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The Most Founder-Friendly Employee Retirement Plan with Matt Ruttenberg (stage 5) - Ep. 360
Episode 3606th January 2026 • The Start, Scale & Succeed Podcast • Scott Ritzheimer
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In this strategic episode, Matt Ruttenberg, Co-Owner of Life, Inc. Retirement Services, shares how to customize retirement plans to slash taxes and favor founders. If you struggle with one-size-fits-all 401ks that hurt your bottom line, you won't want to miss it.

You will discover:

- How to stack cash balance plans with 401ks for massive deductions

- Why founder-centric designs beat employee-focused defaults

- What deadlines let you backdate 2025 contributions until 2026

This episode is ideal for for Founders, Owners, and CEOs in stage 5 of The Founder's Evolution. Not sure which stage you're in? Find out for free in less than 10 minutes at https://www.scalearchitects.com/founders/quiz

Matt is a 401(k) expert who partners with driven entrepreneurs and business leaders to design custom retirement plan stacks that reduce taxes and boost financial freedom. With 20+ years in the industry, he’s on a mission to replace one-size-fits-all plans with strategic tools that actually work for the people building the business.

Want to learn more about Matt Ruttenberg's work at Life, Inc. Retirement Services? Check out his website at https://lifeincrs.com/

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Transcripts

Scott Ritzheimer:

Scott, hello, hello and welcome. Welcome once

Scott Ritzheimer:

again to the start, scale and succeed podcast. It's the only

Scott Ritzheimer:

podcast that grows with you through all seven stages of your

Scott Ritzheimer:

journey. As a founder, I'm your host, Scott Ritzheimer, and

Scott Ritzheimer:

today I want to talk to founders who've built a real company.

Scott Ritzheimer:

They've got a real team. You've got your executives around you,

Scott Ritzheimer:

and somewhere along the way, you picked up a retirement plan that

Scott Ritzheimer:

feels like it's working harder for everyone except you. I know.

Scott Ritzheimer:

You know the feeling you're, if you're listening right now, you

Scott Ritzheimer:

know the feeling you're the one taking all the risk. You're the

Scott Ritzheimer:

one who's built the thing, yet, the 401, K, or whatever it is

Scott Ritzheimer:

that you're using, you don't even know some combination of

Scott Ritzheimer:

letters and numbers seems like it's benefiting everyone else,

Scott Ritzheimer:

or just feels really expensive, or even worse, it feels like

Scott Ritzheimer:

it's actually penalizing you because of your success. And so

Scott Ritzheimer:

what we want to do is take a look at retirement plans through

Scott Ritzheimer:

the lens of what are the most founder friendly retirement

Scott Ritzheimer:

plans. And to be honest, I have no idea, which is why we're in

Scott Ritzheimer:

luck that Matt Ruttenberg is here because Matt's a 401 K

Scott Ritzheimer:

expert who partners with driven entrepreneurs and business

Scott Ritzheimer:

leaders to design custom retirement plan stacks that

Scott Ritzheimer:

reduce taxes and boost financial freedom. With over 20 years in

Scott Ritzheimer:

the industry, he's on a mission to replace one size fits all

Scott Ritzheimer:

plans with strategic tools that actually work for the people

Scott Ritzheimer:

building the business. Matt so excited to have you here.

Scott Ritzheimer:

Welcome to the show. I'm wondering if we could just jump

Scott Ritzheimer:

in with maybe a couple of the basics. What are the big, kind

Scott Ritzheimer:

of main options for retirement plans for a founder and their

Scott Ritzheimer:

organization?

Matt Ruttenberg:

Yeah, and thanks for having me on. Scott.

