Chief Milestones
Chief Milestones is a business podcast exploring how founders and parents build meaningful companies without sacrificing their health, families, or values.
Through honest conversations with entrepreneurs, investors, parents, and next-generation leaders, the show dives into the real milestones that shape business, wellness, and life.
New episodes release Tuesdays and Fridays.
Episodes
65 episodes
Triplets, a Crash, and a $50k First Deal | Lynn Schwarber | Part 1
This episode isn't about real estate advice. It's about what it takes to start a commission-only career the year after the housing market collapsed.In Part 1 of this conversation, Lynn Schwarber - agent with Comey &...
How To Lose 70 Grand And Keep Going | Dylan Koch | Part 5
This episode is about the deal he says he'd never do again.In Part 5 - the final episode of this conversation - Dylan Koch, off-market real estate investor and operator in Cincinnati, breaks down what happens when the underwrit...
Muscle, Glucose, and the Real Case for Plant-Forward Eating - What Actually Moves the Needle on Insulin Resistance | Dr. Prasanthi | Part 3
This episode is about the actual mechanism behind insulin resistance - and why most advice skips it. In Part 3 of this conversation, Dr. Prasanthi breaks down how muscle mass drives glucose absorption, what real plant-based nutrition require...
How To Find Off Market Real Estate Deals And Fund Them Smart | Dylan Koch | Part 4
This episode isn't about finding the perfect deal. It's about knowing which assets you're building for income - and which ones you're holding for life.In Part 4 of this conversation, Dylan Koch - wholesaler, buy-and-ho...
How To Buy Small Multifamily With Seller Financing And Sleep At Night | Dylan Koch | Part 3
This episode isn't about finding good deals. It's about what it actually takes to structure them, follow up long enough to close them, and build a system that works when the market doesn't.In Part 3 of this conversatio...
Building An Authentic Personal Brand As A Working Mom Creator | Suhashini Nathan | Part 2
In Part 2 of this conversation, Suha gets into the decisions she's made as a creator that most people don't talk about - which metrics she actually tracks, why she stopped planning her posts so carefully, how she handled her first negative c...
Juggling a W-2, a Toddler, and 15K Followers: How She Keeps Content Real Without Burning Out | Suhashini | Part 1
Suha has spent six years building a following - first in fashion and travel content, now in honest, unfiltered motherhood. In this episode, she talks about why she walked away from the curated version of her life, how she balances content cr...
Fear Of Failure To Financial Freedom | Dylan Koch | Part 2
This episode isn't about leaving a pharmacy.It's about the decisions that determine whether leaving actually works.In Part 2 of this conversation, Dylan Koch - former pharmacist, full-time fix-and-flip operator, and real es...
How A Cincinnati Pharmacist Built 43 Units Off Market | Dylan Koch | Part 1
Dylan Koch spent six years training to be a pharmacist - and about four years figuring out how to stop being one.In this episode, Dylan walks through the decision that's harder than people admit: leaving a stable, high-earning ...
He Runs 7-Day Workweeks, a 50/50 Partnership, and a Business With His Wife - Here's How | Anderson Morgan | Part 2
This episode isn't about partnership structure.It's about what happens when the business, the marriage, and the construction site are the same conversation - and you're still figuring out how to separate them.In P...
From House Flips to $2.5M Mixed-Use - How a Cincinnati Contractor Bet on a Neighborhood Nobody Wanted | Anderson Morgan | Part 1
This episode isn't about flipping houses. It's about what happens when you stop flipping and realize you've built something bigger than you planned.Anderson Morgan is a general contractor, commercial real estate investor, and c...
Muscle, Glucose, and the Real Case for Plant-Forward Eating - What Actually Moves the Needle on Insulin Resistance | Dr.Prasanthi | Part 3
This episode isn't about what to eat. It's about what your body is doing with what you eat - and why the muscle-glucose connection changes the entire conversation around weight, energy, and metabolic health.In Part 3 of this co...
