Sep 5, 2021 · 20m · top-founders

He Exited his CRM, Now Car Software Hits $40m Run Rate

John O'Shull · 13m spoken Nathan Latka · 4m spoken
0:00 / 0:00

gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions

Derive Systems CEO John O'Shull discusses scaling the automotive technology company toward a $55 million revenue run rate across high-margin consumer engine tuning and enterprise fleet SaaS. O'Shull details his private equity turnaround strategy, balance sheet restructuring, and how proprietary ECU calibration delivers significant fuel and carbon reductions for commercial fleets.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Nathan holds 24.2% of the talking time here. How this is scored →

Nathan as informed peer 4.7 Guest teaching 3.9 Guest disagreement 1.7 Nathan pushing back 3.3
05100:0010:0020:000:45–4:54 · Nathan as informed peer 5/10 Introducing John O'Shull and Taking Over Derive Nathan digs into O'Shull's prior exit at SwiftPage and presses him to disclose the transaction valuation range. O'Shull parries the exact figure diplomatically while explaining how private equity brought him into Derive.4:55–8:48 · Nathan as informed peer 4/10 Derive Systems Product Lines and Enterprise Fleet Impact John explains Derive's two business units and details how enterprise fleets like Comcast use ECU calibration for fuel savings and emissions. Nathan clarifies the ESG implications and asks targeted questions about their use case.8:48–11:05 · Nathan as informed peer 6/10 Revenue Distribution, Growth Rates, and Hardware Pricing Nathan quickly does math on annual revenue projections and presses on hardware margins versus software sales. O'Shull protects sensitive distributor pricing details while clarifying overall gross margins.11:05–13:37 · Nathan as informed peer 5/10 Comparing B2C Product Sales with Enterprise SaaS Dynamics O'Shull outlines the distinct economics of the enthusiast B2C channel versus the high-growth enterprise SaaS offering. He explains the core technical differentiator of writing back to the ECU rather than just reading telematics data.13:37–16:23 · Nathan as informed peer 7/10 SaaS Fleet Pricing and Subscription Model Migration Nathan catches a mathematical discrepancy between 900,000 vehicles and reported revenue run-rate, pushing O'Shull on unit economics. O'Shull admits the legacy model sold perpetual licenses rather than subscriptions, validating Nathan's calculation.16:24–20:05 · Nathan as informed peer 6/10 Private Equity Formation, Debt Refinancing, and Team Size Nathan evaluates the company's debt structure and cost of capital under PE ownership, validating favorable loan terms. The discussion transitions smoothly into the standard Famous Five rapid-fire questions.20:06–20:48 · Nathan as informed peer 0/10 Interview Recap and Final Thoughts Nathan delivers a concise solo recap summarizing Derive Systems' revenue split, hardware upsell SaaS model, and fleet impact.0:45–4:54 · Guest teaching 3/10 Introducing John O'Shull and Taking Over Derive Nathan digs into O'Shull's prior exit at SwiftPage and presses him to disclose the transaction valuation range. O'Shull parries the exact figure diplomatically while explaining how private equity brought him into Derive.4:55–8:48 · Guest teaching 6/10 Derive Systems Product Lines and Enterprise Fleet Impact John explains Derive's two business units and details how enterprise fleets like Comcast use ECU calibration for fuel savings and emissions. Nathan clarifies the ESG implications and asks targeted questions about their use case.8:48–11:05 · Guest teaching 4/10 Revenue Distribution, Growth Rates, and Hardware Pricing Nathan quickly does math on annual revenue projections and presses on hardware margins versus software sales. O'Shull protects sensitive distributor pricing details while clarifying overall gross margins.11:05–13:37 · Guest teaching 6/10 Comparing B2C Product Sales with Enterprise SaaS Dynamics O'Shull outlines the distinct economics of the enthusiast B2C channel versus the high-growth enterprise SaaS offering. He explains the core technical differentiator of writing back to the ECU rather than just reading telematics data.13:37–16:23 · Guest teaching 5/10 SaaS Fleet Pricing and Subscription Model Migration Nathan catches a mathematical discrepancy between 900,000 vehicles and reported revenue run-rate, pushing O'Shull on unit economics. O'Shull admits the legacy model sold perpetual licenses rather than subscriptions, validating Nathan's calculation.16:24–20:05 · Guest teaching 3/10 Private Equity Formation, Debt Refinancing, and