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Why Most Businesses Get Stuck, And How to Break Through with Dan Bubniak (Ep. 9)
Growth sounds exciting, but most entrepreneurs hit a point where what used to work suddenly stops working. The challenge is not just growing the business; it’s changing how you lead it. In this episode of The Pleasant Street Pod, host...
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Why ‘Normal’ Health Is Holding You Back with Andrew Martin (Ep. 8)
What if “everything looks normal” is actually the problem? For high performers, average health may be the very thing holding you back. In this episode of The Pleasant Street Pod, host Taylor Nissi, CFP®, CEPA, sits down with biologist...
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Backdoor Roth IRA and Roth Conversions: What High Earners Need to Do Before April 15
Backdoor Roth IRA and Roth Conversions: What High Earners Need to Do Before April 15// // 1 Thing This Month — MarchBackdoor Roth IRA and Roth Conversions: What High Earners Need to Do Before April 15Tax season isn't just about what...
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Your 30-Minute Business Money Check-In Before the Tax Crunch
By March, most business owners are in a familiar spot: the year is moving, the team is busy, clients are busy — and somewhere in the back of your mind you’re thinking, “wait, taxes are due soon, aren’t they?”This month’s One Thing is...
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The Three Dilemmas Every Successful Business Owner Faces with Ali Nasser (Ep. 7)
What if the biggest challenge after success is not building more, but knowing what comes next? This episode explores the decisions that quietly shape an entrepreneur’s wealth, time, and sense of freedom.In this episode of The Pleasant...
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Risk Management and Insurance Solutions for Business Owners with Stefan Cherneski, CFP® (Ep. 6)
Building wealth requires more than growing your business. What happens when life takes an unexpected turn? In this episode of The Pleasant Street Pod, host Taylor Nissi, CFP®, CEPA, sits down with Stefan Cherneski, CFP®, Private Wealth...
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10 Minutes to Tax Success: A Simple Strategy to Organize 2025 and Align Your 2026 Goals
10 Minutes to Tax Success: The February Financial Quick-WinWelcome back to 1 Thing This Month.If January was about the "Big Picture" and setting your 2026 targets, February is about the foundation. We are officially in the thick of tax...
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Leadership Through Authenticity: Todd Palmer on Transparency, Purpose, and Growth (Ep. 5)
Building a thriving company requires more than strategy and execution. But what if the key to becoming a better leader lies in embracing your vulnerabilities rather than hiding them?How can authenticity transform your relationships...
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Reframing Stress and Building Mental Resilience with Jamey Maniscalco, PhD (Pleasant Street Pod 4)
Building a business demands everything from you. But what if the key to performing at your best isn’t working harder, but working smarter with your biology? How can busy founders manage stress without overhauling their lives? What small...
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The 60-Minute Reset: Master Your Financial Future
Welcome to the first edition of 1 Thing This Month.We all know the feeling of January: the slate is clean, the motivation is high, but the "to-do" list for our finances can feel overwhelming. Should you fix your budget? Research new...
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Building, Selling, and Designing What Comes Next with Chris Cali (Pleasant Street Pod Ep. 3)
What happens when founders build something meaningful, sell it, and realize the next chapter is not as clear as expected?In this episode of The Pleasant Street Pod, host Taylor Nissi, CFP®, CEPA, sits down with serial entrepreneur and...
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Why Entrepreneurs Outgrow One Size Fits All Financial Advice (Pleasant Street Pod Ep. 2)
As your business grows, your financial life gets more complex. This episode explores why successful entrepreneurs often outgrow traditional, siloed financial advice, and what an integrated approach can unlock instead.In this episode of...
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How Sports, Strategy, and Values Shaped My Approach to Wealth (Pleasant Street Pod Ep. 1)
What happens when an athlete-turned-coach discovers his true calling isn’t on the field, but in helping people design meaningful financial lives? Taylor opens up about the pivotal moments and lessons that shaped his approach to wealth,...
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Charitable Giving: Maximizing Tax Benefits and Legacy Impact for Retirees
As retirees review their financial plans, they often seek ways to not only manage their wealth but also to leave a meaningful legacy. Charitable giving can be a powerful tool to achieve both of these goals, providing significant tax...
