DISRUPTING THE VEHICLESUPPLY CHAIN USING INNOVATIVE TECHNOLOGY INVESTOR PRESENTATIONMarshall ChesrownChairman & CEOMay 2019

1

This presentation includes financial forecasts, projections, and other forward-looking statements regarding RumbleOn, Inc. (“Company”), itsbusiness and prospects. This forward-looking information is based on assumptions and expectations which, while considered reasonable by theCompany and its management as of the date of this presentation, are subject to risks, uncertainties, and other factors that may cause actualresults and performance to materially differ from results or performance expressed or implied by the forward-looking statements, includingthose risks set forth under the heading “Risk Factors” and elsewhere in our Annual Report on Form 10-K filed with the Securities and ExchangeCommission (“SEC”) on April 1, 2019, and in our other filings with the SEC. The Company assumes no obligation to update the information in thispresentation, except as otherwise required by law. Readers are cautioned not to place undue reliance on these forward-looking statements,which speak only as of the date hereof. The statements, information and estimates contained herein are based on information that the Companybelieves to be reliable as of today’s date, but the Company cannot assure you that such statements, information or estimates are complete oraccurate.

Without limiting the foregoing, the inclusion of the financial projections in this presentation should not be regarded as an indication that theCompany considered, or now considers, them to be a reliable prediction of the future results. The financial projections were not prepared with aview towards public disclosure or with a view to complying with the published guidelines of the SEC, the guidelines established by the AmericanInstitute of Certified Public Accountants with respect to prospective financial information, or with U.S. generally accepted accounting principles.Neither the Company’s independent auditors, nor any other independent accountants, have compiled, examined or performed any procedureswith respect to the financial projections, nor have they expressed any opinion or any other form of assurance on such information or itsachievability. Although the financial projections were prepared based on assumptions and estimates that the Company’s management believesare reasonable, the Company provides no assurance that the assumptions made in preparing the financial projections will prove accurate or thatactual results will be consistent with these financial projections. Projections of this type involve significant risks and uncertainties, should not beread as guarantees of future performance or results and will not necessarily be accurate indicators of whether or not such results will beachieved.

Forward Looking Statements & Projections

22

Key Management

Marshall ChesrownCo-Founder, CEO

Steve BerrardCo-Founder, CFO

3

Our Vision:Disrupt the pre-owned vehicle supply chain through the use of innovative technology to create the only 100% online vehicle marketplace for all buyers and sellers

4

The Pre-Owned Vehicle Market is Massive and Fragmented

$1 Tn+Annual Pre-OwnedVehicle Sales(1)

50m+Annual Pre-Owned Retail Vehicle Sales(1)

5-6mVehiclesListed on Craigslist

$764 Bn

Graph: Aggregation of multiple sources.Market data is from U.S. Census Bureau 2017 Retail Sales by Industry1Edmunds.com 2017 Used Vehicle Market report and Publicly-listed dealership filings

50%% of Vehicles Sales Peer-to-Peer(1)

5

Only Platform Disrupting the Entire Supply Chain

Consumer to Dealer Sales

Dealer to Consumer Sales

Dealer to Dealer Sales

Consumer to Consumer Sales

Online Cash Offers Consumers

Online Cash Offers Dealers

Online Cash Offers Lenders

Consumer Listing Site

Multi-Vehicle Segments

6

What We DoRumbleOn is disrupting the entire pre-owned vehicle supply chain with a nimble, capital-and-infrastructure-light model with multiple vehicle acquisition and distribution channels

7

Why We Are Different

8

Technology PlatformProprietary VIN-based

software platform with a rich set of capabilities

ScalableLimitless expansion

capabilities with minimal capital requirements

FlexibleAgnostic acquisition and

distribution enabling higher margins and lower average

days to sale

Ease of UseFrictionless marketplace

provides sellers with cash offers in <5 minutes

Our Technology Platform Enables Disruption of Vehicle Supply and Distribution

Current product suite includes:

