Right Side Capital Management

Right Side Capital Management (RSCM) is a venture capital firm established in 2010 and headquartered in San Francisco, California. The firm specializes in investing in the pre-seed stage of technology startups, primarily focusing on capital-efficient businesses that are not yet at full product-market fit. RSCM typically makes 75 to 100 investments annually, targeting companies with pre-money valuations between $1 million and $3 million. While the firm primarily invests in the United States and Canada, it occasionally extends its focus to startups in Western Europe, Israel, Australia, and New Zealand. RSCM aims to support what it perceives as the most underserved segments of the startup ecosystem, often investing in companies located outside major tech hubs like the San Francisco Bay Area and New York City. The firm is a Registered Investment Adviser and strives to provide potential entrepreneurs with a clear decision regarding their funding applications within two weeks. Since its inception, RSCM has made approximately 200 investments across 19 states.

Kevin Dick

Managing Partner

Dave Lambert

Founder and Managing Director

David Lambert

Founder and Managing Director

Jeff Pomeranz

Managing Director

Past deals in Messaging

Vengreso

Pre Seed Round in 2022
Vengreso provides training and technology services focused on enhancing virtual selling skills for sales teams and business owners. The company aims to improve prospecting and sales performance by using science-based teaching techniques that help sellers retain and apply knowledge effectively in their daily activities. Vengreso also offers FlyMSG, a text expander and personal writing assistant designed to streamline communication for knowledge workers by reducing repetitive messaging and tasks. Through these offerings, Vengreso supports sales and marketing professionals in navigating the digital sales ecosystem and building stronger buyer engagement and sales pipelines.

Lena Health

Seed Round in 2020
Lena Health is a developer of a text-based virtual assistant platform designed to assist patients, particularly those with chronic conditions. The platform leverages conversational AI to facilitate care coordination and navigation tasks, while also providing the option for human support when needed. By allowing patients to schedule appointments and manage their health via SMS text live chat, Lena Health offers a convenient alternative to lengthy phone calls. This service is especially beneficial for value-based care organizations and payers, as it enhances medication adherence and aims to improve overall health outcomes for its members.

ConnectOR

Pre Seed Round in 2020
Surgeries are complicated and ORs are some of the most expensive real estate in the world. Challenges come from all angles - from delayed start-times resulting in domino delays and overlapping cases to staff struggling to navigate complex, disconnected legacy systems, little frictions can lead to major ripples resulting in inefficiencies and unfavorable outcomes for providers and patients. At ConnectOR, we've developed a suite of simple, integrated solutions that solve critical pain-points across the surgical journey. We start with our interconnected scheduling portal and team messaging modules that seamlessly push critical data to our surgical coordination platform for teams to stay informed and in sync. From informing patient families with automated, real-time procedure updates to empowering OR managers with valuable metrics on what matters most to your team, our intuitive modular platform and a forward-thinking product pipeline addresses challenges across your surgical workflow - creating value and reducing frictions for all our users from caregivers to administrators. The future of surgery is Connected.

Akia

Pre Seed Round in 2019
Akia is an AI-powered guest journey platform tailored for the hospitality industry, focusing on enhancing guest satisfaction and streamlining operations. The platform offers a suite of features including advanced automation, messaging, mobile check-in, digital surveys, food and beverage menus, and arrival guides. Through its Mini Apps, Akia provides a personalized mobile experience that does not require developers or downloads, allowing hotels to engage with guests effectively. By leveraging chat and artificial intelligence, Akia facilitates contactless options for check-in and on-property communications, while also assisting in reputation management. Overall, Akia enables hospitality businesses to optimize their operations and deliver exceptional guest experiences.

Hellofriend

Venture Round in 2019
Hellofriend, Inc. is a social ordering platform that facilitates seamless interactions for users looking to engage with local businesses. Established in 2017 and headquartered in Cambridge, Massachusetts, the platform allows users to order and pay in advance at their favorite establishments while inviting friends to join in on the experience. This collaborative approach enables users to unlock exclusive rewards and share loyalty points, fostering a sense of community. Additionally, Hellofriend offers features such as contactless in-store ordering and payment, as well as mobile ordering capabilities, equipping businesses with essential tools to thrive in a competitive landscape. The company has received support from notable organizations including the Harvard Innovation Lab and various venture capital firms.

