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Join the HSA Movement

Your HSA Copilot. Stop Guessing, Start Saving.

Maximize savings with Shoebox, the AI-powered HSA management tool that optimizes every purchase and effortlessly saves you $200k+ more for retirement.

*Get started today with a 30 day free trial.*

THE SHOEBOX ADVANTAGES

Why Choose Us ?

Why Choose Us ?

Why Choose Us ?

The power of the HSA's triple tax advantage goes underutilized by 95%+ of participants. Shoebox will work in the background to ensure you're maximizing every purchase.

The power of the HSA's triple tax advantage goes underutilized by 95%+ of participants. Shoebox will work in the background to ensure you're maximizing every purchase.

The power of the HSA's triple tax advantage goes underutilized by 95%+ of participants. Shoebox will work in the background to ensure you're maximizing every purchase.

AI-Receipt Reading – No Effort Required

We utilize AI to allow for effortless receipt capture. Gone are the days of manual data entry.

Retirement Focused

The HSA can be the best retirement vehicle but the rules around how are often needlessly complicated. Let Shoebox take the guesswork out of managing your HSA.

Direct Retailer Integrations

Easily capture receipts where they are created. Many participants miss out on the thousands of day-to-day purchases that are HSA eligible.

  • Partial Reimbursement

  • Audit Protection

  • Unlimited Secure Storage

  • Dedicated Support

  • Lifetime Guarantee

  • Tax Filling Documents

  • Bulk Export

  • HSA Knowledge Base

  • 30 Day Free Trial

  • Partial Reimbursement

  • Audit Protection

  • Unlimited Secure Storage

  • Dedicated Support

  • Lifetime Guarantee

  • Tax Filling Documents

  • Bulk Export

  • HSA Knowledge Base

  • 30 Day Free Trial

  • Partial Reimbursement

  • Audit Protection

  • Unlimited Secure Storage

  • Dedicated Support

  • Lifetime Guarantee

  • Tax Filling Documents

  • Bulk Export

  • HSA Knowledge Base

  • 30 Day Free Trial

  • Instant Savings

  • Household Management

  • Smart Spending

  • Retirement Metrics

  • Retailer Integrations

  • Reimbursement Assistance

  • Upload from Anywhere

  • AI Assisted

  • Optimization Recommendations

  • Instant Savings

  • Household Management

  • Smart Spending

  • Retirement Metrics

  • Retailer Integrations

  • Reimbursement Assistance

  • Upload from Anywhere

  • AI Assisted

  • Optimization Recommendations

  • Instant Savings

  • Household Management

  • Smart Spending

  • Retirement Metrics

  • Retailer Integrations

  • Reimbursement Assistance

  • Upload from Anywhere

  • AI Assisted

  • Optimization Recommendations

BENEFITS

Why We Shine ?

Why We Shine ?

Why We Shine ?

Shoebox is not just a receipt management tool. It's your guide to maximizing how you use your HSA.

Shoebox is not just a receipt management tool. It's your guide to maximizing how you use your HSA.

Shoebox is not just a receipt management tool. It's your guide to maximizing how you use your HSA.

Instant Savings

Get immediate savings on every purchase, powered by AI to optimize your transactions in real-time. No setup required, just seamless savings.

Instant Savings

Get immediate savings on every purchase, powered by AI to optimize your transactions in real-time. No setup required, just seamless savings.

Instant Savings

Get immediate savings on every purchase, powered by AI to optimize your transactions in real-time. No setup required, just seamless savings.

Retirement Metrics

See how much you're saving by delaying receipt reimbursement. Project future account growth and learn optimization strategies.

Retirement Metrics

See how much you're saving by delaying receipt reimbursement. Project future account growth and learn optimization strategies.

Retirement Metrics

See how much you're saving by delaying receipt reimbursement. Project future account growth and learn optimization strategies.

Retailer Integrations

Shoebox captures HSA spending at the source and gives you the effortless ability to upload receipts from anywhere.

Retailer Integrations

Shoebox captures HSA spending at the source and gives you the effortless ability to upload receipts from anywhere.

Retailer Integrations

Shoebox captures HSA spending at the source and gives you the effortless ability to upload receipts from anywhere.

Secure Storage

Unlimited secure receipt storage is included in every Shoebox subscription, ensuring your data is always safe and secure.

