risks of coverage gaps in hybrid retirement

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

August 25, 20255 min read

Why Health Insurance is a Part-Time Professional’s Hidden Landmine (And How to Dodge It)

Watch the video here

Are You Paying for Flexibility With Your Health Coverage?

You finally cut back on hours.
You’re doing consulting. You’ve got margin in your week. You’re seeing your kids more. And—for the first time in a long time—you’re breathing.

But then your health insurance sends you a love letter in the form of a $1,200/month COBRA bill… and suddenly, freedom doesn’t feel so free.

Sound familiar?


What This Article Is—and Isn’t

This isn’t a deep dive into tax code or a policy manual on the ACA (Affordable Care Act).
This is a real-world, professional-to-professional conversation about what happens when you leave full-time work behind—but your benefits don’t come with you.

And if you’re like most of my clients—business professionals transitioning into part-time roles, consulting gigs, or early hybrid retirement—then this topic isn’t just relevant. It’s critical.


Let’s Talk About the Gap You Didn’t Plan For

When you go part-time, you don’t just give up a few hours a week—you often give up your health insurance. And let me be blunt:

That can wreck your financial plan if you’re not ready.

Here’s what tends to happen:

  • You scale back hours.

  • You lose employer-sponsored benefits.

  • You scramble to find a plan on your own.

  • You get hit with sticker shock—or worse, coverage that barely covers anything.

And if you don’t fix it fast? It creates stress, drains savings, and delays the very flexibility you were chasing.


Why Is This So Confusing?

Because the system wasn’t built for people like you. It was built for:

  • Full-time employees

  • Retirees on Medicare

  • Low-income earners who qualify for Medicaid

But if you’re in the middle? Earning income, managing assets, but no longer punching a clock 40 hours a week—you fall through the cracks


The Most Common Coverage Traps

Let’s break down the landmines I see professionals hit all the time:

  1. Assuming Your Plan Will Continue
    Spoiler alert: it probably won’t. Most companies cut benefits once you’re under 30 hours/week.

  2. Overpaying for COBRA
    You pay the full premium—plus a 2% admin fee. That could be $1,500/month for the same plan you had last year.

  3. Botching Your ACA Application
    Subsidies are based on your Modified Adjusted Gross Income (MAGI). If you miscalculate it, you might miss out on thousands of dollars in savings.

  4. Waiting Too Long to Act
    Coverage gaps = exposure. And medical bills don’t wait politely.


So... What Actually Works?

Here’s what I’ve seen work with clients who want to protect their health, their income, and their peace of mind.

✅ 1. Plan Your Income With Intention

ACA plans base premiums on income. By drawing from Roth IRAs or non-taxable sources, you can lower your MAGI and increase your subsidy—without sacrificing lifestyle.

💡 One client saved over $12K/year just by shifting how she withdrew money.

✅ 2. Consider a High-Deductible Plan + HSA

If you’re healthy and don’t need frequent care, this combo can save big:

  • Lower premiums

  • Pre-tax contributions

  • Tax-free growth

  • Withdrawals for qualified medical expenses

It’s one of the most powerful tax tools available.

✅ 3. Take a Strategic Part-Time Role

Not all part-time jobs are created equal. Some large employers offer benefits at 20 hours/week. Think:

  • Healthcare systems

  • Colleges

  • National retailers

Don’t take the job for the check. Take it for the insurance.

✅ 4. Explore Bridge Coverage or Short-Term Plans

Health sharing ministries and private PPOs can fill gaps, especially if you’re under 65 and in good health. Just know the plan’s limits.

Real Example: From Panic to Peace of Mind

Tom, a 57-year-old VP, cut back to 3 days/week to consult.
His COBRA premium? $1,450/month.
His ACA premium? $1,380/month—
before subsidies.

Once we restructured his income sources—pulling more from Roth and less from his 401(k)—he qualified for a $900/month subsidy.

New premium? $480/month.

Same doctor. Same peace of mind. But now? He’s golfing on Friday mornings instead of wrestling with insurance bills.


FAQs (Because Yes, It’s Still Confusing)

Q: Can I use my spouse’s plan if they still work full-time?
Absolutely—if their employer allows it. It’s often the best (and cheapest) option.

Q: What happens when I turn 65?
You’ll switch to Medicare—but coordinating that transition takes planning. Timing matters.

Q: Do Roth withdrawals count against ACA income limits?
Nope. That’s why they’re gold during this phase of life.

Q: Is short-term insurance a real solution?
It can be—for a season. But it’s not ideal long-term. Know the exclusions.


Let’s Wrap This Up

If you’ve made the move to part-time or consulting and still feel like your health insurance is a puzzle wrapped in a headache, you're not alone.

But here’s the truth:
There are real solutions that don’t involve overpaying, underinsuring, or sacrificing your goals.

The key is strategy—not guesswork. You’ve already done the hard part by stepping into more freedom. Now it’s time to make sure your health plan supports the life you’re building.


🔁 Weekly Takeaway

Pick one strategy from above and explore it this week.
Is it time to revisit your income structure? Look into an HSA? Explore ACA subsidies?

Then drop a comment or message me—I’d love to hear what you discover or help you sort through the options.


📅 Ready to Talk It Through?

If you're looking for clarity—not complexity—around your health coverage strategy, I’ve got you.
Let’s map out a plan that protects your income
and your lifestyle.

👉 Click here to schedule a free discovery call https://myhybridretirement.com/15minutezoomcall  

We’ll cover your options, run the numbers, and build a roadmap that supports your next chapter—with confidence.

Part-Time ProfessionalsHealth Insurance GapHybrid RetirementACA SubsidiesCOBRA Costs
Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

Rob Leiphart, CFP®

Public Speaker | Writer | Educator | Family Advocate | Volunteer | Certified Financial Planner TM practitioner

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DISCLAIMER:


The content is developed from sources believed to be providing accurate information. This material is not intended as investment, tax, or legal advice, it is for educational and informational purposes only. Please consult legal, investment, or tax professionals for specific information regarding your individual situation. Please visit rbcapitalmanagement.com for all information and disclosures relating to investment advisory services. Investment advice is not offered or solicited through this website. This material was developed and produced by Rob Leiphart, CFP® to provide information and education on topics that may be of interest to you.