How To Build Predictable Income and Reduce Taxes With Noah Rosenfarb of Wealthrive

Noah Rosenfarb is a third-generation CPA and the Founder of Wealthrive, which empowers high-achieving entrepreneurs to leverage tax strategies and generational wealth. He has sold eight companies and completed over 50 real estate investments valued at almost $1 billion. Noah is also an author, podcast host, and thought leader in exit planning.

Here’s a glimpse of what you’ll learn:

• [04:08] Noah Rosenfarb discusses the origin of the Lotto Method and how it led to founding Wealthrive
• [05:25] Using the lottery ticket exercise to clarify life goals and values
• [07:33] Navigating family dynamics while pursuing freedom and flexibility
• [15:00] Upcoming travel itinerary across Europe, Asia, and Oceania
• [16:44] Why entrepreneurs must own their tax strategy
• [20:04] 23 often-overlooked tax strategies
• [24:38] Noah talks about the tier one and three tax strategy examples
• [27:15] Helping a client buy out a family business partner with no tax liability
• [30:11] How to exit a business without regret using the Exit Rich Beyond Money framework
• [36:26] Noah’s journey in real estate

In this episode…

For entrepreneurs approaching a business exit or seeking lifestyle freedom, the stakes are high and the path can be uncertain. Many struggle with designing a fulfilling post-exit life, navigating complex tax strategies, and making confident, values-aligned decisions. So, how can business owners exit on their terms, reduce financial friction, and build a life they don’t need a vacation from?

Noah Rosenfarb, a seasoned CPA, investor, and exit strategist, shares a powerful framework for turning these challenges into opportunities. Drawing from his Lotto Method, he encourages entrepreneurs to envision life as if they’d already won the lottery, then take deliberate steps to live that reality. Noah outlines how to structure tax-efficient investments, use retirement plans creatively, and prepare for a meaningful transition before selling a business. His insights stress clarity, courage, and purpose as critical tools for lasting success.

In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz interviews Noah Rosenfarb, Founder of Wealthrive, about living intentionally before and after selling a business. Noah explains how the Lotto Method shapes life decisions and financial planning. He also discusses innovative tax strategies, the value of real estate investing, and how to travel the world while homeschooling.

Resources mentioned in this episode:

• Noah Rosenfarb on LinkedIn
• Wealthrive
• Exit Rich Beyond Money: Cashing Out on Your Life’s Work and Living Your Ideal Life by Noah Rosenfarb and Peter Culver

Special Mention(s):

• John Corcoran on LinkedIn
• Adi Klevit on LinkedIn
• Dual Harvest
• Entrepreneurs’ Organization
• YPO

Related episode(s):

• “[Top Agency & Direct Response Series] Why Direct Mail Works and How To Do It Right With Rick Rappe” on the Inspired Insider Podcast
• “[Top Agency Series & SaaS Series] Unlocking Lead Generation Secrets With Eric Evans” on the Inspired Insider Podcast
• “Hiring Engineering Talent Across Borders With Roger Einstoss” on the Inspired Insider Podcast

Quotable Moments:

• “I didn’t need to win the lottery. I needed to be more thoughtful and courageous.”
• “My goal was always to find ways to support those entrepreneurs because I thought they’re heroes.”
• “Entrepreneurs are the ones that are creating jobs and innovating and creating value.”
• “I’ve always liked real estate as an asset class because my dad’s wealthiest clients were developers.”
• “You should be generating a higher return on your time outside your business, not lower.”

Action Steps: 

1. Use the Lotto Method to guide life decisions: Reflecting on who you’d spend time with and what you’d start or stop doing clarifies your ideal lifestyle.
2. Structure your tax strategy proactively: Preparing a tax plan before hiring a banker or closing a deal significantly reduces future tax burdens.
3. Measure your return on time: Evaluating both financial and time-based ROI ensures your efforts outside business match your true value.
4. Explore overlooked tax strategies with your accountant: Reviewing underutilized tools like retirement accounts or charitable deductions can uncover valuable tax-saving opportunities.
5. Design a meaningful post-exit plan: Establishing purpose, structure, and relationships before exiting prevents identity loss and directionless transitions.

Episode Transcript

Intro: 00:00

You are listening to Inspired Insider with your host, Dr. Jeremy Weisz.