Secure Storage

Unlimited secure receipt storage is included in every Shoebox subscription, ensuring your data is always safe and secure.

Secure Storage

Unlimited secure receipt storage is included in every Shoebox subscription, ensuring your data is always safe and secure.

Reimbursement

Whether you're delaying till retirement or need the money today, Shoebox makes it easy to fully or partially reimburse your receipts.

Reimbursement

Whether you're delaying till retirement or need the money today, Shoebox makes it easy to fully or partially reimburse your receipts.

Reimbursement

Whether you're delaying till retirement or need the money today, Shoebox makes it easy to fully or partially reimburse your receipts.

Lifetime Guarantee

You will always have access to export your entire Shoebox library at any point in time if you would like to switch platforms.

Lifetime Guarantee

You will always have access to export your entire Shoebox library at any point in time if you would like to switch platforms.

Lifetime Guarantee

You will always have access to export your entire Shoebox library at any point in time if you would like to switch platforms.

PROCESS

Our Approach

Our Approach

Our Approach

Our streamlined process ensures quick, efficient results, from setup to completion. Enjoy clear steps and full transparency at every stage.

Our streamlined process ensures quick, efficient results, from setup to completion. Enjoy clear steps and full transparency at every stage.

Our streamlined process ensures quick, efficient results, from setup to completion. Enjoy clear steps and full transparency at every stage.

01

Custom Onboarding

  • We'll meet you where you are.

  • Step-by-step guidance for smooth integration.

  • Tailored trainings custom to your understanding.

01

Custom Onboarding

  • We'll meet you where you are.

  • Step-by-step guidance for smooth integration.

  • Tailored trainings custom to your understanding.

01

Custom Onboarding

  • We'll meet you where you are.

  • Step-by-step guidance for smooth integration.

  • Tailored trainings custom to your understanding.

02

AI-Powered Efficiency

  • Automatic savings on every transaction.

  • Real-time analytics to track spending.

  • Seamless adjustments to maximize savings.

02

AI-Powered Efficiency

  • Automatic savings on every transaction.

  • Real-time analytics to track spending.

  • Seamless adjustments to maximize savings.

02

AI-Powered Efficiency

  • Automatic savings on every transaction.

  • Real-time analytics to track spending.

  • Seamless adjustments to maximize savings.

03

Transparent Communication

  • Regular updates on progress and changes.

  • Clear terms and no hidden fees.

  • Dedicated support available at all stages.

03

Transparent Communication

  • Regular updates on progress and changes.

  • Clear terms and no hidden fees.

  • Dedicated support available at all stages.

03

Transparent Communication

  • Regular updates on progress and changes.

  • Clear terms and no hidden fees.

  • Dedicated support available at all stages.

04

Flexible Solutions

  • Customizable plans based on your needs.

  • Monthly adjustments to suit changes.

  • Freedom to upgrade or adjust anytime.

04

Flexible Solutions

  • Customizable plans based on your needs.

  • Monthly adjustments to suit changes.

  • Freedom to upgrade or adjust anytime.

04

Flexible Solutions

  • Customizable plans based on your needs.

  • Monthly adjustments to suit changes.

  • Freedom to upgrade or adjust anytime.

Product

Automatic Spending Capture

Our chrome extension will securely and passively monitor your online retailer spending to help find recent HSA eligible purchases.

chrome extension
chrome extension
chrome extension
product
product
product

Product

Real-Time Insights

Track your spending with detailed analytics and real-time updates, giving you full transparency and control over every transaction.

Product

Receipt Library

Gone are the days of receipt disorganization. Shoebox provides one easy area to show all of your HSA eligible purchases.

product
product
product

PRICING

Choose the Perfect Plan

Start for free today with our powerful chrome extension or jump right in and start optimizing your HSA with Shoebox Plus.

Free Plan

$0 Forever

Ideal for casual HSA account holders who are looking for more eligible purchases to reimburse.

Chrome extension access

Direct retailer integrations

Purchase history scanning & catch-up

Passive purchase scanning

Receipt PDF export

Basic summary level savings insights

*Change plans at any time*

Free Plan

$0 Forever

Ideal for casual HSA account holders who are looking for more eligible purchases to reimburse.

Chrome extension access

Direct retailer integrations

Purchase history scanning & catch-up

Passive purchase scanning

Receipt PDF export

Basic summary level savings insights

*Change plans at any time*

Free Plan

$0 Forever

Ideal for casual HSA account holders who are looking for more eligible purchases to reimburse.

