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#902Start With A Win73.0 / 100Get badge
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Start With A Win

Hosted by Adam Contos

Every day you have a choice. You can wake up and choose to give in to mediocrity and complacency, you can choose bad habits and poor choices, and you can do the bare minimum to get by and fly under the radar.

567 episodes · publishes weekly · latest 2026-07-03 · ~10 min/episode

Rank

#902

Substance

73.0

/ 100

Breakdown

Scored 2026-07
Updated monthly

Leadership rank

#74 of 1041

Best B2B Leadership Podcasts →

Across the index

#902 of 6183

Substance

Top 15%

outscores 85% of the index

Why it scores where it does

Start With A Win ranks #902 on The B2B Podcast Index with a substance score of 73.0 out of 100, scored across 1 recent episode. It scores highest on guest caliber and specificity & evidence. Jeff Fenster is a legitimate practitioner who has built, operated, and scaled real businesses - a payroll/HR company, 21 company-owned restaurants, and a 100-plus-location national franchise - giving his operational claims credibility; he is not a career podcast guest or pure thought leader, though he is not at the top tier of scale or industry influence.

The five-dimension breakdown

Averaged across 1 recently scored episode, with cited evidence.

Insight Density

15.0 / 20

There are genuine, actionable insights buried in the episode - the labor penny-leakage calculation, the quarterly-earnings-call competitive intelligence hack, and specific AI use cases for restaurant scheduling and food cost analysis - but these are surrounded by extensive motivational filler, vague success-formula platitudes, and generic small-business wisdom that pads the runtime considerably.

“my average employee clocked in four minutes early and they clocked out six minutes late every day. Now four minutes for someone who's making at the time, it was like 12 bucks an hour is nothing... times four or five employees a day, times 21 stores, times 365 days a year is a six figure hole in my pocket”

“I listen to quarterly calls on, uh, public companies in my, in my industry. So I would listen to Domino's and McDonald's quarterly calls where I'm hearing their CMOs and their CFOs talk about problems”

Originality

13.0 / 20

The quarterly-call competitive intelligence tactic and the framing of AI as pennies-level operational discovery are genuinely fresh angles, but the episode leans heavily on heavily recycled frameworks - kaizen, Blockbuster/Sears as cautionary tales, 'work on your business not in your business,' and 'it's not what you know it's who you know' - that circulate ubiquitously in B2B content.

“anyone who says, I just do this, therefore I don't need AI is the same person who said, I don't need the Internet. I'm just a business owner, a bookstore, a, uh, Blockbuster, a, a Sears”

“kaizen. The idea to get 1% better every day, have a target”

Guest Caliber

17.0 / 20

Jeff Fenster is a legitimate practitioner who has built, operated, and scaled real businesses - a payroll/HR company, 21 company-owned restaurants, and a 100-plus-location national franchise - giving his operational claims credibility; he is not a career podcast guest or pure thought leader, though he is not at the top tier of scale or industry influence.

“we have, uh, over 100 locations in 33 states from Hawaii all the way To Boston”

“when I had 21 of my own restaurants. Long before franchising, my labor was scheduled. Right. But I was getting killed in my labor”

Specificity & Evidence

16.0 / 20

The episode has standout concrete moments - the labor leakage arithmetic with exact minutes, employee count, store count, and annual dollar impact is genuinely specific - but several claimed frameworks (the 'four excuses' for bad food choices, the success formula steps) are named without content, and many AI recommendations stay at the level of suggestion rather than evidence.

“my average employee clocked in four minutes early and they clocked out six minutes late every day... times four or five employees a day, times 21 stores, times 365 days a year is a six figure hole in my pocket that was unaccounted for”

“he had one of the biggest companies that I've ever got to serve in my business. And it was a six figure a year account. I helped him, not knowing who he was or what it was worth”

Conversational Craft

12.0 / 20

The host rarely challenges or probes - responses are routinely met with affirmations like 'I love it' and 'Awesome' - though he occasionally adds substantive content of his own (the MBA-level AI correlation prompt, the 70% middle-management leakage claim), preventing this from being a pure PR puff piece.

“That's right. That's, yeah, I mean, it's, I, I, I think we have a lot in common.”

“I love it. I love the wind stacking. You know, we. We all know that small wins create big wins”

Standout episodes

  • Jeff Fenster: How I Scaled Everbowl Without Burning Out

    2026-07-01

    73

Rank over time

First period on the Index - history builds from here.

Episodes

1 scored on substance · 60 tracked in total.

  • Jeff Fenster: How I Scaled Everbowl Without Burning Out

    2026-07-01 · 34 min

    73 / 100

Frequently asked

What is Start With A Win's substance score?
Start With A Win scores 73.0 out of 100 for substance and ranks #902 on The B2B Podcast Index. That puts it ahead of 85% of the B2B podcasts we rank and #74 of 1041 in Leadership. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Start With A Win worth listening to?
Yes - Start With A Win outscores 85% of the B2B leadership podcasts and shows we rank on substance, so a leadership operator is likely to come away with something useful.
Who hosts Start With A Win?
Start With A Win is hosted by Adam Contos.
How often does Start With A Win publish?
Start With A Win publishes weekly, has 567 episodes, released its most recent episode on 2026-07-03.
Which Start With A Win episode should I start with?
Our highest-scoring recent episode is "Jeff Fenster: How I Scaled Everbowl Without Burning Out" (73/100) - a good place to start.

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Guests who've appeared

Jeff Fenster

Topics this show covers

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

Large Language Models (LLMs)Everbowl (acai bowls, superfood quick-serve)Franchise operations and franchisor support modelsKaizen (1% daily improvement)Make friends and have fun (philosophy)Point-of-sale (POS) systems and data analyticsUpselling and menu optimizationSupply chain and vendor managementPayroll and HR business (Fenster's first company)COVID-19 pandemic impact on business pivots

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