Matt Ruttenberg:

I really appreciate it. You know, that's a it's 401, k,

Matt Ruttenberg:

right? That's kind of the topic of conversation today, but it's,

Matt Ruttenberg:

there's, there's so much more to it. There's foreign K is about

Matt Ruttenberg:

as basic of a term as you can get. It's a tax code, right? And

Matt Ruttenberg:

but there's a lot of ways to mold and create that plan based

Matt Ruttenberg:

on your business instead of everybody else's. And that's

Matt Ruttenberg:

kind of what we're going to talk about today. But we got, you

Matt Ruttenberg:

know, 401, you know, 401, K, profit sharing, defined benefit

Matt Ruttenberg:

plan, executive benefits for those who want to just target

Matt Ruttenberg:

individuals and only focus on certain leadership or mission

Matt Ruttenberg:

critical employees that you have in the in the company. So yeah,

Matt Ruttenberg:

we're going to kind of cover the gamut today. Of all, fantastic.

Scott Ritzheimer:

Okay, great. So there's a couple of reasons

Scott Ritzheimer:

why I think this is important. One is that most of the founders

Scott Ritzheimer:

I know are notorious for investing very heavily in

Scott Ritzheimer:

themselves, but at the risk of and sometimes at the cost of

Scott Ritzheimer:

what happens after the organization's done. And so I

Scott Ritzheimer:

think it's really important that founders pay attention to this

Scott Ritzheimer:

more than most of them do. Secondarily, it's pretty hard to

Scott Ritzheimer:

compete in the labor market without a competitive 401, K

Scott Ritzheimer:

plan or some type of retirement so it's a big deal for a couple

Scott Ritzheimer:

of different reasons. Again, I want to look at this through the

Scott Ritzheimer:

lens of what makes sense for founders. And you use a very

Scott Ritzheimer:

interesting word in your title, but you talk about a stack, a

Scott Ritzheimer:

retirement plan stack, if I remember correctly, what does

Scott Ritzheimer:

that mean?

Matt Ruttenberg:

Yeah, so a retirement plan stack is, is

Matt Ruttenberg:

where you're layering different plans on top of itself to to

Matt Ruttenberg:

build out this custom approach for everybody. So we call it a

Matt Ruttenberg:

retirement plan stack. It's basically, you know, for those

Matt Ruttenberg:

listening, it's an upside down three tiered wedding cake or

Matt Ruttenberg:

pyramid. So the bottom layer is now the lowest or smallest

Matt Ruttenberg:

middle layer, and then the biggest is on top now and and

Matt Ruttenberg:

we're building these layers as profitability scales. And you

Matt Ruttenberg:

know, you mentioned a minute ago where, you know, you we get a

Matt Ruttenberg:

lot of founders and employers and business owners who have

Matt Ruttenberg:

been looking down for years and focusing on their business and

Matt Ruttenberg:

really investing time, sweat, blood, tears, money, everything

Matt Ruttenberg:

into their business, and they look up and they're like, oh, I

Matt Ruttenberg:

have a profit. I have employees, and now I have to implement

Matt Ruttenberg:

something. And I'll be honest with you, I bet half of our

Matt Ruttenberg:

clients that come in the door do that. Are there. They're waiting

Matt Ruttenberg:

until maybe their 40s, on average. I'd say, you know, a

Matt Ruttenberg:

lot of people say, start early, start early, but they have been

Matt Ruttenberg:

starting early. They've just been putting all their

Matt Ruttenberg:

investment time and everything into that business, and now this

Matt Ruttenberg:

is allows them to scale out, diversify, if you will, and take

Matt Ruttenberg:

that approach using that stack as you increase your

Matt Ruttenberg:

profitability or increase your your need to catch up for

Matt Ruttenberg:

retirement.

Scott Ritzheimer:

Fantastic. So walk us through this stack.

Scott Ritzheimer:

What's the most founder friendly way that a founder can set up

Scott Ritzheimer:

their retirement stack?

Matt Ruttenberg:

Yeah, and most, most of the time we are brought

Matt Ruttenberg:

into the situation when we're looking at this like we want to

Matt Ruttenberg:

take care of the founders, like you just said. You can look at

Matt Ruttenberg:

this two different ways. You can look at a 401 K, or, let's just

Matt Ruttenberg:

say, let's just use the word 401 k as an overall term for

Matt Ruttenberg:

retirement plan. But people look at 401 K's is either an employee

Matt Ruttenberg:

benefit. Or a tax strategy. We tend to lean towards the latter.