Dr. Jeremy Weisz: 00:22

Doctor Jeremy Weisz here, founder of Inspired Insider where I talk with inspirational entrepreneurs and leaders. Today is no different. I have Noah Rosenfarb. You can check him out at wealththrive.com. And no, before I formally introduce you, I always like to point out other episodes of the podcast people should check out.

I since this is, you know, part of kind of like the series I had Rick Rappe on. I was in Seattle, we talked about direct mail. I love direct response marketing and direct mail. We geeked out on direct mail. Why it still works.

How to do it right. Another one, Eric Evans of EO Austin. He talked about transforming lead generation and customer engagement through AI. That was really interesting. And Roger Einstoss of EO Argentina.

And he helps people hire software engineers all over the world. So we talked about that and what he does with that. So and with the advent of AI and other things, he’s become popular among companies. So check those episodes out. You can check them out on inspiredinsider.com.

And we have a special podcast, Rising Entrepreneurs, that is really featured featuring different EO members. This episode is brought to you by Rise25. Rise 25, we help businesses give to and connect to their dream relationships and partnerships. We do that in two ways.

One, we’re an easy button for a company to launch and run a podcast. We do the strategy, accountability, and the full execution and production. Number two, we’re also an easy button for a company’s gifting. So we make gifting and staying top of mind for your clients, partners, and prospects easy, simple and also affordable. So some people even send to their staff from a culture perspective.

So all you do is give us a list of people. We do everything else. We call ourselves kind of the magic elves that run in the background to make it stress-free for companies so they can build better relationships and most importantly, run their business. Right? So for me, the number one thing in my life is relationships.

I’m always looking at ways on how I can give to my best relationships, and personally, I found no better way over the past decade to profile the people I admire and share with the world what they’re working on the podcast, and also sending them sweet treats in the mail. So go to rise25.com if you have questions or [email protected] and email us. I’m excited to introduce today’s guest, Noah Rosenfarb. He’s the founder of Wealthrive, where he helps entrepreneurs generate predictable income, reduce taxes, build their legacy, and create their ideal life. He’s done many talks on this.

I’ve, you know, watched many videos, Noah, on this, and really walking through that ideal life is it kind of starts with that. We’ll dig into kind of the lotto ticket method. I don’t know, that should be a book that you the next the sixth book you come out with is the Lotto ticket method. Because I love your philosophy, you and your wife’s philosophy around that. But he’s a seasoned investor and exit strategist.

He sold eight companies for a combined total exceeding $750 million, taken one public, complete over 50 real estate investments valued at nearly $1 billion. As I mentioned, he authored five books and the latest one, if you haven’t checked it out, Exit Rich Beyond Money. So no thanks for joining me.

Noah Rosenfarb: 03:32

With pleasure. Glad to be here.

Dr. Jeremy Weisz: 03:33

And we’ll start. I want to make a big thank you to two people, John Corcoran, my business partner, who’s like, you have to have Noah on the podcast. Also, Kevin Thompson, who’s also I think I was hit at all angles. So like you have to have Noah. Adi Klevit also mentioned Noah as well. So there’s like three people in my universe that I trust and like Noah’s, Noah’s the man.

So Noah. Let’s start off with the topic of your next book, which is the Lotto method. Now that we came up with on the and just talk about that concept and, and what you do around that.

Noah Rosenfarb: 04:08

Sure. And I’ll tell a little bit of an origin story around it, because this actually is what led to the founding of Wealthrive? So in 2017, I participated at Io nerve in a short talk speaking competition, which I won, and my presentation was on how I won the lottery and what my short talk essentially revolved around the stories that my wife and I have utilized this tool and strategy where we go and buy a lottery ticket and we answer four different questions. If, assuming we won, who would we spend more time with?

Who would we spend less time with? And what are the things we’d start doing, and what are the things we’d stop doing? And throughout my life, when I bought these tickets and thought about winning. I’ve noticed that there were different things that I’d like to accomplish, and yet when I reflected on what was really holding me back, I realized I didn’t need to win the lottery. I needed to be more thoughtful.

I needed to be more courageous. And I needed to be truer to myself and to what I really wanted out of my own life. And it’s led me to make uncomfortable decisions, impactful decisions, and really put me in a position where I feel really proud of the life that I’ve created.

Dr. Jeremy Weisz: 05:25

Talk about maybe some of those uncomfortable, you know, decisions you mentioned. That was kind of the impetus of Wealthrive.

