May 31, 2017 · 26m · top-founders

676: $30M raised, will DroneDeploy create first Trillionaires w/ Drones + AI and Machine Learning? w/ CEO Mike Winn

Nathan Latka · 11m spoken Mike Winn · 10m spoken
0:00 / 0:00

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

In this episode of The Top, host Nathan Latka interviews DroneDeploy CEO Mike Winn to explore how the company scaled its pure SaaS commercial drone platform to over $100K in MRR. Winn breaks down their product-led growth model, practical enterprise applications across agriculture and construction, and his long-term vision for autonomous industrial robotics.

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 50.9% of the talking time here. How this is scored →

Nathan as informed peer 4.3 Guest teaching 1.9 Guest disagreement 1.3 Nathan pushing back 3.1
05100:0010:0020:000:27–4:13 · Nathan as informed peer 4/10 Nathan Latka's Dashboard Building Tool Promotion Nathan introduces the show and quickly probes Mike on DroneDeploy's funding rounds and exit strategy. Mike amicably explains their fundraising history and early incubator experience without tension.4:14–7:19 · Nathan as informed peer 3/10 Leaving Google and Bootstrapping DroneDeploy on Grants Nathan asks about Mike's transition from Google and living expenses on Scottish government grants. The tone is highly conversational and friendly.7:21–9:48 · Nathan as informed peer 6/10 Seat Expansion, Business Accounts, and Revenue Metrics Nathan repeatedly presses Mike to reveal precise seat numbers and business customer counts, challenging vague answers until Mike concedes an acceptable bracket between 1,000 and 10,000 seats.9:48–13:05 · Nathan as informed peer 4/10 Team Size, San Francisco Headquarters, and Video Pitch Nathan prompts Mike on whether DroneDeploy can reach a trillion-dollar valuation based on Mark Cuban's AI predictions. Mike articulates his expansive vision for autonomous industrial robotics.13:05–15:33 · Nathan as informed peer 4/10 Practical Industry Use Cases in Agriculture and Construction When Mike provides general high-level value propositions, Nathan interrupts and demands concrete ROI case studies. Mike responds with detailed real-world examples in agriculture and construction QA.15:33–18:16 · Nathan as informed peer 5/10 Inbound Lead Generation, High NPS, and Team Allocation Nathan inquires into CAC, team composition, and seasonal churn. Mike explains DroneDeploy's organic inbound funnel and how weather patterns affect subscription retention.18:16–20:33 · Nathan as informed peer 6/10 Financial Runway, Rapid Growth, and DJI Market Dominance Nathan synthesizes the metrics to estimate Mike's MRR floor at $100k, then scrutinizes Mike's expressions regarding cash burn and runway into late 2018.20:34–23:32 · Nathan as informed peer 2/10 Mid-Roll Sponsor: Klipfolio Dashboard Solutions The conversation moves through an ad read, rapid-fire Famous Five questions, and Nathan's promotional outro.0:27–4:13 · Guest teaching 1/10 Nathan Latka's Dashboard Building Tool Promotion Nathan introduces the show and quickly probes Mike on DroneDeploy's funding rounds and exit strategy. Mike amicably explains their fundraising history and early incubator experience without tension.4:14–7:19 · Guest teaching 1/10 Leaving Google and Bootstrapping DroneDeploy on Grants Nathan asks about Mike's transition from Google and living expenses on Scottish government grants. The tone is highly conversational and friendly.7:21–9:48 · Guest teaching 2/10 Seat Expansion, Business Accounts, and Revenue Metrics Nathan repeatedly presses Mike to reveal precise seat numbers and business customer counts, challenging vague answers until Mike concedes an acceptable bracket between 1,000 and 10,000 seats.9:48–13:05 · Guest teaching 3/10 Team Size, San Francisco Headquarters, and Video Pitch Nathan prompts Mike on whether DroneDeploy can reach a trillion-dollar valuation based on Mark Cuban's AI predictions. Mike articulates his expansive vision for autonomous industrial robotics.13:05–15:33 · Guest teaching 4/10 Practical Industry Use Cases in Agriculture and Construction When Mike provides general high-level value propositions, Nathan interrupts and demands concrete ROI case studies. Mike responds with detailed real-world examples in agriculture and construction QA.15:33–18:16 · Guest teaching 2/10 Inbound Lead Generation, High NPS, and Team Allocation Nathan inquires into CAC, team composition, and seasonal churn. Mike explains DroneDeploy's organic inbound funnel and how weather patterns affect subscription retention.18:16–20:33 · Guest teaching 2/10 Financial Runway, Rapid Growth, and DJI Market Dominance Nathan synthesizes the metrics to estimate Mike's MRR floor at $100k, then scrutinizes Mike's expressions regarding cash burn and runway into late 2018.20:34–23:32 · Guest teaching 0/10 Mid-Roll Sponsor: Klipfolio Dashboard Solutions The conversation moves through an ad read, rapid-fire Famous Five questions, and Nathan's promotional outro.0:27–4:13 · Guest disagreement 1/10 Nathan Latka's Dashboard Building Tool Promotion Nathan introduces the show and quickly probes Mike on DroneDeploy's funding rounds and exit strategy. Mike amicably explains their fundraising history and early incubator experience without tension.4:14–7:19 · Guest disagreement 0/10 Leaving Google and Bootstrapping DroneDeploy on Grants Nathan asks about Mike's transition from Google and living expenses on Scottish government grants. The tone is highly conversational and friendly.7:21–9:48 · Guest disagreement 3/10 Seat Expansion, Business Accounts, and Revenue Metrics Nathan repeatedly presses Mike to reveal precise seat numbers and business customer counts, challenging vague answers until Mike concedes an acceptable bracket between 1,000 and 10,000 seats.9:48–13:05 · Guest disagreement 1/10 Team Size, San Francisco Headquarters, and Video Pitch Nathan prompts Mike on whether DroneDeploy can reach a trillion-dollar valuation based on Mark Cuban's AI predictions. Mike articulates his expansive vision for autonomous industrial robotics.13:05–15:33 · Guest disagreement 2/10 Practical Industry Use Cases in Agriculture and Construction When Mike provides general high-level value propositions, Nathan interrupts and demands concrete ROI case studies. Mike responds with detailed real-world examples in agriculture and construction QA.15:33–18:16 · Guest disagreement 1/10 Inbound Lead Generation, High NPS, and Team Allocation Nathan inquires into CAC, team composition, and seasonal churn. Mike explains DroneDeploy's organic inbound funnel and how weather patterns affect subscription retention.18:16–20:33 · Guest disagreement 2/10 Financial Runway, Rapid Growth, and DJI Market Dominance Nathan synthesizes the metrics to estimate Mike's MRR floor at $100k, then scrutinizes Mike's expressions regarding cash burn and runway into late 2018.20:34–23:32 · Guest disagreement 0/10 Mid-Roll Sponsor: Klipfolio Dashboard Solutions The conversation moves through an ad read, rapid-fire Famous Five questions, and Nathan's promotional outro.0:27–4:13 · Nathan pushing back 2/10 Nathan Latka's Dashboard Building Tool Promotion Nathan introduces the show and quickly probes Mike on DroneDeploy's funding rounds and exit strategy. Mike amicably explains their fundraising history and early incubator experience without tension.4:14–7:19 · Nathan pushing back 1/10 Leaving Google and Bootstrapping DroneDeploy on Grants Nathan asks about Mike's transition from Google and living expenses on Scottish government grants. The tone is highly conversational and friendly.7:21–9:48 · Nathan pushing back 6/10 Seat Expansion, Business Accounts, and Revenue Metrics Nathan repeatedly presses Mike to reveal precise seat numbers and business customer counts, challenging vague answers until Mike concedes an acceptable bracket between 1,000 and 10,000 seats.9:48–13:05 · Nathan pushing back 2/10 Team Size, San Francisco Headquarters, and Video Pitch Nathan prompts Mike on whether DroneDeploy can reach a trillion-dollar valuation based on Mark Cuban's AI predictions. Mike articulates his expansive vision for autonomous industrial robotics.13:05–15:33 · Nathan pushing back 5/10 Practical Industry Use Cases in Agriculture and Construction When Mike provides general high-level value propositions, Nathan interrupts and demands concrete ROI case studies. Mike responds with detailed real-world examples in agriculture and construction QA.15:33–18:16 · Nathan pushing back 3/10 Inbound Lead Generation, High NPS, and Team Allocation Nathan inquires into CAC, team composition, and seasonal churn. Mike explains DroneDeploy's organic inbound funnel and how weather patterns affect subscription retention.18:16–20:33 · Nathan pushing back 5/10 Financial Runway, Rapid Growth, and DJI Market Dominance Nathan synthesizes the metrics to estimate Mike's MRR floor at $100k, then scrutinizes Mike's expressions regarding cash burn and runway into late 2018.20:34–23:32 · Nathan pushing back 1/10 Mid-Roll Sponsor: Klipfolio Dashboard Solutions The conversation moves through an ad read, rapid-fire Famous Five questions, and Nathan's promotional outro.

