Fundraising for software that supports charitable giving started off as a challenge for Grapevine CEO Emily Rasmussen. After unlocking the fundraising story that would gain traction, she ran into another challenge. The year-end holidays disrupted her momentum and threatened to sabotage an exciting round. Emily shares how she weathered the storm and the important lessons she learned about the impact of calendar timing when raising.

Adeel Mallick, the co-founder and CEO of Humming Homes, had the perfect background to start a company and lead a fundraise. Experience at startup studios, an MBA, and stints at top venture capital firms had him setup to knock the first fundraise for his startup out of the water. When things didn't go as planned, Adeel had to reflect, regroup, and recommit to the process to get his company the seed funding it needed to scale.

Jack Alton was a startup vet before he was recruited to join Neuro-ID as its CEO in 2016. His requirements to join included headquartering the company in Montana and building a remote first culture. Back then those pursuits were not only rare but considered flaws. 5 years later, they would be come major reasons for Canapi Ventures to preempt Neuro-ID's Series B round.

In 2016, Guy Friedman was a successful startup founder with an exit. Most would think that would make raising money for his next company SteadyMD a breeze. Instead, none of his prior investors decided to back him and he was on a familiar grind to getting funding. Fast forward to 2020 and Guy was steadily growing his core business when a wave hit in the form of acceleration towards telemedicine. All of the sudden he was surfing and fundraising became a very very different experience.

Parker Treacy had to become fluent in two completely foreign languages, Portuguese and Fundraising, on his path to building Cobli out of Brazil.

Erin Carpenter grew up focused on becoming an entertainer with classical training as a ballerina. When she went to raise money, she found that the fundraising dance was surprisingly hard to learn.

Nicole Emrani Green's journey from the rambunctious daughter of Persian immigrants to venture-backed CEO had twists and turns. Surprisingly, her first career in psychotherapy gave her some of the tools to help advance herself as a leader and successfully close a $4MM Seed round for her company Givingli.

Matt Pohlson, co-founder and CEO of Omaze, has had one of the most death defying startup journeys ever. Time and time again, his company has been on the brink of death, only to be saved by Matt’s persistence and never-quit attitude. While most involved nearly running out of funds, one experience involved his own near death experience as he flatlined on an ER bed with his family surrounding him. Persistence brought him back from the brink and eventually back to Omaze where he used an even stronger belief in their mission to lead a Series B fundraise in March of 2020 just as COVID began impacting the world.

For the three years between her graduation from Y Combinator to her splashy $50MM Series A raise from Sequoia, Christina Cacioppo and her company Vanta kept a low profile. Back in 2018, they had been working in a space few people were talking about around Silicon Valley. SOC2 compliance for startups hardly got people excited. Then, almost out of nowhere, came the announcement that Vanta had raised $50MM from Sequoia Capital. Christina shares how she got to this point and how much impact YC had on the process.