Jenny Lefcourt is a Partner @ Freestyle where she invests in early stage tech companies. Prior to Freestyle, Jenny was the Founder of Weddingchannel.com and Bella Pictures which were both acquired. During this time, Jenny raised funds from titans of VC including Kleiner Perkins, Trinity Ventures, Amazon and more. Jenny has also angel invested and advised some incredible entrepreneurs with the likes of Minted and Style Seat.   In Today’s Episode You Will Learn: 1.) How did Jenny made his way into VC from founding and exiting 2 startups? 2.) What were the differences in raising money as a founder and as a VC? What learnings as a founder did Jenny have that have helped her move into VC? 3.) How have the large macro-economic changes affected Jenny's investing style? Has she seen a change in her investment cadence? Does Jenny place more emphasis on burn reduction now? 4.) Why does Freestyle not invest with a thesis? What are the benefits of this? How does Jenny make investment decisions going forward without a thesis? 5.) What does Jenny mean when she says that VCs suffer from duck syndrome? What can VCs do to make them the best and their founders life easier? Items Mentioned In Today’s Episode:  Jenny’s Fave Book: Dreamland, Blinkist (Harry's Suggestion) Jenny’s Most Recent Investment: CREXi As always you can follow The Twenty Minute VC, Harry and Jenny on Twitter here! If you would like to see a more colourful side to Harry with many a mojito session, you can follow him on Instagram here!   The Twenty Minute VC is brought to you by Leesa, the Warby Parker or TOMS shoes of the mattress industry. Lees have done away with the terrible mattress showroom buying experience by creating a luxury premium foam mattress that is order completely online and ships for free to your doorstep. The 10 inch mattress comes in all sizes and is engineered with 3 unique foam layers for a universal, adaptive feel, including 2 inches of memory foam and 2 inches of a really cool latex foam called Avena, design to keep you cool. All Leesa mattresses are 100% US or UK made and for every 10 mattresses they sell, they donate one to a shelter. Go to Leesa.com/VC and enter the promo code VC75 to get $75 off!

Aaron Hirschhorn is the founder, CEO and “Top Dog" of DogVacay, the leading online and mobile pet sitting company. DogVacay connects pet parents in need of services with more than 25,000 vetted and insured pet caregivers in 10,000 cities across the country. Founded in March 2012 and based in Santa Monica, CA, the company has over 80 employees and has raised $47M from investors including Omers, Benchmark Capital and Andreessen Horowitz. Prior to DogVacay, Aaron spent several years in venture capital and technology, working at Monitor Group, Upfront Ventures, and Monitor Ventures. Previously, Aaron was an analyst at Kayne Anderson Capital Advisors.  In Today’s Episode You Will Learn: 1.) How did Aaron come to found one of the startup hits to come out of LA? In the beginning what was the harder element the demand or the supply side? 2.) How did Aaron know when he had achieved product market fit with DogVacay? What were the signs and how did he follow this up? How did Aaaron react to VCs laughing at his concept and how did he stay energised and positive? 3.) How was the fundraising process for Aaron with DogVacay and Benchmark, Andreesen and First Round? How can founders look to control the dialogue? How many investors should founders look to target? What makes Aaron want and not want a particular investor? 4.) What business fundamentally work in the on demand economy and what don't ? How should marketplace founders be approaching the issue of unit economics and should growth still be the priority? 5.) What is it like having Bill Gurley as a broad member ? What will be the enabler that will allow DogVacy to achieve that market penetration required?   Items Mentioned In Today's Show:    Aaron's Fave Blog Or Newsletter: Bill Gurley, Jason Calacanis: Inside   As always you can follow The Twenty Minute VC, Harry and Aaron on Twitter here! If you would like to see a more colourful side to Harry with many a mojito session, you can follow him on Instagram here!   The Twenty Minute VC is brought to you by Leesa, the Warby Parker or TOMS shoes of the mattress industry. Lees have done away with the terrible mattress showroom buying experience by creating a luxury premium foam mattress that is order completely online and ships for free to your doorstep. The 10 inch mattress comes in all sizes and is engineered with 3 unique foam layers for a universal, adaptive feel, including 2 inches of memory foam and 2 inches of a really cool latex foam called Avena, design to keep you cool. All Leesa mattresses are 100% US or UK made and for every 10 mattresses they sell, they donate one to a shelter. Go to Leesa.com/VC and enter the promo code VC75 to get $75 off!