Team Size Nathan evaluates the company's debt structure and cost of capital under PE ownership, validating favorable loan terms. The discussion transitions smoothly into the standard Famous Five rapid-fire questions.20:06–20:48 · Guest teaching 0/10 Interview Recap and Final Thoughts Nathan delivers a concise solo recap summarizing Derive Systems' revenue split, hardware upsell SaaS model, and fleet impact.0:45–4:54 · Guest disagreement 2/10 Introducing John O'Shull and Taking Over Derive Nathan digs into O'Shull's prior exit at SwiftPage and presses him to disclose the transaction valuation range. O'Shull parries the exact figure diplomatically while explaining how private equity brought him into Derive.4:55–8:48 · Guest disagreement 2/10 Derive Systems Product Lines and Enterprise Fleet Impact John explains Derive's two business units and details how enterprise fleets like Comcast use ECU calibration for fuel savings and emissions. Nathan clarifies the ESG implications and asks targeted questions about their use case.8:48–11:05 · Guest disagreement 3/10 Revenue Distribution, Growth Rates, and Hardware Pricing Nathan quickly does math on annual revenue projections and presses on hardware margins versus software sales. O'Shull protects sensitive distributor pricing details while clarifying overall gross margins.11:05–13:37 · Guest disagreement 1/10 Comparing B2C Product Sales with Enterprise SaaS Dynamics O'Shull outlines the distinct economics of the enthusiast B2C channel versus the high-growth enterprise SaaS offering. He explains the core technical differentiator of writing back to the ECU rather than just reading telematics data.13:37–16:23 · Guest disagreement 3/10 SaaS Fleet Pricing and Subscription Model Migration Nathan catches a mathematical discrepancy between 900,000 vehicles and reported revenue run-rate, pushing O'Shull on unit economics. O'Shull admits the legacy model sold perpetual licenses rather than subscriptions, validating Nathan's calculation.16:24–20:05 · Guest disagreement 1/10 Private Equity Formation, Debt Refinancing, and Team Size Nathan evaluates the company's debt structure and cost of capital under PE ownership, validating favorable loan terms. The discussion transitions smoothly into the standard Famous Five rapid-fire questions.20:06–20:48 · Guest disagreement 0/10 Interview Recap and Final Thoughts Nathan delivers a concise solo recap summarizing Derive Systems' revenue split, hardware upsell SaaS model, and fleet impact.0:45–4:54 · Nathan pushing back 4/10 Introducing John O'Shull and Taking Over Derive Nathan digs into O'Shull's prior exit at SwiftPage and presses him to disclose the transaction valuation range. O'Shull parries the exact figure diplomatically while explaining how private equity brought him into Derive.4:55–8:48 · Nathan pushing back 3/10 Derive Systems Product Lines and Enterprise Fleet Impact John explains Derive's two business units and details how enterprise fleets like Comcast use ECU calibration for fuel savings and emissions. Nathan clarifies the ESG implications and asks targeted questions about their use case.8:48–11:05 · Nathan pushing back 5/10 Revenue Distribution, Growth Rates, and Hardware Pricing Nathan quickly does math on annual revenue projections and presses on hardware margins versus software sales. O'Shull protects sensitive distributor pricing details while clarifying overall gross margins.11:05–13:37 · Nathan pushing back 2/10 Comparing B2C Product Sales with Enterprise SaaS Dynamics O'Shull outlines the distinct economics of the enthusiast B2C channel versus the high-growth enterprise SaaS offering. He explains the core technical differentiator of writing back to the ECU rather than just reading telematics data.13:37–16:23 · Nathan pushing back 6/10 SaaS Fleet Pricing and Subscription Model Migration Nathan catches a mathematical discrepancy between 900,000 vehicles and reported revenue run-rate, pushing O'Shull on unit economics. O'Shull admits the legacy model sold perpetual licenses rather than subscriptions, validating Nathan's calculation.16:24–20:05 · Nathan pushing back 3/10 Private Equity Formation, Debt Refinancing, and Team Size Nathan evaluates the company's debt structure and cost of capital under PE ownership, validating favorable loan terms. The discussion transitions smoothly into the standard Famous Five rapid-fire questions.20:06–20:48 · Nathan pushing back 0/10 Interview Recap and Final Thoughts Nathan delivers a concise solo recap summarizing Derive Systems' revenue split, hardware upsell SaaS model, and fleet impact.