Cash Offer Tool

RumbleOn Marketplace

RumbleOn Classifieds

RumbleOn DealerDirect

Inventory Management

In-house, dedicated product technology team (60+)

Proprietary Technology Platform

Carvis – Automated Vehicle Purchasing System

Tracker Tool

Integration Systems

AI – Machine Learning

Robust RumbleOn Database

9

10

The New RumbleOn.com

The only platform that allows consumers and dealers to buy, sell, trade, and finance 100% online

All vehicle types listed for sale in one online destination through the same simple process, and on the same user-friendly platform

Enhanced filters to search large range of inventory, across all vehicle types

Simplified cash offer process will allow consumers to get a fast cash offer on all vehicle types which will create additional inventory

RumbleOn Finance platform will provide buyers with a fully transactional, paperless purchasingexperience

THE 100% ONLINE VEHICLE MARKETPLACE

3rd PartyFulfillment Providers

RECONDITIONING CONDITION REPORTS

FULFILLMENTPHOTOS

Capital & Infrastructure Light Business Model No Showrooms

No Reconditioning Centers

No Associated Personnel

100% Third Party Fulfillment Centers

17 Regional Third Party Fulfillment CentersFulfillment centers are now located within 200 miles

of 80% of the U.S. population.

GEOGRAPHIC LOCATIONS

11

Proven ExecutionTotal

RevenueTotalUnits

(1) Q2 2019 ranges are management’s outlook as of May 14, 2019 12

313 355 8782,013

2,875

6,763

$3,706,000$3,440,000

$8,080,000

$13,915,000

$19,255,000

$115,148,00012,103

12,700 – 13,300Outlook(1)

$223,177,759

$230M - $240MOutlook (1)

27%

73%

Q1’19 Sales Mix

Powersports

Automotive

Growth Catalysts and Path to Profitability

• Increase vehicle distribution to consumers on RumbleOn.com

• Increase vehicle distribution to dealers through DealerDirect

• Vehicle acquisition from consumers and dealers via RumbleOn’s Cash Offer Tool on RumbleOn.com

• Increase acquisition from consumers through conversions from RumbleOnClassifieds.com

• Optimization of inventory pricing, mix and distribution locations

• Incremental sales from the use of RumbleOn Finance

• Adding additional vehicle segments to the RumbleOn suite of offerings

Key Levers for Revenue Growth and Margin Expansion

13

Financial Results and Outlook

Q2 2019 Financial Outlook

» Total Unit Sales in the range of 12,700–13,300

» Total Revenue in the range of $230–$240 million

» Maintain average days to sale of less than 30

We expect to drive growth in total unit sales and total revenue with Q1 and Q2 being the strongest quarters of the year, followed by a modest flattening in the back half, on a sequential basis. Our expectations for total revenue assumes average sales price at or about the same levels with Q1.

RumbleOn’s 100% online marketplace, and capital- and infrastructure- light model is an important advantage that will allow us to realize significant operating leverage over time, positioning us to achieve our long-term operating margin target of 10%.

Expectations

Management Objectives

14

Seasonality

Outlook is management’s expectations on May 14, 2019

The volume of vehicles sold will generally fluctuate from quarter-to-quarter. This seasonality is caused by several factors including weather, the timing of pre-owned vehicles available for sale from selling consumers, the availability and quality of vehicles, holidays, and the seasonality of the market for pre-owned vehicles. As a result, revenue and operating expenses related to volume will fluctuate accordingly on a quarterly basis. The fourth calendar quarter typically experiences lower used vehicle accessibility as well as additional costs associated with the holidays and winter weather.

Powerful Technology Platform

Disruptive Agnostic Strategy

Revenue Growth and Margin Expansion

Massive Addressable Market

Vast Acquisition and Distribution Channels

Compelling Unit Economics

Key Investment Highlights

15

THANK YOUThank you

www.rumbleon.com