Matt Ruttenberg:

We look at it as a tax strategy. And the goal for us is, when

Matt Ruttenberg:

we're designing the stack, is to to try to get most of those

Matt Ruttenberg:

dollars to the founders, or to the to the business owners, the

Matt Ruttenberg:

leaders of the company, and then, because it's a it's a

Matt Ruttenberg:

qualified retirement plan from the IRS. We were going to take

Matt Ruttenberg:

care of those employees, but at a minimal level, okay? And

Matt Ruttenberg:

bottom layer 401, k, right? Second layer profit sharing. And

Matt Ruttenberg:

top of that, we go into defined benefit plans where we're

Matt Ruttenberg:

getting into six digits of contributions. And then we can

Matt Ruttenberg:

even add a fourth layer, or replace the top layer with an

Matt Ruttenberg:

executive benefit where we're really targeting those mission

Matt Ruttenberg:

critical we need to hold on to those folks. We cannot let those

Matt Ruttenberg:

folks go. We need them to be a part of our organization. So we

Matt Ruttenberg:

want to take special care of them. Now, every layer is

Matt Ruttenberg:

designed a very specific way to maximize a layer above that,

Matt Ruttenberg:

there's there's there's there's thresholds, there's gateways on

Matt Ruttenberg:

every layer to make sure that we can maximize the layer above it

Matt Ruttenberg:

and make sure we're minimizing what we are ultimately giving to

Matt Ruttenberg:

employees. So for example, if we choose the wrong match program

Matt Ruttenberg:

or contribution level at the bottoms, 401, K level, you're

Matt Ruttenberg:

going to be giving too much in profit sharing. You're stacking

Matt Ruttenberg:

on top of profit sharing where we instead, we want to put those

Matt Ruttenberg:

dollars towards profit sharing, right? We want to do something

Matt Ruttenberg:

on the layer above that, so, so and so forth. But it gets, it

Matt Ruttenberg:

gets very connected, and it's all very connected to make sure

Matt Ruttenberg:

that we are taking care of the owners.

Scott Ritzheimer:

Right. It sounds really complicated, and

Scott Ritzheimer:

for some folks, especially when it comes to money, type stuff

Scott Ritzheimer:

and personal monies type stuff and their employees, money type

Scott Ritzheimer:

stuff, it can be paralyzing. How do you help folks to simplify

Scott Ritzheimer:

how they understand these different layers and what

Scott Ritzheimer:

purpose they serve?

Matt Ruttenberg:

Yeah, great, great question. And there's a

Matt Ruttenberg:

lot of there's a lot of content out there, there's a lot of

Matt Ruttenberg:

articles and resources, but nothing really scratches the

Matt Ruttenberg:

surface or goes past the surface. So it's all about I

Matt Ruttenberg:

look at this two ways. And you know, business owners care about

Matt Ruttenberg:

or they prioritize two things in their financial world, it's

Matt Ruttenberg:

taxes or growing their business. They put their own personal

Matt Ruttenberg:

retirement in the back burner because they're trying to take

Matt Ruttenberg:

care of this business. So my first question we ask everybody

Matt Ruttenberg:

is, what's the priority? What is your absolute number one goal of

Matt Ruttenberg:

implementing this? Is it you? Is it taxes? You know, it's, is it

Matt Ruttenberg:

for you as a founder, you're getting hit with taxes, and you

Matt Ruttenberg:

need to, you need to get that down quite a bit. Or is it

Matt Ruttenberg:

because you, maybe you live in a state with a mandated 401, K

Matt Ruttenberg:

plan, you have to have a retirement plan in place. Your

Matt Ruttenberg:

employees are bugging me and saying, I want to do that. What

Matt Ruttenberg:

is the priority? Is it you or is it the employees? Or is it or is

Matt Ruttenberg:

it both? And then the second question we ask is, How much is

Matt Ruttenberg:

it do you want to earmark towards your retirement, or this

Matt Ruttenberg:

plan in general. And when we ask those two questions, we go down

Matt Ruttenberg:

the path of design. And design is always first, how do we

Matt Ruttenberg:

design this plan for you? And then the second question is, we

Matt Ruttenberg:

start talking about the investments inside of it,

Matt Ruttenberg:

because there's a lot of things that you can do on the second

Matt Ruttenberg:

hit. So we do one step at a time, understanding what it is

Matt Ruttenberg:

why we're designing this plan for you. And then we go down

Matt Ruttenberg:

that path and say, what do we need to do to take care of these

Matt Ruttenberg:

employees? Right? You walk you. It's a vast world. 401, K,

Matt Ruttenberg:

simple. Ira Sep, Ira, do I do the state mandate? There's too

Matt Ruttenberg:

many options. So the goal is to really narrow it down and go

Matt Ruttenberg:

down one path.

Scott Ritzheimer:

Yeah. So as we're doing that, one of the

Scott Ritzheimer:

things that I've experienced as I've worked with this in the

Scott Ritzheimer:

past is it can be a little bit of a headache to set up. It can

Scott Ritzheimer:

be a little overwhelming, but it can be pretty easy to automate

Scott Ritzheimer:

after you have after you've done so how do you help folks to ease

Scott Ritzheimer:

the ongoing reporting burden and make it as seamless as possible?

Matt Ruttenberg:

Yeah, and I want to kind of take a step back

Matt Ruttenberg:

to explain something why we're going into this. There's two

Matt Ruttenberg:

kinds of plans out there. There's prototype and non

Matt Ruttenberg:

prototype. Prototype is the mass majority of those plans out

Matt Ruttenberg:

there that you can plug into, like, maybe your payroll

Matt Ruttenberg:

provider has a 401, K option. Or they're the the turnkey plans

Matt Ruttenberg:

that you might see that are kind of more on the plug and play

Matt Ruttenberg:

method. Those are boilerplate, right? They produce one adoption

Matt Ruttenberg:

agreement or plan document is they create one document for

Matt Ruttenberg:

your for all their clients, and then you plug your name in, not

Matt Ruttenberg:

as much customization there. Or you go to the non prototype,

Matt Ruttenberg:

which is like, instead of going, let's say, to LegalZoom to

Matt Ruttenberg:

download your legal documents, you're hiring the attorney to

Matt Ruttenberg:

customize that document for your exact situation. And that's

Matt Ruttenberg:

where we come in. Now the Easy, easy button, if you will, is to

Matt Ruttenberg:

go plug into whoever is cross selling you this. 401, K plan,

Matt Ruttenberg:

or this retirement plan. So that could be a number of softwares

Matt Ruttenberg:

that are already using, like your maybe bookkeeping software,

Matt Ruttenberg:

your your your payroll software, things like that. Because

Matt Ruttenberg:

they're easier, they feel easy to plug in. You're like, do they

Matt Ruttenberg:

have all my info? Let's just go. They tend to be a little bit

Matt Ruttenberg:

more expensive a lot of times. But then it's easier to set up,

Matt Ruttenberg:

but then it takes a little bit more effort on your end of the

Matt Ruttenberg:

back end, and it tends to be a little bit more cumbersome. But

Matt Ruttenberg:

the number one thing here is payroll integration. Payroll

Matt Ruttenberg:

integration is extremely important when you are trying,

Matt Ruttenberg:

when you're wearing multiple hats as a business owner. This

Matt Ruttenberg:

is, this is one of the biggest complaints we hear when they

Matt Ruttenberg:

when we get connected with a client who already has a plan in

Matt Ruttenberg:

place. So what I mean by that is, there's ways to connect your

Matt Ruttenberg:

payroll with your 401, K. And what I mean by that there's two

Matt Ruttenberg:

different kinds of integrations. There's 360 degree and there's

Matt Ruttenberg:

180 degree. So 360 is pretty straightforward. If you update

Matt Ruttenberg:

one side one system, it updates the other system and vice versa.

