Jason Grad

Building the front door to the web for AI.

Co-founder & CEO of Massive, real-time web access for AI and a 2026 Inc. 5000 company. Before that I founded Cheerful Giving and co-founded RunWithMeg and RCVR, all three acquired. I started out as a top salesperson at Yelp.

Portrait of Jason Grad
Co-Founder & CEO Active

A front door to the entire web.

Massive gives AI agents and data teams real-time web access through a consent-based residential network. Every connection comes from a real person, in 195+ countries, who opted in and is rewarded for it.

  • 99.8% success
  • <600ms
  • 195+ countries
  • SOC 2
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#217
Inc. 5000 · 2026
Newcomer of the Year
Proxyway Awards · 2025
#1
US residential success rate
Webby
Honoree · 2022
Backed by
Point72 Ventures Microsoft Nvidia Coinbase Ventures Mozilla Ventures Hustle Fund Xoogler Ventures
Trusted by
Snowflake Shopee Tavily Traject Data Forage AI
Featured in
TechCrunch Bloomberg WIRED Business Insider POLITICO Inc.
“Jason doesn't stop. He pushes through. It may seem simple, but I think that's all it takes to make things happen. He will be successful at whatever he puts his mind to. You're lucky to find him on a list of partners or colleagues.”
Ryan ShefferEngineer, Massive

Before Massive

Three companies. Three acquisitions.

Cheerful Giving donation platform on a laptop

Cheerful Giving

Founder Acquired

Acquired by GoodWorld

An all-in-one fundraising platform for nonprofits, including donation pages, spare change programs, and branded mobile applications.

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Cheerful raised millions for some of the biggest charities in the United States.

Logos of charities that fundraised with Cheerful Giving
“Jason has vision and expects his colleagues to always reach higher. His startup fundamentals are unmatched and I've learned a great deal watching him work and push through obstacles. He has a voracious appetite for building and unlocking value. He's as comfortable overcoming technical challenges as ‘blocking and tackling’ new business verticals.”
Richie KendallCXO, GoodWorld (acquired Cheerful Giving)

RunWithMeg

Co-Founder Acquired

Running & strength programs to get you mentally and physically fit.

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RunWithMeg app screens

Easily see what to work on for the day.

Take your training and nutrition plans anywhere.

Set health and fitness goals with your trainer.

“Jason was instrumental in the early success of RunWithMeg. He helped devise and execute a strategy, and hire the right team, that led to our immediate and incredible success. I couldn't have had such a fast start without him and am forever grateful that he believed in me from the very beginning. If you have the chance, I definitely recommend that you work with him.”
Meghan TakacsOwner, RunWithMeg
RCVR products

RCVR

Co-Founder Acquired

Products & experiences for fitness recovery and to help people stress less.

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Mind

Inbox zero for the mind

Body

Salvation from the inflammation

Sleep

Reap the ROI from REM

“Jason was instrumental in guiding strategy and leadership as RCVR got off the ground in a crowded and complicated market. We wouldn't have found the niche and distribution we did without him.”
Dan HuntCEO & Co-founder, RCVR

Where I started

Corporate Experience Elite Sales
  • Top-0.1% local salesperson in first year.
  • Fastest promoted to national sales in Yelp history at that time.
  • Founding member of National Sales Division – East.
  • Helped build out global infrastructure for National Sales.
“We had a nickname for Jason at Yelp: ‘Jason “The Man with Two Engines” Grad.’ No one ever questioned Jason's work ethic.”
Nate Evans, Former Manager, Yelp

Featured

Press & podcasts

Elsewhere

Words & Music

Let's talk.

Building on the web, writing about AI, or want to swap notes on startups? DMs are open.