Breaking Into Startups

Meghan Schofield is an Ohio-native who has an impressive knack for creative problem solving. Prior to her current role as a UX/Product Designer at infrastructure startup, CoreOS, Meghan worked in the field of museum exhibit design for 15 years and she also ventured into project management at some point. Meghan is passionate about creating a positive impact in people’s lives and she firmly believes that you need to have a deep understanding of your medium to become great at whatever you do in whichever field you’re in. Key Points: 1. As a designer, you’re solving a problem. You’re not just creating something beautiful for the sake of it, but there’s always an element involved. There are parameters, goals, and rules to consider and always a consumer on one side of it. Think really deeply about what your goal is. 2. As a designer, you’re communicating all the time. Designers being visual, you need to be able to create a well-designed, well-thought of resume that stands out from the pile. 3. Curiosity, attention to detail, and knowing what people expect are three essential elements that make up a good candidate for a design role. Enthusiasm is key during the interview process. Don’t pretend you know something or can make something up on the spot. Instead, ask them about their pain points or the problems they’re solving. 4. If you want to be a great designer, get to know the medium you’re in. You have to understand how certain pieces and parts come together. Also, having basic knowledge of HTML or CSS can come handy especially when you’re working with engineers. SHOW NOTES (FOCUS ON THE STEPPING STONES): [03:00] Her transition from illustration to design [05:13] Her journey to museum exhibit design [08:01] Day-to-day job of a museum exhibit designer [09:07] The art of creative problem solving [10:23] Whetting her creative appetite [12:27] Applying for tech jobs in DC was another struggle for her [13:38] Learning HTML and CSS [15:35] Her crushing job search experience [17:53] Meghan’s first break into tech [20:02] How she learned the specific skill sets required [23:14] Some curve balls she encountered at the tech company [26:11] Another job transition [28:19] What a design interview looks like at a tech startup [31:33] How to deal with the hard interview questions [34:44] The characteristics of a good candidate [39:16] Meghan’s future plans [40:49] The Lightning Round 1. Imagine that you get dropped in a brand new city. You don’t know anyone. You’re trying to start again and you only have $100. What would you do and how would you spend the $100 to get back on your feet? Meghan would research a company that she really wanted to work for and reach out to somebody there that she could take out for dinner. 2. When you were in some of those frustrating moments when you couldn’t find a museum job or you couldn’t find a tech job, did you listen to any music or a movie or interact with any art piece that helped you brave through this situation? Meghan spent a lot of time going to art museums to try to stay inspired. 3. Knowing what you know now, having gone through this amazing career of starting out in design then switching jobs, switching industries, ending up in tech, what is the one piece of advice that you have for our listeners who are contemplating starting on this journey? It’s really important to have at least done some things in HTML and CSS. As a designer, you need to understand the limitations of what you’re going to be creating. You don’t have to be doing it constantly but at least have an understanding of your medium.

Haseeb Qureshi is a Texas-native who dominated the poker world and decided to pursue his dream of becoming a software engineer. He started playing poker at 16 years old and was able to turn $50 to $100,000. He eventually became one of the world’s best no-limit hold-em poker players at 19 but he was not fulfilled. So, Haseeb left the poker world and decided to start over from scratch by giving all of his money away. After hearing about coding bootcamps from a friend, he decided to break into tech and join App Academy. Haseeb learned quickly, became an instructor after two months, and eventually became the Head of Product. He really wanted to work as a software engineer and his recruiting process was tough. On this interview he shares how he got his position at Airbnb by applying lessons from poker and proving that with confidence, deliberate practice, negotiating skills, and an altruistic heart, you can always rise above any challenges you meet along the way. Key Points: 1. When you’re trying to learn something,you need to give yourself feedback when you make a mistake. This is the idea of deliberate practice. Try to find the smallest possible thing that could be critiqued and then get feedback on it and then try to iterate on it. 2. The biggest difference between boot camps is not the curriculum, the teachers, or the network. The biggest difference is your peers and the rate of intensity with which you’re going to be learning around them. 3. When facing rejections, remember that you have no control over things no matter how good you are. Also, pain is transient. You might feel awful today but you will feel better the next day and the next, until you can barely even remember. Besides, people can’t say no forever. Consider plugging into your network for job search referrals throughinformational interviewing. Reach out to anyone in your network, sit down with them, ask them about their company and experience, and get referrals. 4. A large part about negotiation is power. Be mindful of it, where it comes from, and how to maintain it. Have leverage in your negotiations by having the ability to not accept it because you have another offer. Interviewers can’t read your mind. It’s not a zero-sum game. SHOW NOTES (FOCUS ON THE STEPPING STONES): [1:33] Growing up in Dallas, Texas [2:47] Starting to play poker at the age of 16 with $50 [11:51] Advice on picking a bootcamp – The biggest difference between great bootcamps and a not-so-great bootcamps: Peers + Rate & Intensity level (with which you’re going to be learning around them) [19:12] Deliberate Practice – Haseeb’s secret sauce for being world-class in poker and his boot camp journey (Feedback mechanism is key!) – Working on Codewars, massive practice, going back over and over to fix mistakes, and understanding the pattern [27:42] Dealing with self-doubt: Haseeb doubted his vision of the world and this picture of himself being somebody who could just walk into an interview and nail it and have all these offers [28:31] How to deal with rejections: You have absolutely no control. No matter how great you are, no matter if you’re the best player in the world, there’s always a chance that you’ll lose. Any pain is transient. What you feel today will be softer the next morning and the next. Keep going. People can’t say no forever. [35:05] Haseeb’s approach to the negotiation process [37:57] Overcoming recruiter tactics that take away your leverage during negotiation: [39:41] Exploding Offers – What are they? How do you deal with these? [45:56] How to prepare for interviews

