Pineapple Pitch Deck (2019): 16-Slide Breakdown

See all 16 slides of the Pineapple pitch deck — a 2019 deck in Insurtech — with a slide-by-slide teardown of what the deck does well and where it falls short.

Pineapple presents a compelling case for a decentralized insurance model in South Africa, specifically targeting millennials who traditionally avoid property insurance. The deck effectively uses traction metrics—such as 12,000+ members and $8MM in assets added within seven months—to validate their 'snap and insure' mobile product. Their strategy hinges on reducing fraud through behavioral economics and lowering acquisition costs to 6x less than the industry average. While the deck excels at demonstrating product-market fit and brand strength, it lacks a detailed financial forecast and a speci…

Key takeaways

Executive Summary: A New Standard for Insurtech in Emerging Markets

Pineapple’s pitch deck is a masterclass in identifying a specific demographic friction point and solving it with a technology-first approach. By targeting the 88% of young South Africans who do not carry property insurance, Pineapple isn't just fighting for market share; they are creating a new market. The deck leans heavily on the 'social' aspect of insurance, utilizing behavioral economics to align the interests of the insurer and the insured.

Slides 1-4: The Problem and the 'Disconnect'

The deck opens by identifying a paradoxical problem on Slide 2: young people are statistically risk-averse, yet only 12% of 18 to 29-year-olds have renters or property insurance. This 'disconnect' is attributed to three factors on Slide 3: Trust (lack of transparency on premiums), Access (cumbersome onboarding), and Product (poor fit for millennial needs). Slide 4 introduces the counter-narrative: a model where users see where premiums go, insure items via photos, and enjoy month-to-month flexibility.

Slides 5-7: Product and Coverage Scope

Slide 5 provides a visual walkthrough of the 'Pineapple Solution.' The UI/UX is clearly modeled after modern fintech apps, featuring 'Insure With a Snap' AI that categorizes items like Macbooks automatically. Slide 6 bifurcates the value proposition: for members, it's about trust and lifestyle fit; for partner carriers, it's about accessing a millennial customer base and rich data analytics. Slide 7 lists their current coverage categories, which range from drones to jewelry, signaling a focus on high-value, portable personal property.

Slide 8: The Economic Thesis

One of the most important slides in the deck is Slide 8, 'The Long-term Goal.' It uses a comparative bar chart to show how Pineapple intends to disrupt the traditional insurance cost structure. By applying Mobile-First efficiency to expenses and Behavioral Economics to fraud, they aim to significantly reduce the non-value-adding components of a premium. This slide effectively communicates that Pineapple isn't just a prettier interface; it's a fundamental shift in the underlying unit economics of insurance.

Slides 9-11: Traction and Validation

Pineapple presents impressive growth metrics on Slide 9. Having launched only seven months prior to the deck's creation, they achieved over 12,000 members and $8MM in assets. The efficiency metrics are equally striking: a Cost per Acquisition (CPA) 6x lower than the industry and a conversion rate 8x the standard. Slide 10, titled 'Love,' uses social proof, citing a 4.7/5 app rating and an NPS of 63 (compared to an industry average of 29.9). Slide 11 lists a litany of awards, including 'MTN App of the Year' and 'Best Fintech Startup,' which serves to further de-risk the investment for skeptical VCs.

Slides 12-13: Competition and Backing

Slide 12 offers a rare level of transparency in a competitive matrix. Instead of a standard 'check-box' feature list, Pineapple compares itself to two competitors (represented by icons) based on Funding Raised and App Store Rankings . Pineapple shows that despite having significantly less funding (R5.2M vs R50M for a competitor), they hold a much higher App Store rank (25 vs 540+). Slide 13, 'Backed and Vetted,' displays the logos of Hannover Re, Old Mutual, and Compass Insure, proving they have the institutional 'paper' and reinsurance support necessary to scale.