Chrome extension access

Direct retailer integrations

Purchase history scanning & catch-up

Passive purchase scanning

Receipt PDF export

Basic summary level savings insights

*Change plans at any time*

MOST POPULAR

Shoebox Plus

$12/year

Designed for housholds and retirement focused participants who want to maximize their triple tax advantage.

Everything included in the free plan

Optimize the HSA as a retirement tool

Unlimited secure lifetime receipt storage

AI-assisted uploads from anywhere (mobile, text, email, etc.)

IRS tax documents & audit protection

Multi-user access for households

*30 day no-obligation free trial included*

MOST POPULAR

Shoebox Plus

$12/year

Designed for housholds and retirement focused participants who want to maximize their triple tax advantage.

Everything included in the free plan

Optimize the HSA as a retirement tool

Unlimited secure lifetime receipt storage

AI-assisted uploads from anywhere (mobile, text, email, etc.)

IRS tax documents & audit protection

Multi-user access for households

*30 day no-obligation free trial included*

MOST POPULAR

Shoebox Plus

$12/year

Designed for housholds and retirement focused participants who want to maximize their triple tax advantage.

Everything included in the free plan

Optimize the HSA as a retirement tool

Unlimited secure lifetime receipt storage

AI-assisted uploads from anywhere (mobile, text, email, etc.)

IRS tax documents & audit protection

Multi-user access for households

*30 day no-obligation free trial included*

100% Safe Purchase

30 Day Free Trial

Access Immediately

Not sure if we're a fit?

Send us an email and we'd be happy to help you.

COMPARISON

Our Value vs. Competitor Value

Compare Shoebox to the competition and discover how we offer better value, more savings, and greater flexibility for your family.

FEATURES

FEATURES

FEATURES

Optimize HSA for Retirement

Optimize HSA for Retirement

Optimize HSA for Retirement

Direct Retailer Integrations

Direct Retailer Integrations

Direct Retailer Integrations

Unlimited Secure Receipt Storage

Unlimited Secure Receipt Storage

Unlimited Secure Receipt Storage

AI Assisted Bulk Uploads

AI Assisted Bulk Uploads

AI Assisted Bulk Uploads

IRS Tax Documents

IRS Tax Documents

IRS Tax Documents

Receipt export

Receipt export

Receipt export

Pricing

Pricing

Pricing

$12/year

$12/year

$12/year

$12/year

$12/year

$12/year

4% Fee

4% Fee

FAQ'S

Got a quick question?

We're here to help you make the right decision. Explore our frequently asked questions and find answers below.

Why would I use my HSA for retirement?

An HSA is one of the most powerful retirement tools available—it’s triple tax-advantaged, meaning your money goes in tax-free, grows tax-free, and can be withdrawn tax-free for qualified medical expenses. By saving receipts now and reimbursing them later, you can let your HSA investments grow for decades, potentially adding $200k+ in tax-free retirement funds.

Why would I use my HSA for retirement?

An HSA is one of the most powerful retirement tools available—it’s triple tax-advantaged, meaning your money goes in tax-free, grows tax-free, and can be withdrawn tax-free for qualified medical expenses. By saving receipts now and reimbursing them later, you can let your HSA investments grow for decades, potentially adding $200k+ in tax-free retirement funds.

Why would I use my HSA for retirement?

An HSA is one of the most powerful retirement tools available—it’s triple tax-advantaged, meaning your money goes in tax-free, grows tax-free, and can be withdrawn tax-free for qualified medical expenses. By saving receipts now and reimbursing them later, you can let your HSA investments grow for decades, potentially adding $200k+ in tax-free retirement funds.

What makes Shoebox different from other HSA tools?

What makes Shoebox different from other HSA tools?

What makes Shoebox different from other HSA tools?

How long does it take to get started?

How long does it take to get started?

How long does it take to get started?

How does Shoebox help with IRS audits or tax filing?

How does Shoebox help with IRS audits or tax filing?

How does Shoebox help with IRS audits or tax filing?

Is my data secure?

Is my data secure?

Is my data secure?

REVIEWS

Our Valued Customers

Don't just take our word for it. Many people are preaching about their experience with Shoebox.

"My first time using Shoebox, I found $523.11 in new HSA reimbursable expenses!"