Noah Rosenfarb: 05:33

Yeah. And so I tie one to the other, maybe they’re somewhat non-sequiturs. I’ll tell you first about how it led to Wealthrive, which is I started speaking after I had sold an opera, my last operating business. So I had a family office for divorced women. That was an evolution of being growing up in the forensic accounting business with my dad and helping him scale and sell his CPA firm.

But I testified in divorce court that that led me to founding this family office for divorced women, which I sold in 2014 and essentially was, you know, I don’t know a better word than retired, but I was a full time investor in businesses, in real estate, and I didn’t have a job to show up to. And so one of the things that I thought would bring me meaning and purpose in my life would be sharing my experience. And so I did that talk. I won that speaking competition that led to more talks. Eventually I started talking about taxes because lo and behold, nobody in EO was talking about taxes in a way that was intriguing and creating value.

And after I started giving those talks, people were asking me for help and I didn’t want a job. And so I wasn’t sure how to help them. But eventually I heeded their call and I built a team of accountants, lawyers and financial planners that can implement the Rich Beyond Money framework that I’ve created on behalf of these entrepreneurs. And so it was really one thing leading to another that kind of evolved into what is now Wealthrive.

Dr. Jeremy Weisz: 07:07

Yeah. And I get that. It’s like, listen, I have passive investments. Do I really want to create another company and, and build a team around it and stress and everything that comes with that. So I’ve definitely avoided things like that in the past.

And it just takes enough people to just demand and ask, how often do you and your wife tend to do this exercise and buy the lotto ticket?

Noah Rosenfarb: 07:33

You know, more recently it hasn’t come up that much because I feel like we’re so in the zone where we want to be. And part of that, I think the constraints that we have now, and really the constraints that we felt for the last number of years have been around our school aged children. So the things that we would want to do, there. Not money-related. There really more the freedom and flexibility.

And so thankfully my son is graduating from high school. He’s off to Florida State University and my daughter will be a freshman in high school, has agreed to travel around the world with my wife and me and be homeschooled and that, you know, is more aligned, I would say, with one of those things that my wife and I would really like to enjoy, our son was adamant that that would not be fun for him. And as you know, I would say kind, loving and generous parents. We’ve often put our kids’ needs and desires ahead of our own. And so thankfully, with our daughter’s adventurous spirit, we’ll be able to move one step closer towards life.

My wife and I eventually want to live as empty nesters. We have a plan to be intentionally homeless, and our goal is to live around the world and, you know, kind of blend, blend work and pleasure and in different time and space.

Dr. Jeremy Weisz: 08:42

I want to talk, and I want to go back to the homeschooling thing and traveling around the world, because that’s really interesting. I think if I pitch that to my two daughters, they would reject it. But that’s you know, it just depends on the personality. But I do want to hear how you’re going to plan that out because it’s interesting. It’s just a different mindset around education, which I love.

But talk about some of the decisions you made differently, because I know one of them was moving to somewhere warm like Florida. Talk about like throughout the years, what are some of the decisions you made with this lotto ticket exercise?

Noah Rosenfarb: 09:18

So I would say it’s really helped in a variety of phases in our life. So that first one that you referenced, we had a nine-month-old son. We were walking on the boardwalk in Hollywood, Florida, where my grandfather lived, and my in-laws had a place on the beach, and my wife and I were spending three weeks over the holidays with our newborn. And, you know, I had already left my job and I was independent, working on my family office, but working remotely back then. And we bought a lottery ticket, and one of the things we were saying is like, well, we probably think we live here.

You know, we want to escape the winter and live in the sunshine, and we could spend our summers anywhere, you know. And what’s the trade-off? And lo and behold, again, that really wasn’t a it was a money decision in many ways because I gave up a lot of earning potential that I had in the market that I grew up in, where my relationships were deep, where my father was known in the community and left that all for South Florida, where we knew nobody. And so there was a financial element. But the reality was that the life that my wife and I wanted to enjoy would not be impacted by that move.

And so, again, it was more of the courage to make the uncomfortable decision to leave my family, leave my wife’s family back in the home state where we were born and raised and went to college and had our jobs and had our friends and had our social network, but certainly not a decision that I regret in any shape or form.

Dr. Jeremy Weisz: 10:45

Listen, I’m with you when Covid hit, we worked remotely from Arizona, from Chicago, and I was like, wait, why do we live in Chicago? This makes no sense. So I it’s definitely in the plan to get out of the winter and not suffer every, every winter. So yeah, I mean there’s been a lot of decisions. I love that maybe we have a subtitle of your book, The Lotto Method How I Won the Lottery and How You can too, or something like that, because anyone could do this exercise.

