Breaking 100 copertina

Breaking 100

Breaking 100

Di: Evan Pawloski and Charles Pass
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Less than 1% of businesses ever reach 100 employees. This show is about the ones who do.

Hosted by Evan Pawloski and Charles Pass of Michigan 401k Advisors and Michigan Retirement Advisors, Breaking 100 features honest conversations with business owners and entrepreneurs who've scaled past 100 employees, and some who chose not to. We dig into the real challenges of growing a small business: hiring, leadership, company culture, cash flow, employee benefits, and the decisions that keep owners up at night.

Evan built a business past 100 employees and watched it fall apart. Charlie grew his wealth management practice past $100 million in assets. Between them, they've worked with hundreds of companies on 401k plans, retirement planning, and building generational wealth. Now they're sitting down with the business owners doing it themselves.

Whether you're scaling a company, running an owner-only operation, or planning your exit, these are the stories nobody puts on a slide deck.

New episodes weekly.

Economia Finanza personale Gestione e leadership Management
  • Growth Mode Means Choosing To Be Poor | Cameron Elrod
    Oct 14 2026

    Cam Elrod runs a dental group with 140 employees across 11 locations, plus DDSmatch Michigan, where he helps dentists sell and transition their practices. He's never advertised either business.

    He spent 22 years in corporate dental distribution before his family of entrepreneurs pushed him out of the nest. Then he built something private equity couldn't: a co-op model that pools private dentists so they can compete with corporate dentistry without losing their culture.

    This episode is a masterclass in buying, building, and exiting a practice. Here’s some of what was covered:

    → The five year window: Start planning your exit five years out.

    → The death plan: A practice loses about half its value every month after an owner dies so leave your spouse a plan in place.

    → Advice for buyers: Banks want proof of liquidity, so save the cash and track your production.

    → The real estate trap: Money deployed into practices outperforms money locked in a building.

    → Retention through equity: Cameron’s dentists earn ownership every year they stay.

    Chapters

    00:00 Welcome and meet Cameron Elrod

    01:26 Building the dental group private equity can't touch

    03:15 Keeping 140 employees happy across 11 locations

    09:45 Bullied out of corporate America at the Thanksgiving table

    13:26 The five year window every dentist ignores

    19:17 What happens when a dentist dies without a plan

    23:13 Advice for young buyers: save cash, don't pay down debt

    31:04 Paying dentists in equity so they never leave

    35:38 Choosing growth means choosing to be poor

    43:36 Why Cam rents the building instead of buying it

    Connect with Cameron

    https://www.linkedin.com/in/cameronelrod/

    https://www.instagram.com/ddsmatchmichigan/

    https://michigan.ddsmatch.com/

    ~~~

    This podcast is sponsored by Michigan Retirement Advisors.

    https://miretire.com/

    Prefer to listen?

    https://pod.link/6812062863

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    1 ora e 3 min
  • Your Best Employee Is One Bad Day From Leaving | Jack Leavy
    Sep 30 2026

    Most business owners insure the trucks, the buildings, and the cyber risk without blinking. Almost none of them insure the people who make the place run.

    Jack Leavy has spent 30 years designing executive benefit plans. The main takeaway: you can promise a key employee real money for staying and skip most of the rules that make 401ks so rigid.

    Here’s what you'll learn:

    → How non-qualified plans work and why they sit outside the 401k rules

    → The stay bonus. If they stay five years, they get paid. If they leave, you owe nothing.

    → Why 10 to 15% of someone's pay is the number that changes behavior

    → Deferring income at your highest tax rate and taking it at your lowest

    → The math on losing a key employee: 3 to 4 times their pay if the seat sits empty a year

    → Why your buy-sell agreement is only as good as your last valuation

    Chapters

    0:00 Intro

    1:00 Why a retirement plan can protect a business

    5:00 What keeps owners up at night

    7:55 The dealership that dropped its match

    15:40 The five alarm fire and the $100,000 promise

    21:20 Save till it hurts. The ski jacket rule.

    28:15 The real cost of losing a key employee

    34:35 The fine print. Three risks to know.

    39:40 Financing your own exit

    45:10 Keep it simple, valuations, and Tommy Boy

    ~~~

    This podcast is sponsored by Michigan Retirement Advisors.

    https://miretire.com/

    Prefer to listen?

    https://pod.link/6812062863

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    57 min
  • The Truth About Generational Wealth | Evan Pawloski and Charles Pass
    Sep 14 2026

    Less than 1% of businesses ever reach 100 employees. We built The Breaking 100 Podcast to discuss what it takes to actually accomplish that massive feat.

    My (Evan) first company was a valet business: a golf course, a restaurant, then a hospital system, which grew to over 100 employees and every problem that comes with them. The partnership didn't survive it, and the ending wasn't amicable.

    That failure taught me more than the growth did. In 2010 a business partner and I started Michigan 401k Advisors with zero clients... Today it's over 120 401k plans.

    Charlie came here from England with a suitcase and a scholarship, went independent, and crossed $100 million in assets. He manages $150 million for 180 families now.

    In this episode of The Breaking 100 Podcast, we covered:

    → How a valet company grew past 100 employees and why it fell apart

    → What separates a good 401k plan from a great one

    → Why the Rockefellers stayed wealthy and the Vanderbilts didn't

    → The one guarantee Charlie makes to every single client

    → The emotional math behind retiring, or deciding not to

    Every owner who's crossed 100 has a story about what it almost cost them. Those stories are the reason this show exists.

    Chapters

    0:00 Why we started Breaking 100

    4:25 Evan's story, from parking cars to 120 retirement plans

    11:57 What makes a 401k plan actually great

    16:17 Charlie's road from England to Bloomfield Hills

    23:53 Investment manager or wealth manager

    29:38 The one guarantee: you will lose money

    34:58 Why nobody's met their 401k advisor

    51:04 What a 401k says about your company

    1:00:44 The two questions every owner should ask

    1:05:35 Emotional math and what wealth really means

    ~~~

    This podcast is sponsored by Michigan Retirement Advisors.

    https://miretire.com/

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    1 ora e 13 min
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