How to Track Blood Sugar, Sleep, Stress & Progress - What Your Doctor Isn't Measuring | Dr. Prasanthi | Part 2
This episode isn't about motivation or willpower. It's about what your body is actually doing - and how to track it before a diagnosis forces the conversation.In Part 2 of this conversation, Dr. Prasanthi - internal medicine ph...
Building Wealth Through Real Estate Without Losing Your Family Life | Luke Nelsen | Part 6
This episode isn't about strategy or systems.It's about whether the person building all of it can actually sustain it - mentally, relationally, physically - across the years when nobody's clapping.In Part 6 of our...
Insulin Resistance, Blood Sugar Crashes & the 6 Pillars of Metabolic Health | Dr. Prasanthi, Endocrinologist & Lifestyle Medicine Specialist | Part 1
This episode isn't about nutrition tips or glucose hacks.It's about what an endocrinologist stopped trusting after fifteen years of medical training - and the clinical model she built to replace it.In Part 1 of th...
Skip The 50K Zoom Call And Buy The Duplex | Luke Nelsen | Part 5
This episode isn't about scaling or strategy.It's about what it actually costs - personally, physically, relationally - to build a business that's supposed to give you your life back.In Part 5 of our conversation ...
You Can Hit 80 Percent Direct Bookings With The Right Brand And Content | Luke Nelsen | Part 4
This episode is about what it actually takes to own your customer relationship - when every platform is designed to keep that from happening.In Part 4 of our conversation with Luke Nelson, co-founder of The Refresh Collection, ...
Renovating Old Motels Without Blowing The Budget | Luke Nelsen | Part 3
This episode isn't about scaling fast.It's about building the infrastructure - the team, the systems, the standards - that lets you actually step back from a business you worked incredibly hard to build.In Part 3 ...
Building A Business Without Breaking The Marriage | Ishita Nagda Lalan | Part 5
This episode isn't about interior design or aesthetics.It's about what happens when the person whose taste built the brand becomes the bottleneck to scaling it.In Part 5 of this conversation, Ishita Nagda Lalan - ...
How A Hands-On Studio Delivers Luxury Results At Scale | Ishita Nagda Lalan | Part 4
This episode is about what happens to quality the moment a founder steps back - and why Ishita decided that wasn't a trade she was willing to make.In Part 4 of this conversation, Ishita Nagda - STR designer, boutique hotel cons...
Designing Boutique Hotels That Feel Like Art And Still Book Out | Ishita Nagda Lalan | Part 3
This episode isn't about interior design. It's about what happens when design meets real investor constraints - and why the creative decisions are almost never the hard ones.In Part 3 of this conversation, Ishita Nagda Lalan - ...
Deal Analysis, Renovation Timelines, and the $17,000 Mistake: Inside the Boutique Motel Playbook | Luke Nelsen | Part 2
This episode isn't about renovations. It's about what happens when you build a fully contactless motel operation - and forget to budget for the infrastructure holding all of it together.Luke Nelsen's first acquisition was runni...
From Waste Industry Sales to Boutique Motel Operator: How Luke Built a Family-First Real Estate Portfolio | Luke Nelsen | Part 1
This episode is about what happens when you build something worth millions — for someone else - and decide you're never doing that again.Luke Nelsen spent years in the waste industry building a sales territory from $0 to $85K/m...
A Cancer Doctor's Journey From Disease Treatment To Real Thriving In Body Mind And Soul | Dr. Nanda | Part 5
This episode isn't about optimization. It's about what a physician, farmer, and practitioner actually does - and what he'd tell you to start with if you can't change your zip code but want to start somewhere real.In the final p...
Interviewing My Toddler On Her Last Day of Being 2 and She Had A Lot To Say | IVY Tesla
This episode isn't about business. It's about what a two-year-old says when you actually ask.The day before Ivy turned three, I sat her down and asked her the questions - her name, her job, her fears, her favorites, and what sh...