speaking balance: gold is Nathan, purple is the guest (3 minute bins)

0:00 · Nathan 39.7% · guest 60.3%0:00 · Nathan 39.7% · guest 60.3%3:00 · Nathan 22.1% · guest 77.9%3:00 · Nathan 22.1% · guest 77.9%6:00 · Nathan 11% · guest 89%6:00 · Nathan 11% · guest 89%9:00 · Nathan 24.3% · guest 75.7%9:00 · Nathan 24.3% · guest 75.7%12:00 · Nathan 11.1% · guest 88.9%12:00 · Nathan 11.1% · guest 88.9%15:00 · Nathan 27.1% · guest 72.9%15:00 · Nathan 27.1% · guest 72.9%18:00 · Nathan 35.9% · guest 64.1%18:00 · Nathan 35.9% · guest 64.1%
Sharpest disagreement ▶ 10:40 Refusing to reveal hardware-only margins

O'Shull firmly deflects Nathan's inquiry into isolated hardware margins to protect sensitive distributor relationships.

Hardest push from Nathan ▶ 15:02 Calling out revenue contradiction on vehicle count

Nathan directly challenges the reported vehicle count of 900k against the $15 per month pricing tier, pointing out it would yield far higher revenue than stated.

Biggest teaching moment ▶ 12:30 Educating on ECU read vs write capabilities

O'Shull breaks down how traditional telematics only reads vehicle telemetry, whereas Derive's secret sauce is writing back modified calibration profiles to the engine control unit.

Nathan holds their own ▶ 15:40 Accurately projecting run-rate breakdown

Nathan swiftly reverse-engineers the $55M run rate into monthly enterprise SaaS contribution, earning John's praise for mastering the numbers.

the scores for every segment, with the reasoning behind each
ChapterTopicNathan as informed peerGuest teachingGuest disagreementNathan pushing backWhy
Introducing John O'Shull and Taking Over Derive 5324 Nathan digs into O'Shull's prior exit at SwiftPage and presses him to disclose the transaction valuation range. O'Shull parries the exact figure diplomatically while explaining how private equity brought him into Derive.
Derive Systems Product Lines and Enterprise Fleet Impact 4623 John explains Derive's two business units and details how enterprise fleets like Comcast use ECU calibration for fuel savings and emissions. Nathan clarifies the ESG implications and asks targeted questions about their use case.
Revenue Distribution, Growth Rates, and Hardware Pricing 6435 Nathan quickly does math on annual revenue projections and presses on hardware margins versus software sales. O'Shull protects sensitive distributor pricing details while clarifying overall gross margins.
Comparing B2C Product Sales with Enterprise SaaS Dynamics 5612 O'Shull outlines the distinct economics of the enthusiast B2C channel versus the high-growth enterprise SaaS offering. He explains the core technical differentiator of writing back to the ECU rather than just reading telematics data.
SaaS Fleet Pricing and Subscription Model Migration 7536 Nathan catches a mathematical discrepancy between 900,000 vehicles and reported revenue run-rate, pushing O'Shull on unit economics. O'Shull admits the legacy model sold perpetual licenses rather than subscriptions, validating Nathan's calculation.
Private Equity Formation, Debt Refinancing, and Team Size 6313 Nathan evaluates the company's debt structure and cost of capital under PE ownership, validating favorable loan terms. The discussion transitions smoothly into the standard Famous Five rapid-fire questions.
Interview Recap and Final Thoughts 0000 Nathan delivers a concise solo recap summarizing Derive Systems' revenue split, hardware upsell SaaS model, and fleet impact.