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The Pleasant Street Pod Coming Soon
Welcome to The Pleasant Street Pod with Taylor Nissi. This show is for entrepreneurs and high-income earners who want to turn the complexity of success into clarity by aligning vision and values with wealth strategy and life design....
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Year-End Retirement Checklist: RMDs, Tax Moves, Portfolio Rebalancing & Estate Updates
The end of the year is more than just a time for holiday cheer; it's a crucial window for retirees to review their financial health and set the stage for a strong year ahead. Proactive year-end planning can help you minimize taxes,...
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Retiree Health Care: Navigating Medicare, Long-Term Care & Out-of-Pocket Costs
For many, a successful retirement is about financial freedom—the ability to travel, pursue hobbies, and live comfortably. However, one of the biggest threats to that freedom is the rising cost of health care. Even with Medicare, health...
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A quick glance at the latest tax law overhaul
Just before the July 4th holiday, Congress passed a domestic policy bill that extended the 2017 tax cuts that were set to expire this year while making some of the 2017 rules permanent. The bill also created several new tax laws for...
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Is It Smarter to Buy or Rent a Second Home?
As summer approaches, your thoughts may drift toward escaping your daily routine. Whether your idea of a perfect vacation is sitting on a pristine beach, fishing in a mountain lake, or playing the back nine between pickleball matches,...
Read MoreA Different Kind of Year-End Review: 10 Steps to Reflect and Recharge
Financial professionals typically have a year-round focus on monetary goals and wealth management strategies. However, we also believe that true financial well-being is intrinsically linked to your overall life satisfaction and...
Read MoreYear-End Giving Strategies: Maximizing Your Impact
America is a generous country. People with diverse backgrounds can unite for a good cause, whether to benefit their local communities or the broader world. As we enter the holiday season, now is a great time to think about your giving...
Read MoreExploring the Financial Impact of Electric Vehicles
As financial professionals, we’ve noticed a trend among our clients: an increasing interest in electric vehicles (EVs). To help address some of your questions, we’ve compiled this high-level guide to provide insights into the...
Read MoreSafeguarding Your Identity: Essential Tips for Financial Security
Statistics show that nearly 33% of Americans have faced some identity theft attempts in their lives, and experts estimate there is a new case of identity theft every 22 seconds. As financial professionals, one of our primary goals is...
Read MoreThe Impact of Elections on the Markets and Tax Policy
The Impact of Elections on the Markets and Tax Policy With Labor Day behind us, we're in the final stretch of the 2024 presidential election race. As we follow the news and parse the most recent polls, some may ask, "How might what...
Read MoreDon’t Be A Victim Of The Retirement Crisis
Don’t Be A Victim Of The Retirement Crisis If you think the United States has a retirement crisis, you are not alone. A recent survey found that 79% of working-age Americans believe the same thing. That percentage is up from 67% in...
Read MoreArtificial Intelligence’s Influence on the Investing Landscape
In 1999, Bill Gates wrote, “How you gather, manage, and use information will determine whether you win or lose.” Companies looking to be successful in the future should heed these words when making decisions about implementing...
Read MorePreparing to Send a Child Off to College? Don't Forget These Important Topics
Sending a child off to college is a major milestone for any family, whether you’re a parent, grandparent, or close friend. It’s an exciting time, filled with anticipation and perhaps a bit of trepidation. There’s so much to do, and...
Read MoreDo You Know About the New Filing Requirements for Small Business Owners?
If you are a small business owner—or plan to be one—you should be aware of a new reporting requirement. The Corporate Transparency Act (CTA), passed in 2021, changed beneficial ownership rules, which is expected to impact 32 million...
Read MoreTen Common Estate Strategy Mistakes You Should Avoid
Legacy preparation can play a key role in any financial strategy. Legacy management lets you consider what happens to everything you’ve accumulated—and may continue to accumulate—throughout your lifetime. But far too often, we’ve seen...