Matt Ruttenberg:

If you for if you only have a 180 degree, you have to update

Matt Ruttenberg:

everything on one of the ends, and then it feeds over to the

Matt Ruttenberg:

other one. So it's one less or two or three less steps that you

Matt Ruttenberg:

have to do every single payroll cycle, which is making sure that

Matt Ruttenberg:

everyone's doing the same contributions that they did

Matt Ruttenberg:

before, making sure that it's been updated if anyone changed

Matt Ruttenberg:

it, making sure the funds are sent over to the 401 K platform.

Matt Ruttenberg:

These are different things that you do with payroll integration,

Matt Ruttenberg:

and that is a big deal for business owners. Is it the most

Matt Ruttenberg:

important piece of the plan? No, I would say the design is more

Matt Ruttenberg:

important, because if the design is incorrect, you're going to be

Matt Ruttenberg:

giving too many, too many dollars to the employees because

Matt Ruttenberg:

the design is incorrect, versus having to pay that a little

Matt Ruttenberg:

extra to have that payroll integration involved. And by the

Matt Ruttenberg:

way, it's 2025 going on to 2026 payroll integration is not is

Matt Ruttenberg:

not unheard of it. Most of these companies are integrating with

Matt Ruttenberg:

other 401, K platforms. So you can say, I have a foreign I have

Matt Ruttenberg:

a payroll company that has a foreign K plan built into it.

Matt Ruttenberg:

However, I want to use this foreign K A lot of them connect.

Matt Ruttenberg:

Most of them connect still. So you're not stuck inside this

Matt Ruttenberg:

small, you know, scope of what's available. Just to get the

Matt Ruttenberg:

payroll integration technology's there, it's not difficult to

Matt Ruttenberg:

find which ones connect with each other, right, right?

Scott Ritzheimer:

So there's a ton of customization in this,

Scott Ritzheimer:

and there's a, you know, a couple right ways, a lot of

Scott Ritzheimer:

wrong ways to do it. If you were to say to kind of that average

Scott Ritzheimer:

person listening today, that average founder when a typical

Scott Ritzheimer:

situation, what would you say are the things that they should

Scott Ritzheimer:

be looking for and asking for in finding the most founder

Scott Ritzheimer:

friendly plan for them?

Matt Ruttenberg:

Yeah, and founder friendly is the, is the

Matt Ruttenberg:

key word there, right? So we get a lot of phone calls from staff,

Matt Ruttenberg:

HR reps, you know, for those who have, you know, larger employee

Matt Ruttenberg:

pools, the HR reps. So when we get those phone calls, a lot of

Matt Ruttenberg:

it's based around, it's shopping, it's price shopping,

Matt Ruttenberg:

it's what kind of plans you have available. Who do you work with?

Matt Ruttenberg:

Things like that. Whereas when it's founder friendly, the

Matt Ruttenberg:

entire design is built around the founder, not the employee,

Matt Ruttenberg:

not the HR rep, not the manager. So when we're having these

Matt Ruttenberg:

conversations, we really try to end up having the conversation

Matt Ruttenberg:

with the owner, not because they're the final word, it's

Matt Ruttenberg:

because we really need to know what they want and what they

Matt Ruttenberg:

need. They're the ones stroking the check for the taxes, not the

Matt Ruttenberg:

HR rep. Right. Right. For larger companies, several 100 to

Matt Ruttenberg:

several 1000, it's a little bit different, because that is the

Matt Ruttenberg:

mass majority. That's usually the priority. But when you have

Matt Ruttenberg:

50 below, you know, under 50, under 100 you can get more

Matt Ruttenberg:

creative and gear it around the ownership and the founders side

Matt Ruttenberg:

of it. So it's, it's all about, you know, we like to know what

Matt Ruttenberg:

is, what is your pain point? What is, where are you hurting?

Matt Ruttenberg:

Are you getting these big tax bills? Like I said, we try to

Matt Ruttenberg:

build these around taxes, not an employee benefit, and we need to

Matt Ruttenberg:

know that. That information.

