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#105SaaS Backwards83.2 / 100Get badge
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SaaS Backwards

Hosted by Ken Lempit

Join us as we interview CEOs and GTM leaders of fast-growing SaaS and AI firms to reveal what they are doing that’s working, and lessons learned from things that didn’t work as planned. These deep conversations dive into the dynamic world of SaaS B2B marketing, go-to-market strategies, and the SaaS business model.

199 episodes · publishes weekly · latest 2026-06-05 · ~33 min/episode

Rank

#105

Substance

83.2

/ 100

Breakdown

Scored 2026-07
Updated monthly

General rank

#9 of 267

Across the index

#105 of 6183

Substance

Top 2%

outscores 98% of the index

Why it scores where it does

SaaS Backwards ranks #105 on The B2B Podcast Index with a substance score of 83.2 out of 100, scored across 5 recent episodes. It scores highest on guest caliber and insight density. Anthony Nitsos is a genuine practitioner with 25+ years in SaaS-specific fractional CFO work and demonstrable exits (Duo to Cisco for $2.35B, LamSoft to Coppa for $1.5B). He speaks from hands-on experience with pre-seed through Series B, has been on due diligence teams, and operates at the nexus of finance and M&A. This is a working operator, not a consultant-speaker.

The five-dimension breakdown

Averaged across 5 recently scored episodes, with cited evidence.

Insight Density

17.0 / 20

The episode packs substantial, actionable insights about SaaS financial health - NRR measurement, ARR calculation errors, cash flow forecasting, CAC tracking, and gross margin classification. However, it lacks novel frameworks; most concepts (unit economics, cash flow forecasting, go-to-market alignment) are well-known in SaaS circles. The value is in specificity of common mistakes, not breakthrough thinking.

“they're not measuring it correctly. And they're finding out that their net retained revenue isn't where it needs to be”

“there's not somebody who's actually properly measuring it. So there are do's and don'ts when it comes to measuring ARR”

Originality

15.2 / 20

The core frameworks (five key metrics: ARR, NRR, cash flow, CAC, gross margin) are standard in SaaS finance advisory and widely circulated. The rearview mirror vs. windshield analogy for accounting vs. finance is intuitive but not novel. Some specific warnings (IP assignment in contracts, customer success COGS classification) add modest originality, but the overall thinking is orthodox.

“Accounting is factual based...finance is the forward looking part”

“like if, if you're driving your car through the rear view mirror...you really need to be paying attention to what's going on through your windshield”

Guest Caliber

19.0 / 20

Anthony Nitsos is a genuine practitioner with 25+ years in SaaS-specific fractional CFO work and demonstrable exits (Duo to Cisco for $2.35B, LamSoft to Coppa for $1.5B). He speaks from hands-on experience with pre-seed through Series B, has been on due diligence teams, and operates at the nexus of finance and M&A. This is a working operator, not a consultant-speaker.

“founder of SaaS Gurus, a fractional CFO firm that handles everything from strategic finance and FP&A to bookkeeping, payroll and HR admin. His firm has contributed to some significant exits, including Duo securities acquisition by Cisco for 2.35 billion and Lam Soft's exit to COPPA for 1.5 billion”

“We literally just had a meeting with an executive team not more than a few minutes ago”

Specificity & Evidence

15.8 / 20

The episode contains good use of specific examples: a client with ARR miscalculated from $1.2M to $675K due to discount errors; IP assignment failure that killed a deal; $25K CAC against $5K ACV showing unit economics math; $20K monthly LinkedIn spend with no lead attribution. However, company names are sparse (only historical exits named), and some claims about NRR targets (115 - 120%) or gross margin thresholds lack citation.

“We came into a client a couple years ago, the CEO was tracking it on a spreadsheet, said, yeah, our ARR is at a million two. We come in there, we do it right. And we said, nope, actually Your ARR is 675k”

“We spent $100,000 in marketing and sales in last quarter, and this quarter we got four new custom...so that's a $25,000 CAC. That's pretty easy. What's your average contract value? Oh, it's 5,000”

Conversational Craft

16.2 / 20

Jason asks solid follow-up questions (NRR unpacking, finance vs. accounting distinction, five metrics breakdown, bootstrapped vs. VC-backed blind spots) and occasionally probes deeper (marketing-finance alignment). However, he rarely challenges or pushes back; most exchanges are confirmatory. The guest dominates airtime with lengthy monologues, and Jason's interjections are supportive rather than inquisitive. Missing opportunities to question specific claims (e.g., the 115 - 120% NRR target, or why unicorns tracked metrics 'day one').

