Kyle Parrish is VP Sales @ Figma, the company that connects everyone in the design process so teams can deliver better products, faster. At Figma, Kyle built the sales engine from scratch to today, with over 100 incredible people in sales. Before Figma, Kyle spent over 5 years at Dropbox in numerous different roles including Head of Sales, where he scaled the Austin, Texas office from 3 to over 80 people to Global Partnerships lead, where he was responsible for growing Dropbox’s partner ecosystem. In Today’s Episode with Kyle Parrish You Will Learn: 1.) How Kyle first made his way into the world of sales and came to be one of the 3 performing sales reps in a 300+ sales team? How that led to his joining the hypergrowth journey of Dropbox? What led Kyle to make the move from Dropbox to the rocketship that is Figma? 2.) When and Who: Does the founder need to be the person to create the sales playbook? How can a founder know whether it is right to hire sales reps or a Head of Sales first? In terms of ARR, is there a time when you have to have a Head of Sales? Does Kyle agree with Jason Lemkin in terms of bringing in reps, two at a time? Where do founders make the biggest mistakes when it comes to the timing of these hires? 3.) How To Know and Test: What non-obvious characteristics do 10x sales hires have? What questions or case studies does Kyle find to be most revealing in identifying these non-obvious traits? How should founders structure the process for new reps and a Head of Sales? Meeting by meeting, what should we look to achieve? 4.) Setting Up for Success: What does the ideal onboarding process look like for new sales reps? What tasks and processes would Kyle expect new reps to complete within the first month or two on the job? What are the clearest signs of a new rep hire not working out? How should founders approach 1-1 and 360 reviews with their new reps?   5.) Working Together: What is the ideal relationship between the founder and the new Head of Sales? How often should they meet? What should the founder expect from the new Head of Sales? How should the Head of Sales work with the Head of Marketing most efficiently? Item’s Mentioned In Today’s Episode with Kyle Parrish Kyle's Favourite Sales Blog Post: The Sales Learning Curve

Today we deconstruct the canonical question in early-stage sales. Does the founder need to create the sales playbook? Then secondly, if not, should the first sales hires be reps or a sales leader? Today we are joined by 7 of the best sales leaders to share their thoughts. Jordan Van Horn is a Revenue Leader @ Montecarlo. Previously Jordan spent 4 years with Segment and before that spent another 4 years at Dropbox. Oliver Jay (OJ) most recently spent 6 years at Asana where he was hired as the company’s first revenue leader. Before Asana, OJ spent 4 years at Dropbox where he scaled the sales team from 0 to 50 while tripling ARR. Dannie Herzberg is a Partner @ Sequoia Capital and previously spent 4 years at Slack as their Head of Enterprise Sales. Before Slack, Dannie spent 5 years at Hubspot building sales, opening an SF office, and then joining product to launch CRM & platform. Zhenya Loginov is the CRO @ Miro, where he runs the go-to-market team of 700+ people across 11 global offices. Prior to Miro, Zhenya was the COO @ Segment. Finally, before Segment, Zhenya led a 100-person team at Dropbox across numerous different functional areas. Kyle Parrish is VP Sales @ Figma, where he has scaled the sales team from 0 to over 100 people in sales. Before Figma, Kyle spent over 5 years at Dropbox in numerous different roles including Head of Sales, where he scaled the Austin, Texas office from 3 to over 80 people. Sam Taylor is the VP of Sales and Customer Success @ Loom, at Loom Sam leads Revenue Org including: Direct Sales, Customer Success, Self-Serve Revenue Growth/Assist. Prior to Loom, Sam spent over 4 years at Salesforce, following their acquisition of Quip, where he was the first sales leader. Before Salesforce and Quip, Sam spent over 3 years at Dropbox as a mid-market sales leader. Jeanne DeWitt Grosser is Head of Americas Revenue & Growth @ Stripe. Pre-Stripe, Jeanne was CRO @ Dialpad and also spent many years at Google in numerous different roles including most recently as Director of GSuite SMB & Mid-Market Sales, North America and LATAM. Mitch Tarica is Head of North America Sales at Zoom Video Communications. Before Zoom, Mitch spent over 5 years at RingCentral and before RingCentral, Mitch was at Oracle for over 7 years in numerous different sales roles. In Today's Discussion on Sales Playbooks We Learn: 1.) What is the right definition for a "sales playbook"? 2.) When is the right time to change your "sales playbook"? 3.) What are the biggest mistakes or misnomers made around the "sales playbook"? 4.) Should the founder be the one to create the first sales playbook or can it be a sales leader? 5.) When is the right time for founders to hire their first sales leaders? 6.) For the first sales hire, should founders hire sales reps or a sales leader? 7.) When should you hire a rep vs a sales leader? What are the nuances?

Oliver Jay (OJ) is one of the most successful sales leaders of the last decade. Most recently, OJ spent 6 years as CRO @ Asana and grew the team from 20 to over 450, becoming a master in sales onboarding in the process. Before Asana, OJ spent 4 years at Dropbox, where OJ was Head of APAC & LATAM. Jordan Van Horn is a Revenue Leader @ Monte Carlo. Prior to this role, Jordan spent 4 years at Segment as VP of Sales, leading a sales team of 50+ Account Executives. Before Segment, Jordan was at Dropbox for 4 years leading enterprise sales for Dropbox Business. Dannie Herzberg is a Partner @ Sequoia Capital and before Sequoia, Dannie spent 4 years at Slack as their Head of Enterprise Sales, growing the business from $100M – $1B in revenue. Before Slack, Dannie spent over 5 years at Hubspot building sales teams. Zhenya Loginov is the CRO @ Miro. At Miro, Zhenya runs the go-to-market team of 700+ people across. Prior to Miro, Zhenya was the COO @ Segment where he built and ran the global go-to-market team of 200+ people. Pre-Segment, Zhenya led a 100-person team at Dropbox across different functional areas. Lauren Schwartz is VP of Enterprise Sales at Fivetran, where she has scaled the team to nearly 100, while more than tripling enterprise revenues. Previously, Lauren spent close to 4 years at Segment where she started as the first female AE and ultimately built and led sales teams in enterprise and growth. Kyle Parrish is VP Sales @ Figma, where he built the sales engine from scratch to today, with over 100 in sales. Before Figma, Kyle spent over 5 years at Dropbox in numerous different roles including Head of Sales, and Global Partnerships lead, responsible for growing Dropbox’s partner ecosystem. In Todays Episode on Sales Onboarding We Discuss: 1.) How should the onboarding process for all new sales reps be structured? 2.) How should the onboarding process for a new sales leader be structured? 3.) What specific things can leaders do to set both reps and leaders best up for success? 4.) What are the single biggest red flags in the first 30 days that a rep is not going to work out? 5.) What tools and software can be used to improve this process of ramping new reps?

Aaron Milner from Orum and Kyle Parrish from Mixmax share insights on self-sourcing pipeline, creating ideal customer profiles, leveraging case studies, prospecting strategies, setting personalized KPIs, multichannel prospecting, and balancing prospecting for enterprise AEs. They discuss prioritizing, committing, and executing outbound strategies, emphasizing collaboration with SDRs and personalized communication to engage prospects effectively.

Kyle Parrish, Figma's first sales hire, discusses the right time to build a sales function, hiring and scaling a successful sales org, building a unique sales culture, and career advice for ambitious salespeople. They also explore Figma's early sales motion, integrating the first sales hire, and navigating the founder/Head of Sales relationship.