Scott Ritzheimer:

Yeah, Matt, that's so good. There's this

Scott Ritzheimer:

question that I have ask them. I guess I'm interested to see what

Scott Ritzheimer:

you'd have to say, especially with your perspective here. And

Scott Ritzheimer:

the question is this, what is the biggest secret you wish?

Scott Ritzheimer:

Wasn't a secret at all. What's that one thing you wish

Scott Ritzheimer:

everybody watching or listening today knew?

Matt Ruttenberg:

Not all 401K's are created equal, that

Matt Ruttenberg:

everybody, there's a lot of people, a lot of tax

Matt Ruttenberg:

specialists, financial advisors, think all 401k's are created

Matt Ruttenberg:

equal, and a 401K is a 401k is a 401K, and they can only do the

Matt Ruttenberg:

23,500 and that's the max. And that is far, far, far, far from

Matt Ruttenberg:

the truth. I'll have conversations with the gamut

Matt Ruttenberg:

everybody I just mentioned, and they get wide eyed and say,

Matt Ruttenberg:

really, I didn't know you could do that. We're able to get

Matt Ruttenberg:

millions of dollars. For for companies with under 50

Matt Ruttenberg:

employees into a plan with their owners pre tax contributions.

Matt Ruttenberg:

You're not stuck. You're not stuck at the 23,500. You're

Matt Ruttenberg:

doing, you're doing, implementing all these layers,

Matt Ruttenberg:

and you're able to add these different things, and we're

Matt Ruttenberg:

talking several six digits per founder into the plan that we're

Matt Ruttenberg:

able to get this into so and again, the goal is to get them

Matt Ruttenberg:

the money, not the employees. We take care of them. We make sure

Matt Ruttenberg:

they're taken care of and they're on the right path for

Matt Ruttenberg:

retirement. But this is their baby. This is their business. We

Matt Ruttenberg:

need to take care of the founders.

Scott Ritzheimer:

Yeah, Matt, there's some folks listening

Scott Ritzheimer:

today, and they're like, shoot, that's exactly what I did. I

Scott Ritzheimer:

handed it off to my HR person. We thought we were doing right

Scott Ritzheimer:

by our employees, but I don't know if this is working for me,

Scott Ritzheimer:

and I'm wondering if there's a better way to help everyone out.

Scott Ritzheimer:

How can they reach out to you? How can they find out more about

Scott Ritzheimer:

the work that you and your team do?

Matt Ruttenberg:

Yeah, please head over to 401k.expert. That's

Matt Ruttenberg:

the URL. It takes you to the landing page, where you can kind

Matt Ruttenberg:

of see some case studies in there connects to want someone

Matt Ruttenberg:

on our team to go over and educate. We educate, we don't

Matt Ruttenberg:

sell. We are trying to make sure that everybody knows what's

Matt Ruttenberg:

available is our number one goal. And then deadlines. What

Matt Ruttenberg:

are the deadlines for all this? What can we do for 2025 you can

Matt Ruttenberg:

do stuff for 2025 all the way out until September, or Yeah,

Matt Ruttenberg:

September 15 of 2026 to write off 2025 so reach out and we can

Matt Ruttenberg:

educate you on that.

Scott Ritzheimer:

Despite what the calendar says, 2025 is far

Scott Ritzheimer:

from over. That's great news for folks looking at their potential

Scott Ritzheimer:

tax bills this time of year, Matt, it was really a privilege

Scott Ritzheimer:

and honor having you on. Thanks for being with us. Those of you

Scott Ritzheimer:

who are watching and listening probably don't know this, but

Scott Ritzheimer:

Matt is doing this completely blind, and he's an absolute

Scott Ritzheimer:

champ. He's done a fantastic job. So thank you, Matt.

Scott Ritzheimer:

Appreciate you being here and and for those of you who are

Scott Ritzheimer:

watching and listening, you know your time and attention mean the

Scott Ritzheimer:

world to us. I hope you got as much out of this conversation as

Scott Ritzheimer:

I know I did and I cannot wait to see you next time. Take care.

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