“And in the prep session I think we talked about finance versus accounting”

“Had a side question about the customer acquisition costs that you were talking about earlier”

Standout episodes

  • Ep. 198 - How to Make Your SaaS Company More Fundable

    2026-05-22

    94
  • Ep. 195 - Why Code No Longer Drives SaaS Value in the AI Era

    2026-04-17

    89
  • Ep. 199 - What AI Taught One Founder About the Future of SaaS

    2026-06-05

    79

Rank over time

2 periods tracked.

Episodes

10 scored on substance · 60 tracked in total.

  • Ep. 199 - What AI Taught One Founder About the Future of SaaS

    2026-06-05 · 28 min

    79 / 100
  • Ep. 198 - How to Make Your SaaS Company More Fundable

    2026-05-22 · 35 min

    94 / 100
  • Ep. 197 - The SaaS Retention Problem Starts Before the Customer Signs

    2026-05-01 · 27 min

    75 / 100
  • Ep. 196 - The SaaS Opportunity Hidden Inside Services

    2026-04-24 · 25 min

    79 / 100
  • Ep. 195 - Why Code No Longer Drives SaaS Value in the AI Era

    2026-04-17 · 26 min

    89 / 100
  • Ep. 194 - The SaaS AI Trap: Fast Answers, Bad Decisions

    2026-04-10 · 27 min

    76 / 100
  • Ep. 193 - SaaS AI Readiness: Why Most GTM Teams Aren’t Ready for Agents

    2026-04-03 · 24 min

    81 / 100
  • Ep. 192 - Why SaaS Growth Now Starts After the Sale

    2026-03-27 · 24 min

    76 / 100
  • Ep. 191 - The Next SaaS Wave: Don’t Sell the Tool, Own the Outcome

    2026-03-20 · 26 min

    87 / 100
  • Ep. 190 - The SaaS Founder Bottleneck: Why Founder-Led Sales Stops Scaling

    2026-03-06 · 33 min

    80 / 100

Frequently asked

What is SaaS Backwards's substance score?
SaaS Backwards scores 83.2 out of 100 for substance and ranks #105 on The B2B Podcast Index. That puts it ahead of 98% of the B2B podcasts we rank and #9 of 267 in General. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is SaaS Backwards worth listening to?
Yes - SaaS Backwards outscores 98% of the B2B general podcasts and shows we rank on substance, so a general operator is likely to come away with something useful.
Who hosts SaaS Backwards?
SaaS Backwards is hosted by Ken Lempit.
How often does SaaS Backwards publish?
SaaS Backwards publishes weekly, has 199 episodes, released its most recent episode on 2026-06-05.
Which SaaS Backwards episode should I start with?
Our highest-scoring recent episode is "Ep. 198 - How to Make Your SaaS Company More Fundable" (94/100) - a good place to start.

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Frequently discusses

Companies, products and tools that come up most across this show's episodes.

Austin Lawrence Group · 4ChatGPT · 3Salesforce · 3Apple · 2Claude · 2HubSpot · 2DataSourceOpenAIAnthropicMicrosoft CopilotDeepSeekGoogle GemmaYahooOpen RouterSaaS GurusDuo SecuritiesCiscoLam Soft

Guests who've appeared

Ivan LeeAnthony NitsosJason RobertsDylan OchnerTim SchumacherKG Charles HarrisCliff SimonYumon SangSai DhanakJavier Lozano

Topics this show covers

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

Net Revenue Retention (NRR) · 2ChatGPTLarge language modelsPrivate AIDeepSeekDataSourceRegulated enterprisesOpen-weight modelsGoogle GemmaLLMs for healthcare/legal/finance/governmentPalantir forward-deployed engineer modelCash Flow ForecastingCustomer Acquisition Cost (CAC)Lifetime Value (LTV)Chart of AccountsGross marginARR (Annualized Recurring Revenue)Net Retained Revenue

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