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Bobbi

"My first time using Shoebox, I found $523.11 in new HSA reimbursable expenses!"

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Bobbi

"My first time using Shoebox, I found $523.11 in new HSA reimbursable expenses!"

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Bobbi

“In just a few clicks, I found expenses going back two years that I can now reimburse tax-fr

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Emily

“In just a few clicks, I found expenses going back two years that I can now reimburse tax-fr

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Emily

“In just a few clicks, I found expenses going back two years that I can now reimburse tax-fr

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Emily

“I used to ignore my HSA, but Shoebox showed me how powerful it can be. I’m finally feeling in control of my healthcare savings.”

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Maya

“I used to ignore my HSA, but Shoebox showed me how powerful it can be. I’m finally feeling in control of my healthcare savings.”

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Maya

“I used to ignore my HSA, but Shoebox showed me how powerful it can be. I’m finally feeling in control of my healthcare savings.”

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Maya

"I had no idea I could use my HSA this way. Shoebox helped me rethink how I save for retirement."

Jason

"I had no idea I could use my HSA this way. Shoebox helped me rethink how I save for retirement."

Jason

"I had no idea I could use my HSA this way. Shoebox helped me rethink how I save for retirement."

Jason

“Between the AI uploads and smart savings tips, Shoebox paid for itself within the first week.”

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James

“Between the AI uploads and smart savings tips, Shoebox paid for itself within the first week.”

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James

“Between the AI uploads and smart savings tips, Shoebox paid for itself within the first week.”

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James

“Shoebox found me over $600 in reimbursements from everyday purchases—I had no idea I was leaving that money on the table.”

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Laura

“Shoebox found me over $600 in reimbursements from everyday purchases—I had no idea I was leaving that money on the table.”

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Laura

“Shoebox found me over $600 in reimbursements from everyday purchases—I had no idea I was leaving that money on the table.”

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Laura

"Shoebox took the stress out of managing my HSA. I love the peace of mind knowing everything is stored securely."

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Sarah

"Shoebox took the stress out of managing my HSA. I love the peace of mind knowing everything is stored securely."

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Sarah

"Shoebox took the stress out of managing my HSA. I love the peace of mind knowing everything is stored securely."

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Sarah

“I’ve tried other apps, but Shoebox is the only one that truly helped me optimize for long-term HSA growth.”

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Anna

“I’ve tried other apps, but Shoebox is the only one that truly helped me optimize for long-term HSA growth.”

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Anna

“I’ve tried other apps, but Shoebox is the only one that truly helped me optimize for long-term HSA growth.”

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Anna

“The retirement projections blew my mind. I’m on track to grow my HSA way more than I ever thought possible.”

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Paul

“The retirement projections blew my mind. I’m on track to grow my HSA way more than I ever thought possible.”

client pic

Paul

“The retirement projections blew my mind. I’m on track to grow my HSA way more than I ever thought possible.”

client pic

Paul

COMPANIES WITH SHOEBOX CUSTOMERS

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KEY TAKEAWAYS

Maximize Your Savings with Smart Automation

Maximize Your Savings with Smart Automation

Maximize Your Savings with Smart Automation

Save effortlessly with smart automation that maximizes savings on every eligible purchase, tailored to your needs.

Save effortlessly with smart automation that maximizes savings on every eligible purchase, tailored to your needs.

Save effortlessly with smart automation that maximizes savings on every eligible purchase, tailored to your needs.

  • Save More for Retirement

  • Gain Smart, Actionable Spending Insights

  • Maximize Your Triple Tax Advantage

  • Say Goodbye to Data Entry with AI

  • Efficient Expense & Reimbursement Tools

  • Save More for Retirement

  • Gain Smart, Actionable Spending Insights

  • Maximize Your Triple Tax Advantage

  • Say Goodbye to Data Entry with AI

  • Efficient Expense & Reimbursement Tools

logo

Stop Guessing. Start Saving on HSA Eligible Purchases.

Experience the power of automated savings and optimized retirement planning. Get started now to maximize your HSA benefit.

logo

Stop Guessing. Start Saving on HSA Eligible Purchases.

Experience the power of automated savings and optimized retirement planning. Get started now to maximize your HSA benefit.

logo

Stop Guessing. Start Saving on HSA Eligible Purchases.

Experience the power of automated savings and optimized retirement planning. Get started now to maximize your HSA benefit.