Slides 14-16: Future Roadmap, Team, and Partnership Model

Slide 14 looks forward to 2019, mentioning motor insurance, a US expansion, and sharing-economy integrations. The management team on Slide 15 is notable for its concentration of actuarial talent, which is critical for an insurtech startup to maintain credibility with reinsurance partners. Finally, Slide 16, 'Lets Work Together,' outlines the division of labor: Pineapple handles the client-facing functions for a 15% GWP fee, while the carrier manages the backend and risk capital.

What Pineapple Does Well

Clarity of Vision: The deck never wavers from its core thesis that insurance is a trust-based social contract that has been broken by traditional corporate structures. By using terms like 'Member' instead of 'Policyholder,' they reinforce their community-centric brand.

Efficiency Metrics: The comparison of CPA and conversion rates against industry standards (Slide 9) is the strongest part of the deck. It proves that their marketing and onboarding funnel is vastly more efficient than the incumbents they are disrupting.

Institutional Credibility: For a startup in a highly regulated industry, the 'Backed and Vetted' slide is a 'must-have.' Having Hannover Re and Old Mutual involved suggests that the underlying actuarial models have been scrutinized by the best in the business.

What is Missing from the Deck

Detailed Financial Projections: While the deck shows current traction, it lacks a 3-5 year forward-looking P&L. Investors would want to see how the 15% GWP fee scales against their operational burn as they move into high-risk categories like motor insurance.

Specific Capital Ask: The deck mentions 'Seeking Funding' for the USA expansion on Slide 14, but it does not state a specific dollar amount, a valuation cap, or a clear use-of-funds breakdown for the current round.

Regulatory Deep Dive: In the South African context, insurance is heavily regulated. The deck glosses over the complexities of their 'joint effort' underwriting and how they navigate the Financial Sector Conduct Authority (FSCA) requirements.

Founder's Playbook: Lessons to Steal

The 'Efficiency Gap' Slide: Founders should emulate Slide 12. If you are outperforming better-funded competitors in public-facing metrics (like App Store rankings), highlight it. It proves that your team has a superior 'product-market-fit' or 'execution-to-capital' ratio.

Behavioral Economics as a Feature: Pineapple doesn't just say they are 'cheaper.' They explain why they are cheaper (Slide 8). By showing how they attack specific cost centers like fraud and admin, they make their lower prices feel sustainable rather than like a temporary 'burn-to-grow' strategy.

Actuarial Weight: If you are in a technical or regulated field (Insurtech, Medtech, Fintech), your team slide must reflect that. Pineapple’s inclusion of four actuarial profiles tells the investor that the 'math' side of the business is just as strong as the 'app' side.

Frequently asked questions

What is Pineapple's core value proposition for users?
Pineapple focuses on three pillars: Trust, Access, and Product. They build trust by showing users where their premiums go and allowing them to 'keep what's left.' Access is simplified through a mobile-first 'snap a picture' insurance process, and the product offers flexible month-to-month coverage on specific items rather than broad, confusing policies (Slide 4).
How does the Pineapple model differ from traditional insurance economics?
Traditional models lose significant value to fraud and high administrative expenses. Pineapple uses behavioral economics to reduce fraud and a mobile-first approach to lower expenses. Their goal is to keep the 'Risk (value)' portion the same while shrinking the overhead, ultimately making insurance cheaper for the end user (Slide 8).
What specific items does Pineapple currently cover?
As of the deck's publication, Pineapple covers a variety of personal electronics and hobby gear, including rings/jewelry, smartphones, laptops, guitars, drones, desktop computers, golf clubs, cameras, bicycles, and smartwatches. They also noted that motor (car) insurance was 'coming soon' (Slide 7).
Who are the key members of the management team?
The team is led by dual CEOs Marnus van Heerden (CA/Law) and Matthew Smith (Actuary). Other key roles include Hugo Mouton (COO, Actuary), Yashoda Ram (CMO, Marketing Actuary), Sizwe Ndlovu (CTO), and Ndabenhle Ngulube (CIO). The team is supported by non-executive directors from Hannover-Re and Lireas Holdings (Slide 15).
What are the company's immediate expansion plans?
Pineapple's 'Next Up' slide outlines three major goals: launching motor cover with a large South African carrier in 2019, expanding into the USA market (seeking funding and carriers), and facilitating transactions in the sharing economy by leveraging their social and risk data (Slide 14).
Cover slide of the Pineapple pitch deck — Early Stage / Growth 2019
Pineapple pitch deck, slide 1 (2019)