Stackin'

Series A in 2019
Stackin' is a financial fitness platform aimed at empowering individuals to enhance their financial lives through engaging text messages. With over one million subscribers, it targets a younger demographic by offering tools and curated products that promote healthy financial habits in a fun and judgment-free environment. The platform leverages a custom messaging system, along with data, machine learning, and human interaction, to send personalized messages that educate users on saving money, reducing debt, and starting to invest. Additionally, Stackin' provides financial tips and content designed to inform and entertain its audience, helping them make informed decisions for their financial future.

Courier

Convertible Note in 2019
Courier provides a notification management platform that allows developers to effectively route user notifications across various communication channels, such as email, SMS, and messaging apps. By utilizing an API, the platform intelligently determines the optimal channel for delivering messages based on user engagement and online status. This capability enables businesses to craft a single message that can be reused across multiple channels or customized for specific platforms, ensuring timely and relevant communication with users, business partners, and external stakeholders. With a commitment to customer success, Courier has evolved alongside technological advancements while maintaining stable management practices and long-term relationships with its clients.

Kylie.ai

Convertible Note in 2019
Kylie.ai, Inc. specializes in consumer data analytics software aimed at automating customer care conversations. Founded in 2014 and based in San Francisco, the company has developed a proprietary artificial intelligence system that comprehensively analyzes customer complaints by understanding their context and sentiment. This technology enables the software to generate appropriate responses based on relevant company data, allowing for efficient monitoring of communications directed to customer support teams. By automating the initial response process, Kylie.ai significantly reduces the workload for support agents, freeing them from routine inquiries and enabling them to focus on more complex issues. The company operates as a subsidiary of Directly Software, Inc.

Bitesize

Convertible Note in 2018
Bitesize, Inc. is a company founded in 2017 that operates a two-way messaging platform designed to facilitate personal dialogue between brands and consumers. Utilizing artificial intelligence, the platform enables brands to send and receive messages in bulk while organizing responses based on context, keywords, and sentiment. Bitesize caters to various industries, including automotive, home services, healthcare, and entertainment. The company aims to transform customer interactions by providing a unique conversational experience, allowing brands to engage meaningfully with consumers and drive sales. By enabling genuine one-on-one conversations at scale, Bitesize addresses the modern consumer's desire for authentic engagement beyond traditional marketing methods.

Chatcast

Convertible Note in 2018
Chatcast turns Messaging Apps into your most powerful marketing tool.

Stackin'

Seed Round in 2017
Stackin' is a financial fitness platform aimed at empowering individuals to enhance their financial lives through engaging text messages. With over one million subscribers, it targets a younger demographic by offering tools and curated products that promote healthy financial habits in a fun and judgment-free environment. The platform leverages a custom messaging system, along with data, machine learning, and human interaction, to send personalized messages that educate users on saving money, reducing debt, and starting to invest. Additionally, Stackin' provides financial tips and content designed to inform and entertain its audience, helping them make informed decisions for their financial future.

Roof AI

Convertible Note in 2017
Roof AI Inc. is a Montreal-based company founded in 2016 that operates an online messaging platform leveraging artificial intelligence to facilitate communication between real estate organizations and their clients. The platform enhances customer engagement by allowing real estate brokers to provide a personalized digital experience at scale. By automatically initiating conversations with customers, Roof AI helps real estate professionals convert leads from various channels, including social media and websites. This approach not only aims to generate new revenue from existing customers but also allows brokers to reduce operational costs, standardize responses, and minimize response times, thereby improving overall customer satisfaction.