Read MoreFinancial Wedding Tips for a Memorable “I Do”
As we enter the traditional wedding month of June, we wanted to explore the range of expenses that can be related to this special event. The average US wedding costs $35,0001 According to The Knot Real Weddings Study of nearly 10,000...
Read MoreThe Evolving Relationship Between Stocks and Bonds
Sir John Templeton once said, “The four most expensive words in investing are: ‘This time it’s different.'” And normally, we would agree. But the phrase “This time it’s different” may apply to what's happened in financial markets in...
Read MoreHow Much Do You Need To Retire?
A few years ago, there were ads from financial services companies asking, “What’s your number?” The number was the money you needed to retire comfortably. This was an effective way for financial services companies to get people...
Read MoreIdentity Protection Strategies – Are You Doing Enough To Keep Your Information Safe?
There isn’t a week that goes by when you don’t read about some data breach. Safeguarding your personal information starts with understanding cybersecurity risks, knowing what to look for, and doing everything you can to help protect...
Read MoreCreate a Strategy to Protect Your Wealth with Potential Estate Tax Changes Looming
At the end of 2025, portions of the Tax Cuts and Jobs Act (TCJA) are set to expire. Many changes will come with the sunsetting of many rules, including the possibility that federal estate and gift tax exemption levels will revert to...
Read MoreGive Your Children the Gift of Financial Literacy
Give your children the gift of financial literacy. They’ll thank you later! As a parent, you are well aware of your responsibility in helping your children grow up happy and healthy. Once they enter their teen years, the pressure can...
Read MoreInvesting in a Presidential Election Year
As the presidential election race heats up, a common question on investors’ minds is, “How might the looming White House vote impact the markets?” Some may wonder if they should tweak their portfolios or sit tight...
Read MoreSECURE Act 2.0 Includes New Provision On Special Needs Trusts
Experts estimate there are more than 44 million people with disabilities in the U.S., representing 13.4% of the population.1 Many parents of children with disabilities choose to establish a special needs trust. This can help provide...
Read MoreThe Psychology of Love and Money
Money can be a touchy subject, especially regarding our closest relationships. Whether we like it or not, finance plays an integral role in our partnerships, families, and friendships. So, how can we foster healthy attitudes and...
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Cloudy Rate Outlook Invites Volatility
I can't remember the last time there was such a wide divergence in the outlook for short-term interest rates. But, some confusion is to be expected when the Federal Reserve primes the markets for lower rates but provides few details....
Read MoreRules and Regulation Changes That Could Impact Your Finances in 2024
In the ever-evolving financial landscape, staying informed about the latest changes and potential implications for your retirement savings is crucial. Shifts in retirement regulations define 2024, and we’re committed to keeping...
Read MoreThe Big Game Indicator and Other Unusual Economic Theories
It’s a fun time of year for football fans. The NFL playoffs are starting, and the Big Game is just around the corner. While football fans will tune in for the matchups, commercials, and Usher’s Big Game halftime show, you...
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10 Places Your Next Dollar Should Go
As we enter bonus season, it is always good to have a plan where to put that next dollar and avoid overspending. Here is our definitive guide to where you should put your next dollar.
Read MoreMajor Tax Changes Looming: Are You Ready?
With the start of the new year, we wanted to discuss a topic that will likely garner attention throughout 2024: the potential sunsetting of the Tax Cuts and Jobs Act (TCJA) in 2025. Although some of the provisions within the TCJA are...
Read MoreWhat to Know When Your Child Turns 18
Your Child is Turning 18: Handling Healthcare, Academics, and Finances Together As your child blows out the candles on their 18th birthday, you may still see your baby girl or boy. But in the eyes of the law your child is considered a...
Read MoreThree Pillars of The Rally 11.20.23
For several months, we have pushed back against calls for a significant, structural decline in stocks based on the idea that there are “Three Pillars” supporting the 2023 rally in stocks and that as long as those pillars...
Read MoreHard Landing vs. Soft Landing Scoreboard 11.20.23
The “hard landing vs. soft landing” question remains the most important one for markets over the medium- and longer-term for this simple reason: If there’s a soft landing, then the S&P 500 is moving towards the...