Pineapple pitch deck: the facts

Company
Pineapple
Year
2019 (estim…
Stage
Early Stage / Growth
Slides
16
Sector
Insurtech
Deck type
Partnership / Investor Pitch
Outcome
Award Winner (TDI Startup Insurtech Award)
Headquarters
South Africa

Pineapple pitch deck PDF

The full Pineapple deck is embedded on this page and can be read slide by slide in the browser — no download or account required. Each slide is covered in the breakdown above.

What the Pineapple pitch deck was used for

This deck is the **TDI Startup Insurtech Award – Pineapple** pitch, presenting Pineapple as a South African insurtech startup offering mobile-first, peer-to-peer insurance tailored to millennials and the 18–29 demographic. It was used around 2019, in an early-stage/growth context, as Pineapple was expanding its member base and validating its peer-to-peer insurance model in South Africa. The deck likely supported Pineapple’s participation in insurtech competitions such as VentureClash and TDI’s Startup Insurtech Award, showcasing traction (12,000+ members in seven months) and positioning for further funding and partnerships.

Business model: South African **insurtech** offering digital, mobile-first insurance via app and website, originally focused on peer-to-peer insurance for personal items and later expanding into comprehensive car insurance. Pineapple’s model allows users to insure possessions (and cars) in under about 90 seconds by snapping a photo or entering details in the app or online, with premiums pooled and unused funds po

Investors
Lireas Holdings (strategic investment arm of Hannover-Re Group Africa), ASISA Enterprise Supplier Development (ESD) Fund (managed by Edge Growth), Connecticut Innovations via VentureClash (top investment award)
Founders
Matthew Elan Smith, Ndabenhle Junior Ngulube, Marnus van Heerden, Sizwe Ndlovu
Headquarters
Johannesburg / Sandton, South Africa.
Industry
Insurtech / digital insurance.

Round: Early-stage / growth around 2019, with seed and bridging rounds completed and competition-linked investment (VentureClash) secured.

Year: 2017–2019 context: seed funding in 2017, bridging round in 2019, and VentureClash awards announced in 2019.

Total funding: At least R5.2 million seed funding in 2017 from Lireas Holdings, over R5 million+ bridging funding in 2019 from the ASISA ESD Fund, a R80 million (~$5.6m) Series A round announced in 2021, plus later disclosed investments including R68.5 million from MIC in 2023 and a R400 million round reported subsequently.

Use of funds as presented: Public sources indicate Pineapple used funding to build and scale its peer-to-peer digital insurance platform, expand from item insurance into broader offerings (including car insurance), grow its team, and support market expansion within South Africa.

What happened after the Pineapple deck

Following the period of the TDI Startup Insurtech Award deck (circa 2019), Pineapple progressed from early traction and competition wins into substantial institutional backing and growth funding. It closed seed and bridging rounds (Lireas and ASISA ESD), won VentureClash’s top investment, and then raised an R80 million Series A in 2021, followed by additional investments including R68.5 million fr

What the Pineapple deck got right

What could have been stronger

How an investor would read this deck

What draws attention

Risks that stand out

Questions this deck invites

What founders can take from the Pineapple deck

Pineapple pitch deck: common questions

What does Pineapple, the insurtech startup in this pitch deck, actually do?

Pineapple is a South African **insurtech company** that offers digital insurance via a mobile app and website, initially focused on peer-to-peer cover for personal items (gadgets, cellphones, jewellery, home appliances) and later adding comprehensive car insurance. Users can insure items (and cars) in under about 90 seconds by snapping a picture or entering details, after which AI identifies the item and suggests a premium.