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

0:00 · Nathan 80.6% · guest 19.4%0:00 · Nathan 80.6% · guest 19.4%3:00 · Nathan 31.5% · guest 68.5%3:00 · Nathan 31.5% · guest 68.5%6:00 · Nathan 34.5% · guest 65.5%6:00 · Nathan 34.5% · guest 65.5%9:00 · Nathan 52.1% · guest 47.9%9:00 · Nathan 52.1% · guest 47.9%12:00 · Nathan 21.8% · guest 78.2%12:00 · Nathan 21.8% · guest 78.2%15:00 · Nathan 24.7% · guest 75.3%15:00 · Nathan 24.7% · guest 75.3%18:00 · Nathan 65.3% · guest 34.7%18:00 · Nathan 65.3% · guest 34.7%21:00 · Nathan 71.6% · guest 28.4%21:00 · Nathan 71.6% · guest 28.4%24:00 · Nathan 100% · guest 0%24:00 · Nathan 100% · guest 0%
Sharpest disagreement ▶ 9:08 Mike refuses to give an exact seat figure

Mike repeatedly dodges Nathan's pressure for exact user seat metrics, firmly insisting on keeping the public disclosure generalized in the thousands.

Hardest push from Nathan ▶ 14:04 Nathan demands tangible customer savings data

Nathan cuts off high-level explanations and demands specific, real-world case studies showing exact customer ROI.

Biggest teaching moment ▶ 11:16 Mike educates on autonomous robotics expansion

Mike reframes Nathan's high-level trillionaire prompt into a concrete technical breakdown of multi-dimensional robotics and autonomous action.

Nathan holds their own ▶ 18:20 Nathan calculates revenue brackets on the fly

Nathan synthesizes disclosed customer and seat ranges to pin down DroneDeploy's monthly recurring revenue lower bound at $100k MRR.

the scores for every segment, with the reasoning behind each
ChapterTopicNathan as informed peerGuest teachingGuest disagreementNathan pushing backWhy
Nathan Latka's Dashboard Building Tool Promotion 4112 Nathan introduces the show and quickly probes Mike on DroneDeploy's funding rounds and exit strategy. Mike amicably explains their fundraising history and early incubator experience without tension.
Leaving Google and Bootstrapping DroneDeploy on Grants 3101 Nathan asks about Mike's transition from Google and living expenses on Scottish government grants. The tone is highly conversational and friendly.
Seat Expansion, Business Accounts, and Revenue Metrics 6236 Nathan repeatedly presses Mike to reveal precise seat numbers and business customer counts, challenging vague answers until Mike concedes an acceptable bracket between 1,000 and 10,000 seats.
Team Size, San Francisco Headquarters, and Video Pitch 4312 Nathan prompts Mike on whether DroneDeploy can reach a trillion-dollar valuation based on Mark Cuban's AI predictions. Mike articulates his expansive vision for autonomous industrial robotics.
Practical Industry Use Cases in Agriculture and Construction 4425 When Mike provides general high-level value propositions, Nathan interrupts and demands concrete ROI case studies. Mike responds with detailed real-world examples in agriculture and construction QA.
Inbound Lead Generation, High NPS, and Team Allocation 5213 Nathan inquires into CAC, team composition, and seasonal churn. Mike explains DroneDeploy's organic inbound funnel and how weather patterns affect subscription retention.
Financial Runway, Rapid Growth, and DJI Market Dominance 6225 Nathan synthesizes the metrics to estimate Mike's MRR floor at $100k, then scrutinizes Mike's expressions regarding cash burn and runway into late 2018.
Mid-Roll Sponsor: Klipfolio Dashboard Solutions 2001 The conversation moves through an ad read, rapid-fire Famous Five questions, and Nathan's promotional outro.

