Conclusion

Let them carry it. You’ve done your part.

Not every moment needs more direction.\
Not every silence needs filling.\
Some of the strongest signals come when you finally stop holding it all together.

This closing section gives you a quieter kind of leverage—the kind that earns trust without chasing it.

Before you challenge them, ask if they trust you yet.

You’ve seen this happen.\
A good idea, pushed too soon—and everything shuts down.

This section gives you the signal to look for before you push.\
And what to do if it’s not there yet.

You listened. But not to what mattered.

It’s possible to replay the entire meeting in your head and still miss the thing they needed you to hear.

This isn’t about listening better.\
It’s about listening for something else entirely.

They’re not resisting change. They’re protecting something.

It’s easy to think they’re pushing back just to be difficult.\
But more often, they’re trying to keep something from breaking.

This section slows the moment down.\
Just enough to ask: what might they lose if they say yes?

You stayed calm. They still didn’t trust you.

You said nothing was wrong.\
But they felt something was off.

Here we explore what happens when teams can’t read you—and start reading into you.\
Not because you did anything wrong.\
But because silence always fills itself.

What sounds like help can feel like control.

At some point, support starts to sound like hovering.\
And it’s hard to see when you’ve crossed that line.

This section takes a closer look at that moment—when helping quietly turns into handling.\
It’s more common than you think. Especially when you care.

You can’t force someone into ownership.

You don’t know how much someone is carrying.\
But you feel it when they stop moving.

This isn’t about accountability frameworks or “holding people to outcomes.”\
It’s about what shuts people down—and what might help them open back up.

It’s not what you can see. It’s what they feel and don’t say.

There’s a kind of tension that never shows up in Jira.\
But you can feel it. In meetings. In messages. In that slight shift in tone.

This section helps you see what people won’t say directly—but always signal.\
Because the real blocker isn’t the one they’ll name.

You tried to be clear. They heard threat.

The words were fine.\
The logic was solid.\
The delivery? Unclear. At least to them.

This is the story of feedback that missed—badly—and why it had nothing to do with the message.\
You’ll walk into a moment that cost more than expected… and learn why it’s so common.

You did everything right. That wasn’t the problem.

Some people move up because they ask for more.\
Others move up because they already act like they own more.\
Then there’s the third kind—the ones still waiting for someone to notice.

If that feels familiar, this section will explain why hard work alone isn’t the lever you think it is.

Maximize Your Equity And Benefits In Tech [Part 23] - Conclusion

Congratulations on making it to the end of this course! Here are core points from the lesson:

- Know the details of your equity, 401k, and ESPP plans, and set calendar reminders for things like stock option expirations, enrollment windows, and rollover opportunities
- Automate what you can only after understanding your holdings—review RSU tax withholdings, grant docs, and whether you’re using pre-tax vs. Roth intentionally
- Explore advanced options like mega backdoor Roths if your 401k allows them, and ensure you're not missing out on your employer match or other benefits
- Review your health plan and associated perks like HSAs, FSAs, and wellness stipends, and use reminders to avoid letting free money go to waste

If you want to get additional support from Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Receive other bonuses, leave feedback, and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 22] - Healthcare And Miscellaneous Benefits

From picking the right medical plan to using hidden financial perks, there’s a lot you can do to stretch your benefits beyond equity. Here are the core points from the lesson:

- PPO, EPO, and HMO plans vary in flexibility and cost, with PPOs offering the most freedom and HMOs the lowest cost but most restrictions
- Understanding plan terms like premiums, deductibles, copays, and coinsurance helps you estimate total medical costs more accurately
- HSAs offer exceptional tax advantages and long-term growth potential, especially if you invest the funds and save receipts for future reimbursement
- FSAs are employer-based, use-it-or-lose-it accounts that are best used only when you know you’ll spend the funds during the year
- Tech workers may also have access to other valuable benefits like legal services, fertility support, wellness stipends, and insurance—but employer-provided life and disability coverage may not be enough if you truly need it

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 21] - Bottom Line

There are a few essential things to keep in mind when managing retirement accounts. Here are the core points from the lesson:

- 401(k)s are effective for automating savings and deferring taxes, especially in high tax brackets, and it's important to capture the employer match and invest contributions
- Pre-tax vs. Roth decisions aren’t one-size-fits-all, but choosing wisely can reduce your lifetime tax bill with the help of smart withdrawal strategies
- Mega backdoor Roths allow large tax-free contributions if your plan supports them, while backdoor Roths offer smaller contributions with more complexity and caution required

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 20] - Backdoor And Mega Backdoor Roths

Backdoor and Mega Backdoor Roth strategies offer powerful ways to boost tax-advantaged retirement savings for high earners. Here are the core points from the lesson:

- A Backdoor Roth involves making a non-deductible IRA contribution and quickly converting it to a Roth IRA, but you must avoid having pre-tax IRA balances or you'll face tax via the pro-rata rule
- Mega Backdoor Roths allow after-tax 401(k) contributions (beyond the regular limit) to be converted into Roth accounts, enabling up to \~$40K in additional Roth savings annually
- The ideal Mega Backdoor setup includes in-plan Roth conversions, which are often automatable and avoid tax on earnings during the transition
- Be cautious of contribution timing to avoid missing employer match benefits—either spread contributions evenly or ensure your plan supports a “true-up” feature

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 19] - Pre-Tax vs. Roth

Choosing between pre-tax and Roth 401(k) contributions can significantly impact your long-term tax outcomes. Here are the core points from the lesson:

- The net tax advantage between pre-tax and Roth depends on your current vs. future tax rates; Roth may be ideal if you're in a lower bracket now, but pre-tax offers flexibility for future low-tax Roth conversions
- Roth IRAs offer penalty-free access to contributions anytime, while Roth 401(k)s have stricter withdrawal rules, often treating withdrawals as a mix of contributions and earnings
- Pre-tax retirement accounts are subject to Required Minimum Distributions (RMDs) starting at age 73, which can force taxable income in retirement
- Doing Roth conversions during low-income years (e.g., early retirement) can reduce future RMD burdens and smooth your tax liability over time

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 18] - Liquidity And Workarounds

Accessing retirement funds early can be tricky, but there are some strategic exceptions. Here’s the core points from the lesson:

- Withdrawing from 401(k)s or pre-tax IRAs before age 59.5 typically triggers a 10% penalty, though exceptions exist for things like first-time home purchases, disability, or high medical costs
- Roth IRA contributions (not earnings or conversions) can be withdrawn at any time, penalty- and tax-free, while Roth conversions require a five-year wait before penalty-free access
- Strategies like the Roth conversion ladder or 72(t) withdrawals (Substantially Equal Periodic Payments) can help bridge the gap if retiring before 59.5
- If you leave your job at 55 or older, you can take penalty-free withdrawals from that employer’s 401(k), and possibly from other plans rolled into it

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 17] - 401(k) And IRA Basics

Understanding retirement accounts is essential for long-term financial planning. Here’s the core points from the lesson:

- 401(k)s allow automated payroll contributions (up to $23,500 in 2025 for those under 50), often include employer matching, and offer pre-tax or Roth contribution options
- Contributions reduce taxable income but are still subject to payroll taxes like Social Security and Medicare
- IRAs (individual retirement arrangements) are similar to 401(k)s but are personally managed, have lower contribution limits, and don’t include employer matching
- IRA contributions may be tax-deductible or Roth-eligible depending on your income, unlike 401(k)s which have no income-based restrictions for pre-tax contributions

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 16] - Stock Options Strategy

Stock option strategies can significantly affect your financial outcomes depending on timing, tax implications, and company events. Here's the core points from the lesson:

- Early exercise with an 83(b) election can offer long-term tax benefits, especially for qualified small business stock, but requires accepting the risk of losing the money invested
- For non-qualified stock options (NSOs), exercising and holding is risky due to upfront ordinary income tax that isn't offset if the stock later declines
- Strategies like exercising and immediately selling (or cashless exercise) can reduce risk and lock in gains, especially around liquidity events like IPOs
- AMT planning for incentive stock options (ISOs) includes spreading exercises across tax years or alternating years of exercise and sale to manage tax impact and recover AMT credits
- Exercising ISOs early in the year offers flexibility to sell later in the year if the stock drops (avoiding AMT) or hold into the next year for favorable capital gains treatment

For more on why you might want to exercise your ISOs early in the year, [click here](https://adastrafp.com/exercising-isos-early-in-year/). For my AMT Calculator (for informational purposes only, not tax advice), [click here](https://adastrafp.com/amt-calculator/).

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

Maximize Your Equity And Benefits In Tech [Part 15] - Alternative Minimum Tax Basics

Alternative Minimum Tax (AMT) can create surprise tax liabilities, especially when exercising incentive stock options. Here's the core points from the lesson:

- AMT is a parallel tax system with fewer deductions, aimed at ensuring high earners pay baseline taxes, and it most often affects those exercising ISOs below market value
- Unlike the progressive regular tax system, AMT uses flat rates (26% or 28%) and doesn’t allow deductions like standard or state/local taxes, leading to potentially higher taxes
- The difference between ISO strike price and market value counts as AMT income, which may trigger a large tax bill even if the shares aren't sold
- Any excess AMT paid over regular tax becomes a credit that can offset future tax liabilities, but recovering it depends on your future income and tax situation

[Check out my AMT Calculator here](https://adastrafp.com/amt-calculator/) (for informational purposes only, not tax advice.)

Next steps with Andy:

- [Connect with Andy on LinkedIn](https://www.linkedin.com/in/andymoranio)
- [Leave feedback and/or sign up for Andy’s newsletter](https://subscribepage.io/taroequitycourse)
- [Schedule a consultation](http://adastrafp.com/contact-us/)

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