Who founded Pineapple and where is it based?

Pineapple was co-founded by **Matthew Elan Smith**, **Ndabenhle Junior Ngulube**, **Marnus van Heerden**, and **Sizwe Ndlovu**. Public information places the company in **Johannesburg / Sandton, South Africa**, with operations described as Johannesburg-based and an office in Sandown, Sandton.

How much funding has Pineapple raised and from whom?

According to Ventureburn, Pineapple raised **R5.2 million seed funding** in 2017 from **Lireas Holdings** (Hannover Re Group Africa’s strategic investment arm) for a minority stake. In 2019, it took a **bridging round** from the **ASISA Enterprise Supplier Development Fund**, reported as more than the seed amount, though the exact figure was not disclosed. In 2021, Pineapple announced a **Series A round of R80 million (~$5.6 million)** from Lireas Holdings, ASISA ESD Fund, Vunani Capital, E4E, and the Old Mutual Enterprise and Supplier Development Fund. Subsequent reported investments include R68.5 million from **MIC** in 2023 and a later R400 million funding round.

What is special about Pineapple’s TDI Startup Insurtech Award pitch deck?

The Slideshare deck labeled **“TDI Startup Insurtech Award – Pitch deck Pineapple”** summarizes Pineapple as a South African insurtech startup providing insurance products tailored for millennials, with a mobile-first approach and behavioral economics elements. The existing article excerpt (linked to this deck) notes that Pineapple targeted the 18–29 demographic in South Africa and reached **12,000+ members within seven months of launch**, highlighting its traction and peer-to-peer model. This deck appears to have been used around **2019** in the context of insurtech awards and early-stage growth.

Did Pineapple win any competitions or prizes around the time this deck was used?

In 2019, Pineapple participated in **VentureClash**, a global venture challenge run by Connecticut Innovations, and was awarded both a **$25,000 VentureClash Innovation Prize** (announced August/September 2019) and later the **top investment award of $1.5 million** as the overall winner. These prizes were structured as investment and grant funding rather than a traditional priced equity round disclosed publicly, and they coincided with Pineapple’s early-stage growth phase when the TDI pitch deck was current.

Sources

Funding and outcome facts on this page were researched on 2026-08-22 from the pages below.

Pineapple pitch deck slides

Pineapple pitch deck slide 1 of 16
Pineapple pitch deck — slide 1 of 16
Pineapple pitch deck slide 2 of 16
Pineapple pitch deck — slide 2 of 16
Pineapple pitch deck slide 3 of 16
Pineapple pitch deck — slide 3 of 16
Pineapple pitch deck slide 4 of 16
Pineapple pitch deck — slide 4 of 16
Pineapple pitch deck slide 5 of 16
Pineapple pitch deck — slide 5 of 16
Pineapple pitch deck slide 6 of 16
Pineapple pitch deck — slide 6 of 16

What each slide of the Pineapple pitch deck says

Slide 2

Young people aren’t insuring ey ay The most risk-averse = The most likely to take up insurance I But only 12 percent of 18 to 29 year-olds have renters or property insurance. M Where is the DISC’ NNECT

Slide 3

Why don’t we buy insurance Vv Why am | paying this? Where does my premium go? | can order a taxi with two taps, why not insurance? | don’t understand my cover and it doesn’t suit my needs.

Slide 4

= AA What if you could Vv TRUST See how your premiums help others. Keep what's left. ACCESS Insure with just the snap of a picture. Mobile-first PRODUCT cetmonth-to-month cover on only the things you want.

Slide 6

What We Do For our me For our carrier Get young people insuring Get a millennial customer base Trust Brand value alignment User Experience Rich data and analytics Product-lifestyle fit Product design + Upselling

Slide text above is read directly from the Pineapple deck PDF embedded on this page.

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