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#3260Side Hustle City62.0 / 100Get badge
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Side Hustle City

Hosted by Adam Koehler & Kyle Stevie

★4.6on Apple Podcasts · 9 recent reviews

Step into Side Hustle City, the ultimate podcast for entrepreneurs, creatives, and anyone eager to turn their side hustle into a full-time passion. We bring you real-life stories of resilience, innovation, and success from diverse entrepreneurs who’ve made the leap from side projects to profitable ventures.

225 episodes · publishes weekly · latest 2026-09-01 · ~47 min/episode

Rank

#3260

Substance

62.0

/ 100

Breakdown

Scored 2026-07
Updated monthly

Startups & Founders rank

#471 of 925

Best B2B Startups & Founders Podcasts →

Across the index

#3260 of 6203

Substance

Top 53%

outscores 47% of the index

Why it scores where it does

Side Hustle City ranks #3260 on The B2B Podcast Index with a substance score of 62.0 out of 100, scored across 1 recent episode. It scores highest on specificity & evidence and guest caliber. Better than average on numbers - specific investment figures, margin percentages, SBA down-payment ratios, and revenue benchmarks for named franchise categories appear throughout - but franchise brand names are almost always omitted, athlete clients are entirely anonymous, and claimed figures are never sourced or validated.

The five-dimension breakdown

Averaged across 1 recently scored episode, with cited evidence.

Insight Density

13.0 / 20

There are genuine specific numbers scattered through the episode (investment thresholds, margin ranges, SBA requirements), but roughly 35-40% of runtime is personal banter about Kyle's wife's cabin plans, the Italy wedding, Cincinnati sports, and MMA - none of which serves a B2B operator. The actionable content exists but has to be excavated from the filler.

“I could get you into dog grooming for 200 K a unit and get you 30 , 40 percent margins and your money's back within the first year”

“if you get up to 500 dogs , you're making 300 K profit per unit”

Originality

10.0 / 20

The advice is almost entirely standard franchise-broker talking points: restaurants are risky, pet industry has great margins, health/wellness is trending, go multi-unit. The no-royalty coffee model and the mental-health franchise angle are mildly interesting but barely explored. No contrarian or first-principles thinking anywhere.

“I don't really recommend that for somebody who doesn't got into the restaurant business . They would have to have a great team and it's one of the highest investment levels out there in the franchise world and it's one of the most riskiest ones”

“all of them have marketing programs that that are intrude and and tried and put through the fire of of ways that work for them”

Guest Caliber

14.0 / 20

Hilovsky has genuine operator credibility - he helped scale a pizza franchise from one to a hundred units and ran operations for NFL-player franchisees across multiple concepts - but he is fundamentally a franchise broker representing 500 brands with a financial incentive to sell them, which is never disclosed or examined. Practitioner with real experience but structurally a salesperson.

“I helped build that over to a hundred units . So then the largest franchisee of that company said , hey , come work for us”

“we did our pizza restaurants . We did another ice cream franchise . We did our own coffee shop model and we did our own dough creamery”

Specificity & Evidence

15.0 / 20

Better than average on numbers - specific investment figures, margin percentages, SBA down-payment ratios, and revenue benchmarks for named franchise categories appear throughout - but franchise brand names are almost always omitted, athlete clients are entirely anonymous, and claimed figures are never sourced or validated.

“There's a three-in-one franchise out there that does $7 million a year . They do tree trimming , they do lawn care not mowing lawns , but lawn care , treating lawns and pest control”

“there's a hair extension franchise in Phoenix that's doing a million dollars a year just hair extensions”

Conversational Craft

10.0 / 20

The hosts spend extended stretches on personal anecdotes wholly irrelevant to listeners (cabin investments, Italy wedding, meniscus surgery, Cincinnati college sports), ask only softballs, never probe the guest's obvious broker conflict of interest, and never push back on any margin or revenue claim. The conversation is amiable but adds no intellectual pressure.

“Kyle is a you know , he's a first round draft pick of the freight broker industry . I would say at this point in his career”

“well , james , you're going to tell us all about it , like , what are some of the franchises that you seem to like the most”

Standout episodes

  • From Side Hustle to Main Hustle: Franchise Success with Expert James Hilovsky

    2024-09-16

    62

Rank over time

First period on the Index - history builds from here.

Episodes

1 scored on substance · 60 tracked in total.

  • From Side Hustle to Main Hustle: Franchise Success with Expert James Hilovsky

    2024-09-16 · 42 min

    62 / 100

What listeners say on Apple Podcasts

★★★★★
Great show!
Adam and Kyle are great hosts and all the information they share is pure gold. Thanks for putting this show together. Highly recommend this podcast to anyone looking to start a side hustle!

- frenchies123

★★★★★
I can’t believe this is free
Everything on this podcast is gold. So many useful ways that people are turning their passions into their side hustle. I love that each speaker shares valuable information that can be shared with many other businesses. You will gain value and insights from every episode.

- Jbkaminski

Frequently asked

What is Side Hustle City's substance score?
Side Hustle City scores 62.0 out of 100 for substance and ranks #3260 on The B2B Podcast Index. That puts it ahead of 47% of the B2B podcasts we rank and #471 of 925 in Startups & Founders. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Side Hustle City worth listening to?
Side Hustle City is ranked on The B2B Podcast Index with a substance score of 62.0/100. See the five-dimension breakdown above to judge whether it fits what you're after.
Who hosts Side Hustle City?
Side Hustle City is hosted by Adam Koehler & Kyle Stevie.
How often does Side Hustle City publish?
Side Hustle City publishes weekly, has 225 episodes, released its most recent episode on 2026-09-01.
Which Side Hustle City episode should I start with?
Our highest-scoring recent episode is "From Side Hustle to Main Hustle: Franchise Success with Expert James Hilovsky" (62/100) - a good place to start.

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Guests who've appeared

James Hilovsky

Topics this show covers

The themes that come up most across this show's episodes.

Dog grooming franchisesSBA 7A loansIV hydration barsRed light therapy studiosHVAC franchisingWindow washingPet boarding franchisesHair extension franchisesMuscle recovery studiosFranchise demographics and market saturation analysis

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