Read MoreFinancial Missteps to Avoid During a Divorce
Divorce is one of the most stressful life events. Even the most amicable splits can be complicated and emotionally draining. We likely all know couples who have gone through divorce, and it can be a trying time for everyone involved....
Read MoreTechnology Guide for Dementia Patients and Their Caregivers
If you or a loved one has been diagnosed with Alzheimer's disease or any other form of dementia, this can be an extremely challenging time. While promising new treatments are developing and research continues, a cure remains elusive....
Read MorePreparing for the Tax Cuts and Jobs Act Sunset at the End of 2025
While we haven’t yet said goodbye to 2023, it’s not too early to begin thinking about any tax changes that may be on the horizon. The Tax Cuts and Jobs Act (TCJA) of 2017 was designed to overhaul the federal tax code by...
Read More10 Ideas for a Virtual Holiday Party
Many of us have adapted to a world with remote team members and back-to-back Zoom calls with customers spread across the country, which certainly has its benefits. Nevertheless, one drawback is the difficulty of getting together in...
Read MoreThe Impact of SECURE 2.0 in 2024 and Beyond
SECURE 2.0: Changes Going Into Effect in 2024 Passed in 2019, the SECURE Act was the most substantial retirement legislation in over a decade. It contained important changes designed to help investors save more and be better prepared...
Read MoreA Year-End Financial Checklist
Time to Think About Year-End Financial Strategies As we roll into fall and the fourth quarter, now is a good time to pause and reflect on proactive ways to set up your finances for 2024. Economically speaking, we are now in a much...
Read MoreTax-Efficient Investing with Direct Indexing
Investing in the stock market is one of the most popular ways to grow wealth and achieve financial goals. Traditionally, investors have relied on mutual funds, exchange-traded funds (ETFs), or individual stock picking to build their...
Read MoreHawkish Central Bank Surprises Reinforce Recession Fears
The globe watched as Wagner troops left Ukraine this past weekend to confront Russian Military leadership. Much of the world assumed a coup was underway. However, an agreement was made as the troops approached Moskow, and Putin...
Read MoreHealth Savings Account – A “triple tax-free” solution for retirement’s biggest expense.
For most people, medical expenses will be the biggest expense in retirement. According to the Fidelity Retiree Health Care Cost Estimate, a single person age 65 in 2023 may need approximately $157,500 saved (after tax) to cover health...
Read MoreNavigating the AI Revolution: Lessons from History and Considerations for Investors
The impact of Artificial Intelligence (AI) optimism on capital markets has been the significant investment story of 2023 thus far. While each year, one concept or theme seems to grab investors’ attention (and headlines). Cannabis...
Read MoreEnhancing Financial Confidence: Pleasant Street Wealth Advisors Partners with Townsquare Capital
We have some exciting news! At Pleasant Street Wealth Advisors, we are on a mission to help more people have confidence, peace of mind, and clarity in their life. Our goal is to help people spend less time worrying about finances and...
Read MoreInvesting Basics
Investing can be daunting, especially for folks who are just beginning their investing careers. However, with the proper knowledge and approach, investing can be a great way to grow wealth and achieve financial freedom. This blog will...
Read MoreIs a Roth Conversion Right For You?
What is a Roth Conversion?Roth conversions are a strategy that allows savers to decrease their tax burden in retirement. A Roth conversion is when an investor converts a traditional retirement account into a Roth retirement account....
Read MoreTalk to Your Family About Estate Planning
Communication is Key in Estate PlanningNot communicating your estate plan is like not having an estate plan at all.It’s key to communicate to your family the details of your estate plan and the roles they’re going to take...
Read MoreHow Working With A Financial Advisor Can Help You Prepare For Tax Season
Ben Franklin famously said the only two certainties in life are death and taxes. You can’t get out of either of them, but you can certainly make paying taxes less painful.The key is making tax planning a year-long conversation,...
Read MoreStock Options or RSUs: Which one is better?
I had a recent call with a client who received a performance award and had the choice of taking Stock Options or RSUs. Throughout the “great upgrade,” several of our clients have transitioned to companies that offered stock...
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