PhoneWagon

Pre Seed Round in 2017
PhoneWagon is beautiful call tracking software that helps businesses improve their marketing spend by placing unique local phone numbers on each of their different marketing campaigns. Businesses can turn off campaigns that aren't working and for the campaigns that are working, they can quickly test new ads to further improve ROI. PhoneWagon also allows businesses to communicate with customers through text messages, both manually and automated. Automation allows businesses to send a text message based on an event like a missed call. This engages prospects and prevents them from calling the next business on the list and further improves ROI.

Community

Convertible Note in 2017
Community is a social engagement platform that enables effective two-way communication between influencers and their audiences. It provides a unique 10-digit phone number that connects businesses, brands, public figures, and creators directly to their consumers. By facilitating interactions without the challenges of commercial interests, toxicity, and data privacy issues commonly found on social media, the platform allows a diverse range of users—including global brands, sports teams, artists, and small businesses—to engage with their audience on a personal level. This approach enhances communication and fosters meaningful relationships between influencers and their followers.

On Second Thought

Convertible Note in 2017
On Second Thought Inc. is a technology company that has developed a messaging application allowing users to undo and edit messages before they reach the recipient's device. Founded in 2014, the company is headquartered in Washington, D.C. Its iOS application supports sending and receiving SMS and MMS messages, group messaging, and automatic synchronization of contacts and existing conversations. The app employs patented technology that enables users to delay or recall messages and peer-to-peer payments, providing greater control over communications and transactions. This functionality helps users rectify inaccuracies in messages or correct mistakes in payments before they are delivered, thus enhancing user experience and reducing potential errors.

Drinkeasy

Convertible Note in 2016
Drinkeasy operates as a text-message based marketplace specializing in premium and craft spirits from global distilleries. The service functions as a personal shopping assistant, offering users the ability to discover and purchase hard-to-find beverages that are often unavailable in local liquor stores. By combining artificial intelligence with human expertise, Drinkeasy provides tailored recommendations based on individual tastes, ranging from rare scotches to small-batch tequilas. This innovative approach focuses on creating a personalized conversational shopping experience, making it easier for consumers to access a curated selection of high-quality spirits.

Purple

Seed Round in 2016
Purple is a conversational media platform that connects individuals who are passionate about a topic, to curious people who want to learn about it. Their platform allows users to create channels about a topic where they send out interactive stories, and cover exciting events live through messaging. Here is a demo video of our politics channel so you can see how the service works on SMS.

Lifecycle

Convertible Note in 2016
Lifecycle is an event-based, outbound communication platform for growth teams looking to acquire, convert & retain their first million customers. We allow digital businesses to test, measure & send optimized messages to their customers with the right content, to the right users, on the right devices, at the right time - all based on how the user is interacting with their web or mobile app.

Tapglue

Convertible Note in 2016
Tapglue is a developer of an online application engagement platform that enhances mobile applications by adding a social layer and various engagement features. With over twenty years of experience in product development, growth, and engineering from notable tech companies, Tapglue focuses on leveraging network effects to improve user retention and engagement. The platform allows mobile developers to integrate social functionalities swiftly, enabling users to create personal profiles and connect with friends. By providing a plug-and-play experience, Tapglue empowers app creators to concentrate on delivering an exceptional user experience while effectively building their communities.

Spoken

Convertible Note in 2016
Spoken, Inc. is a company that provides a mobile messaging application designed to connect users with native English-speaking coaches for business English lessons. Founded in 2016 and based in Chattanooga, Tennessee, Spoken allows users to schedule lessons at their convenience, enabling them to learn at their own pace. The application leverages artificial intelligence to enhance the efficiency of private lessons, making them more affordable and effective. By minimizing downtime during lessons, Spoken ensures that users receive focused support and feedback from trained U.S.-based coaches, optimizing the learning experience.

Karmies

Convertible Note in 2016
Karmies creates emoticons that can be branded and clicked on a user’s smartphone keyboard. It offers Karmies Secret Emojiallows, which allows users to add secret pictures and text behind emoticons and send them to friends. The company was co-founded by Megan Haines and Dustin Mallory and is based in Denver, Colorado.