And I remember, you know, I was at a someone who’s, you know, really, I guess, well-to-do family. I was having breakfast there and I was asking, oh, what do you normally have for breakfast? And they were saying, I don’t know why. It seemed extravagant to me, but like, would have a like two avocados for breakfast. At the time.

I was like, that seems like a lot. I’m like, oh, well, if I was wealthy like them someday I’m like, wait, I don’t need to. I could have an avocado or two a day if I wanted to, but it’s that same mentality. So thanks for sharing that. The homeschool piece.

Talk about the thought process behind, you know, traveling around the world. How are you going to manage it with the education side from kids? You know, I’m, you know, a lot of people who have young kids and, you know, they that seems like an interesting concept, but it seems far-fetched, like, how would I even do this? How would I handle it? So I’d love to see how you’re approaching it.

Noah Rosenfarb: 12:16

I think Covid.

Noah Rosenfarb: 12:17

Gave us a bit of an insight into what remote schooling would look like. And here in Florida we have what’s called Florida Virtual Learning School FlVs. And that program has been around, and I don’t know if it’s one of the leading programs in the country, but it certainly is well developed here in Florida. So students that want to learn remotely have been able to do that pre-pandemic. And our goal for our daughter is to utilize and leverage that existing infrastructure so we can travel.

But there’s basically a fully developed online school for her to attend. And my wife’s an educator. She, you know, when we graduated college, kind of going back to living our true purpose, her parents made her major in business, and she worked for a Big Four accounting firm. But she really wanted to be a school teacher. And so, you know, when we got married, she went and became a school teacher, got her master’s degree, but retired.

And when we had our first child. And so I think her being an educator gives us a little bit of comfort. Our daughter being a good independent student and someone that did well during that Covid era. And then also, I think for us, my view of education is more related to experience, and I think the experiences that she’ll have visiting different locations and geographies and people and, you know, interesting places to see and conversations to have that, that education can be much more valuable in the long run than any formal education. And along with her personality, she’s a very outgoing person and she’s not as necessarily book-studious as my son is.

You know, who could sit at a desk for hours at a time and study. And so, I think to enhance her skills and capabilities, I think this trip will do a lot more than sitting in her local high school for the first year. And the downside, of course, is she’ll give up access to her friends every day. And, you know, that’s her biggest concern is that trade-off. She’s incredibly social and has a great friend group.

But, you know, we’ve kind of encouraged her in large part through the conversations we’ve had with adults because the adults all say the same thing, you know, will you take me with you? You know, that’s such a great idea. Oh, your daughter is so lucky. And so when we share that feedback with her, we say, listen. Their perspective is they understand what it’s like to give up hanging out with their friends on the weekends, their freshman year of high school.

And in large part, those things blend in with your, you know, childhood. They don’t really stand out, whereas all these experiences are going to really stand out and stay with you for your life.

Dr. Jeremy Weisz: 14:55

What are some must destinations on this around-the-world journey for you?

Noah Rosenfarb: 15:00

So we’ve actually got the first half planned. We’re going to spend 80 days in Europe in the fall, so we’ll be in the UK, France, Italy, Germany and Switzerland. And then in the spring we’re going to spend 100 days in Asia, part of which is stopping at my office in Cebu in the Philippines to meet my team, some of whom I’ve been working with for 12 years, 13 years, and never met in person. So that’ll be a nice homecoming in a way. As well as hitting my wife and my daughter have never been to Asia.

I haven’t been since 1996, so it’ll be a great way for us to explore. I’ll hit my sixth continent in Australia and New Zealand. I’ve never been down that far, so we’ll be 30, 40 days down there and head over to. We’re still working on the other stops in between, but we’ve got Dubai, Singapore, Cebu, as I mentioned, Australia, New Zealand and probably Tokyo and Honolulu.

Dr. Jeremy Weisz: 15:59

Your next EO talk will be that traveling around the world and with a child and that I’m sure people will be interested in that talk next. I know one of the most popular things about your talks is taxes. Shockingly okay, but it’s the creativity around taxes, so I’d love to hear some fun stories around the creativity, around taxes. I know there’s one story about, you know, wrapping a 401K. I mean, I’m not going to steal your thunder with it, but maybe, maybe start with that one.

Noah Rosenfarb: 16:36

Yeah. Yeah.

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