Statements from this episode (17)

Disclosure
Winn: DroneDeploy has raised $31M across three venture capital rounds
“We've raised 31 from VCs over the last three years. We've done three rounds, seed AB, AB in July of last year.”
Mike Winn May 31, 2017 ▶ 2:20
Disclosure
Winn: DroneDeploy raised $20M in Series B, exceeding its target
“We raised 20 in our last round. That was a little bit more than we actually intended.”
Mike Winn May 31, 2017 ▶ 2:43
Assertion Supported
Winn: DroneDeploy launched with £100K Scottish government grant
“We did have a 100,000 pounds of grant money to back us.”
Mike Winn May 31, 2017 ▶ 5:23
Disclosure
Winn paid himself £1,500 per month starting DroneDeploy
“Yeah, it was like 1500 pounds a month.”
Mike Winn May 31, 2017 ▶ 5:39
Disclosure
Mike Winn: DroneDeploy focuses exclusively on software rather than hardware
“No, we just do software. It's really hard to do. It's really hard to build a great software company.”
Mike Winn May 31, 2017 ▶ 6:43
Disclosure
DroneDeploy charges around $100 per month for commercial SaaS plans
“We actually have freemium, so anyone can go and download our products. And if you want to use it commercially, then you'll probably want to pay us a hundred dollars a month.”
Mike Winn May 31, 2017 ▶ 7:07
Disclosure
DroneDeploy charges $300 monthly for its business tier
“If you want to do, make larger maps, larger, three D models at higher quality, then you need to get our business plan, which is 300 dollars a month.”
Mike Winn May 31, 2017 ▶ 7:33
Opinion
Winn: Entire drone industry has only tens of thousands of users
“I think in the entire industry, we're talking about tens of thousands of people.”
Mike Winn May 31, 2017 ▶ 9:06
Insight
Winn: Drones are the first ubiquitous industrial robots across business
“I think what's interesting about the drone space is it is the first type of industrial robot that's really becoming ubiquitous across businesses.”
Mike Winn May 31, 2017 ▶ 11:17
Prediction Not checkable as stated
Winn: Future robotics platforms will orchestrate flying, driving, and floating drones
“So in the future, you can imagine all types of drones, those that fly, there's a float, there's a drive being working together on a platform like ours to not just detect problems, but actually to solve them.”
Mike Winn May 31, 2017 ▶ 12:40
Assertion Not checkable as stated
Winn: Drones cut construction earthwork QA time from 10 days to one
“So now you can deploy a drone instead of having a man walking out of the GPS, you can deploy a drone and what would have taken previously about 10 days, you can now do in one day to actually get the data, understand the quality of the earth movements, where th…”
Mike Winn May 31, 2017 ▶ 15:11
Assertion Not checkable as stated
Winn: DroneDeploy customer acquisition is almost entirely inbound
“We're pretty unique in the industry in the sense that we are almost entirely inbound.”
Mike Winn May 31, 2017 ▶ 15:48
Assertion Not checkable as stated
Winn: DroneDeploy maintains an NPS around 40
“It's generally around 40.”
Mike Winn May 31, 2017 ▶ 16:17
Assertion Not checkable as stated
Winn: DroneDeploy experiences seasonal churn from winter weather in agriculture
“We have quite a, we have a business that suffers a little bit from the weather. You can imagine using a drone in the winter when it's snowing or raining is just a worse value proposition than in the summer. So that's something we definitely see is that we have…”
Mike Winn May 31, 2017 ▶ 17:17
Insight
Winn: SaaS packaging and pricing should adapt to seasonal customer usage
“If they only want to use the products for an amount of months of the year, like fine, you can extend that. We should, but you've just got to build your products and package it and price it in the right way.”
Mike Winn May 31, 2017 ▶ 18:03
Disclosure
Winn: DroneDeploy has cash runway through the end of 2018
“Oh, definitely. Probably through the end of 20 18.”
Mike Winn May 31, 2017 ▶ 19:48
Opinion
Winn: DJI is crushing the commercial drone hardware space
“Never been an easy question. Add DJI is crushing it.”
Mike Winn May 31, 2017 ▶ 20:29
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