Init.ai

Seed Round in 2016
Init.ai is a developer of a conversational application development platform that allows companies to create AI-driven and natural language conversational apps without the need for downloads. The platform utilizes advanced machine learning techniques that learn from exposure to various training examples, enabling the creation of standalone, platform-agnostic applications. It offers a comprehensive solution that integrates messaging, business logic, and third-party APIs, streamlining the development process for conversational applications. Init.ai was acquired by Apple.

Gorgias

Pre Seed Round in 2015
Gorgias is a customer service platform tailored for ecommerce businesses, aimed at enhancing customer interactions through advanced automation and AI features. Established in 2015, Gorgias has expanded from a small team to over 250 employees across eight international offices. The platform allows online stores to manage customer support seamlessly across various channels, including email, voice, SMS, live chat, and social media. By utilizing machine learning, Gorgias helps merchants streamline their customer support processes, offering tools that suggest solutions and create templates for efficient communication. Serving more than 12,000 merchants, including well-known brands like Steve Madden and Glossier, Gorgias stands out as a certified B Corporation, committed to sustainable and equitable workplace practices.

Stefan's Head

Convertible Note in 2015
Stefan's Head operates an e-commerce platform that specializes in facilitating purchases exclusively through text messaging. The company caters to individuals interested in unique and appealing products, providing them with notifications about new collections and offerings. Customers can easily place orders via text, allowing for a streamlined and convenient shopping experience. By focusing on SMS communication, Stefan's Head aims to create a direct and engaging channel for consumers to discover and acquire cool items.

PocketSuite

Convertible Note in 2014
PocketSuite, Inc. offers a mobile application designed for independent professionals to manage their businesses efficiently. Founded in 2012 and based in San Francisco, the PocketSuite app allows users to schedule appointments, accept payments, and communicate directly with clients through text messaging. This comprehensive tool facilitates better client relationships and streamlines business operations for freelancers and self-employed individuals. By integrating seamlessly with websites, PocketSuite enhances the overall client engagement experience, making it a valuable resource for service professionals seeking to optimize their workflow.

Praiseworthy

Convertible Note in 2013
After a customer makes a purchase at a Praiseworthy enabled store, she gets an SMS with a link to a short survey to leave feedback about her interaction with the sales rep that made the sale. The rep and his manager get notified of the customer’s response, which they can see in a Yelp-like dashboard. In the last 3 years we have grown from working with 7 stores to now over 1300 stores across the US states, surveying over 2 million customers/year. Fosubo is part of the Corporate Training market, which is $161B in the US.

Email Copilot

Seed Round in 2013
Embarke increases engagement and revenue for marketers with 15 minutes of integration and a simple click of a button. We automatically deliver messages when each individual user is most likely to engage, and with content they actually care about. This optimization is automatic (set-it-and-forget-it), and has resulted in 5%-20% increases in opens and clicks.

Kato

Seed Round in 2013
Kato is fixing the problem of business communication - enabling teams to communicate faster and more efficiently, reduce email overload and easily access their organizational knowledge. We're on a mission to make life a little better -- to make our jobs easier and more pleasurable, to help businesses work more efficiently, to improve how we communicate with each other. Kato brings the power of text, voice and video to team communication and intelligently manages information coming from other services, preventing data silos while reducing organizational noise. Companies large and small are more efficient and productive using Kato, both internally and with external partners, vendors and customers. Kato makes it possible to bypass the email blackhole and communicate with customers and partners in real-time. Organizations send less email and leverage knowledge better with Kato’s best-in-class search. We're built for business, with enterprise-grade security and administrative control. No hardware to maintain, software to update, or database to backup. It’s for distributed teams and remote workers, small businesses and large multi-nationals, and everything in between.

Nveloped

Seed Round in 2012
nveloped

Lua

Seed Round in 2012
Lua specializes in powering HIPAA compliant messaging for the healthcare industry. It offers a mobile coordination solution that provides immediate access to the people and information needed to get a job done, anywhere. The company was founded in 2011 and is headquartered in New York, New York.
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