Progressive

Driving smarter strategies for Progressive employees

Progressive’s benefits package is full of hidden opportunities that can help you grow financially and retire on your terms. The challenge is knowing how to piece it all together.
Our Experience
We’ve worked with Progressive employees across roles and career stages, helping them turn complex benefits into clear strategies. From RSU vesting and Spillover plans to retirement timing and tax-smart income decisions, we'll simplify the details so every part of your benefits package works toward your goals.
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Mega Roth Spillover
Save beyond the 401(k) cap and turn after-tax contributions into powerful Roth savings.
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RSU Vesting & Retirement Timing
Avoid tax spikes by planning when to retire and how your stock vests.
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Deferred Compensation Payouts
Choose a payout schedule that balances taxes with steady income.
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Net Unrealized Appreciation (NUA)
Unlock tax advantages by rolling PGR stock from your 401(k) the right way.
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Coordinating Retirement Income
Line up Social Security, healthcare, and benefits for a smooth transition.
Progressive's benefits are powerful. Our guides help employees make the most of every option.
Where are you in your financial journey?

Your Guide to Building Wealth at Progressive in 2025

Progressive’s benefits package is packed with hidden opportunities — if you know where to look. Our free guide shows you how to turn 401(k)s, RSUs, the Mega Roth Spillover plan, and more into a strategy for long-term wealth.
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Your Guide to Retiring from Progressive in 2025

Progressive’s benefits package is packed with hidden opportunities — if you know where to look. Our free guide shows you how to turn 401(k)s, RSUs, the Mega Roth Spillover plan, and more into a strategy for long-term wealth.
Got it! You should be redirected momentarily. If not, click here to go directly to the download page.
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The content regarding Progressive employee benefits—including topics like Mega Roth Spillover, RSU vesting strategies, deferred compensation planning, NUA, and retirement income coordination—is based on general experience and is not tailored to your specific circumstances.