Jason Caplain

Co-Founder and General Partner

📍 Raleigh, North Carolina, United States🔄 Updated September 2026💼 11 investments📅 21 years investing🗓 Last invested Dec 2024𝕏 @upgrade_to_unlock
VC🌍 United States
11
Total investments
5
Early stage
0
Mid stage
3
Late stage
21y
Years active

Portfolio

10 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Board Member
Dec 2024
Tiga is your AI-driven solution for personalized B2B selling. Streamline prospecting with our advanced capabilities, freeing your sales team to focus on core strengths. Conduct deep research on target accounts, generating meaningful interactions via email and social channels. Tiga handles complex sales conversations, securing qualified, booked meetings. Effortlessly manage pre and post-meeting tasks, creating insightful briefs and capturing prospect pain points. Experience instant follow-ups with personalized emails based on meeting notes. Empower your sales team for enhanced efficiency and results. Elevate your sales strategy with Tiga AI
Investor Committee Member
Jan 2024
Where female founders in the DMV meet to access capital, community and connections.
Board Observer
Aug 2022
The all-in-one working capital, banking, and profitability management solution for ecommerce businesses.
Board Member
Aug 2022
Our mission is to build a society of environmental stewards, starting with our youngest learners, to save our planet. We partner with sustainability experts, child psychologists and educators to create the world’s first circular subscription toy kit. Purchase an age-appropriate kit, play during the most critical phase of development, then return to be cleaned and refurbished for the next family. We are taking an uncompromising approach to learning, ensuring every toy is thoughtfully selected to provide age appropriate development opportunities while changing the paradigm of ownership and consumption. We believe modeling sustainable behavior for our tiny citizens can be fun and full of learning while also saving our earth.
early stageManufacturing
Board Observer
Nov 2019
Circonus is the monitoring and analytics platform built for the modern-day enterprise. Circonus delivers crystal-clear, real-time visibility of the behavior, health, trends, and performance of traditional infrastructure and cloud-based technologies in one powerful, unified platform. Led by experts in large-scale distributed systems and data science, Circonus is pioneering the way that telemetry data at scale is leveraged throughout the enterprise to drive smarter operations, deploy faster, make better decisions, and deliver mission-critical services with confidence.
Board Observer
Nov 2019
ServiceTrade is a best-in-class field service management platform that helps commercial service contractors achieve scalable growth by maximizing technician performance, streamlining operations, and delivering digital-first experiences that win and delight customers.
Board Observer
Jun 2019
Founded in 2017 by ShareFile creator Jesse Lipson, Levitate was built with a passion for helping small and medium-sized businesses focus on what they do best: building relationships. Our pioneering approach to marketing—what we call “keep-in-touch” marketing—leverages personal, authentic communication strategies with the power of an AI-driven platform to keep your business top of mind all the time. Clients can use the platform to send top-performing email and social media post templates to their network, make AI-created content in seconds, use our built-in meeting booking, send Happiness Surveys to get a pulse on your clients, generate reviews, set up keep-in-touch tags for contacts, create automated drip campaigns, and more -- all with a dedicated Success Specialist by your side. For more information, visit www.levitate.ai.
Board Member
Dec 2016
Imagine your car feeling new again. Born & raised in North Carolina’s Research Triangle Park, our team at Spiffy has always had an affinity for technology. Since 2014, we’ve used that passion to pursue our goal of truly convenient and environmentally-friendly car care for individuals and fleets across the country. With our Spiffy app, you can schedule, track, and pay for mobile oil change, car wash, detail, and other maintenance services at a time and date that fits your schedule. Our professionally trained technicians come to you with all the equipment needed to make your car feel new again. All of our services, from a basic car wash to a nano-ceramic coating or oil change, are designed to be conscious of the local ecosystem. Each appointment uses less than half of the water of a traditional car wash and we always take the dirty water back with us. Our eco-friendly supplies, products, and proprietary technology safely removes and recycles used water and oil. Whether you’re at home or work, we’ll take care of your car so you can get back to living your life.
Board Observer
Sep 2014
We're hiring! Check out our open positions - http://reverbnation.com/careers We connect Artists with the Music Industry. Have a question? Email support[at]reverbnation[dot]com. ReverbNation puts Artists First with powerful career management tools, A&R capabilities, and far-reaching industry relationships. Since 2006, more than 4 million Artists from across the world have used ReverbNation to connect with venues, festivals, brands, blogs, labels, and fans, allowing them to advance their careers and grow their audience.
Board Member
Oct 2005
We're hiring! Check out our open positions - http://reverbnation.com/careers We connect Artists with the Music Industry. Have a question? Email support[at]reverbnation[dot]com. ReverbNation puts Artists First with powerful career management tools, A&R capabilities, and far-reaching industry relationships. Since 2006, more than 4 million Artists from across the world have used ReverbNation to connect with venues, festivals, brands, blogs, labels, and fans, allowing them to advance their careers and grow their audience.
Experience · 15 entries
All (15)
Investments (11)
Founder (1)
Board (10)
2024
Board Member
Dec 2024
Tiga is your AI-driven solution for personalized B2B selling. Streamline prospecting with our advanced capabilities, freeing your sales team to focus on core strengths. Conduct deep research on target accounts, generating meaningful interactions via email and social channels. Tiga handles complex sales conversations, securing qualified, booked meetings. Effortlessly manage pre and post-meeting tasks, creating insightful briefs and capturing prospect pain points. Experience instant follow-ups with personalized emails based on meeting notes. Empower your sales team for enhanced efficiency and results. Elevate your sales strategy with Tiga AI
Investor Committee Member
Jan 2024
Where female founders in the DMV meet to access capital, community and connections.
2022
Board Observer
Aug 2022
The all-in-one working capital, banking, and profitability management solution for ecommerce businesses.
Board Member
Aug 2022
Our mission is to build a society of environmental stewards, starting with our youngest learners, to save our planet. We partner with sustainability experts, child psychologists and educators to create the world’s first circular subscription toy kit. Purchase an age-appropriate kit, play during the most critical phase of development, then return to be cleaned and refurbished for the next family. We are taking an uncompromising approach to learning, ensuring every toy is thoughtfully selected to provide age appropriate development opportunities while changing the paradigm of ownership and consumption. We believe modeling sustainable behavior for our tiny citizens can be fun and full of learning while also saving our earth.
early stageManufacturing
2021
Board Member
Jan 2021
Venture Atlanta is proud to be one of the nation’s largest venture capital conferences and communities. Over the years, we’ve connected over 760 companies to $7.5 billion in capital. We began 15 years ago with one mission: to connect startups to capital. Today, this mission has expanded beyond monetary capital to connect companies with the resources, networks, clients, partnerships, and talent they need to grow. Venture Atlanta has played an important role in the tech ecosystem of the Southeast. Each year, we bring together innovative companies, disruptive technologies, and top-tier investors for a high-caliber, 2-day conference in the heart of Atlanta.
Show all 15 entries ↓
Investment activity
2005–2024 · 11 investments
20051201412016120193202112022220242
Recent (last 2 years)Earlier