Statements from this episode (14)

Assertion Not checkable as stated
O'Shull: Swiftpage sold for approximately $100 million
“Let's just say a hundred million is, yeah, yeah.”
John O'Shull Sep 5, 2021 ▶ 3:08
Assertion Not publicly verifiable
Derive Systems saves Comcast $8.5M on fuel annually
“So a company like Comcast is, is got, you know, that, that portion, they've got our entire platform, but just on that portion alone, they're saving eight and a half million dollars a year on fuel. But more importantly, there's 24,000 metric tons of carbon that…”
John O'Shull Sep 5, 2021 ▶ 6:47
Assertion Not checkable as stated
Derive Systems revenue is 75% enthusiast and 25% enterprise
“So revenue is 75, 25 right now. So think of it, think of the enterprise 75 enthusiasts, 25 enterprise, right?”
John O'Shull Sep 5, 2021 ▶ 8:49
Prediction Not checkable as stated
Derive Systems expects to hit $55M in revenue for 2021
“We're gonna, this year we're on track to be about a fifty five million dollar company. And that split is still going to be the same of 75, 25 this year.”
John O'Shull Sep 5, 2021 ▶ 8:59
Assertion Not checkable as stated
Derive Systems reports 35% year-over-year growth in H1 2021
“We're up 35% year over year.”
John O'Shull Sep 5, 2021 ▶ 9:23
Assertion Not checkable as stated
Derive Systems sees 61% gross margin on enthusiast business
“Gross margin on the enthusiast business is about 61%.”
John O'Shull Sep 5, 2021 ▶ 10:28
Assertion Not checkable as stated
O'Shull: Derive Systems' enterprise business grew 43% to 44% in H1
“The enterprise business, Which is the, really the fast grower. It grew first half of the year, 43, 44% year over year.”
John O'Shull Sep 5, 2021 ▶ 11:45
Assertion Not checkable as stated
O'Shull: Derive Systems' consumer enthusiast unit delivers 30% to 35% EBITDA margins
“The enthusiast business is probably more like an eight to 10% top line grower with a 30 to 35% EBITDA margin. So it's a It's a very steady business that throws up a lot of cash, a lot of EBITDA.”
John O'Shull Sep 5, 2021 ▶ 12:11
Assertion Contradicted
O'Shull: Derive is the only fleet software writing to vehicle ECUs
“And that's really the secret sauce in the enterprise fleet management space. Nobody's doing that. Everybody's reading from the ECU to do telematics and all that kind of stuff. Nobody is really writing back to it.”
John O'Shull Sep 5, 2021 ▶ 13:14
Disclosure
Derive charges enterprise fleets $14.99 to $29.99 monthly per vehicle
“That ranges anywhere from 14 99 per vehicle per month, up to 29 99 per vehicle per month, depending on what package, VQ efficiency, VQ safety, you know, et cetera.”
John O'Shull Sep 5, 2021 ▶ 13:43
Disclosure
Derive Systems approaches 50 enterprise fleet customers
“In, in the enterprise side, we're probably getting close to that 50 range now.”
John O'Shull Sep 5, 2021 ▶ 14:34
Assertion Not checkable as stated
Derive Systems manages roughly 900,000 enterprise fleet vehicles
“On the enterprise side, we just got these numbers yesterday, we're just hitting around 900,000 vehicles.”
John O'Shull Sep 5, 2021 ▶ 14:45
Assertion Not checkable as stated
Derive Systems has powered over 2 million vehicles historically
“All total across, we've got over two million vehicles that are running our technology throughout, throughout the years.”
John O'Shull Sep 5, 2021 ▶ 14:55
Assertion Supported
GEF formed Derive Systems by acquiring SCT and Bully Dog
“GEF came in and the way that they Formed this business as they acquired SCT, which was a standalone company, and that was based out of Florida. So we have big offices and two big offices and right outside of Orlando. And then they acquired bully dog, which was…”
John O'Shull Sep 5, 2021 ▶ 16:35
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