Kevin Lee is dedicated to teaching people the fundamentals of product management through Product Manager HQ and also currently works in Venture Capital at FundersClub. Before becoming a Founder, he previously worked in Product at AltSchool and as a Senior Product Manager at Kabam, where he worked on products through all lifecycles in San Francisco, Vancouver, and Beijing to help grow one of the company’s products to become the third largest revenue generating products in the company portfolio. Key Points: Align your career with your personality type. Especially, when you find yourself questioning the role you’re currently doing, try to take a step back. Figure out your personality type and align it with your career. There are many ways to break into any industry. Talk to the influencers. Get to know more about this industry. Network. Make yourself the product. Figure out your users’ needs and make sure you bring value to the table. Once you’ve figured out a pain point within your industry, write about it and start blogging. Then make sure you create a community so people can still talk to each other right after reading your content. SHOW NOTES (FOCUS ON THE STEPPING STONES): [1:11] Kevin’s background [1:52] His passion for education [3:04] Kevin shares the story of “the river of drowning babies” [6:14] Kevin’s big turning point [7:07] Where to start looking for resources about Product Management: Quora (a Q&A website answered by some high profile people) as his primary source Books: Cracking the PM Interview, The Mom Test [10:22] Getting his first job as a product manager: Kevin landed a PM job at Kabam, a mobile gaming company. [11:19] Strategies to break into an industry you’re interested in [12:45] What is Product Management? [13:28] How product management in gaming differs from that of other industries [17:39] Dealing with frustrations as a PM [18:52] Why Product Management HQ was created [20:21] Building the Community [27:37] Do your Due Diligence – How to position yourself for an associate product management role at a startup [32:12] Transitioning into a PM role within your organization [33:26] The Lightning Round 1. Imagine if you were dropped in a new city, you had to start all over again and you only had $100, what would you do and what would be the first steps you would take to get yourself back to the point you’re at? Kevin: Go to coworking spaces, hang out, use that $100 to buy a seat, and milk that for a month. 2. When you were dealing with any frustrations on your first projects, did you listen to any music or videos or something that inspired you to overcome whatever situations? Kevin takes inspiration from his parents who were immigrants from Taiwan and coming to America with literally nothing and couldn’t speak English but worked so hard to provide for their family; so if they have done it, so could he. Never forget your roots. Never forget your family. 3. What is one piece of advice you would want someone to know who’s about to start on this journey? Figure out your personality type (Take tests like the Myers-Briggs test or the Enneagram test) and be able to align that with your career. 4. What is one thing that you fundamentally believed in before that you changed your mind on after this process? Kevin: Make yourself a product. These days, having that piece of paper from the university is no longer as relevant as what it used to be. It’s really important that you start to brand yourself. Make yourself a product because that’s what’s going to last forever. 5. What are you planning on doing next? What are you trying to do for the future? It’s in Kevin’s blood to want to be helping entrepreneurs, helping founders, helping people. So he is going to try his hand at venture capital and work with great founders and support them in any way possible.

Emily Racioppi is an artist at heart. After talking to her dad, she realized that in order to be a successful artist you need to be your own brand so she followed his footsteps to become an Account Representative in the Sales Department at Cisco WebEx. Prior to that she was a representative at an infrastructure startup called Instart Logic. On this episode she talks about the different roles in sales, the interview process, salaries, the importance of on target earnings, metrics, and more! Key Points: 1. When you’re in sales, you’ve got to be confident and competitive. Startups are pickier in terms of hiring people so there is no room for slacking. 2. In sales, you have to be a team player. There are times when you close deals on your own but there may also be other times that you need to work with different people such as engineers to get those deals done. 3. If you’re considering breaking into a sales role at a startup, do enough research about the company, their product, and their competitors. Ask questions about your role and how quickly that role progresses within the company. 4. As an inside sales representative, you have to be a closer. Take all the knowledge you have with you as a sales development rep, learn how to manage your time, and be able to qualify your deals. SHOW NOTES (FOCUS ON THE STEPPING STONES): [1:05] Growing up in Santa Cruz, California, Emily knew she wanted to come in the Bay Area due to its proximity to her family. She also draws major inspiration from her dad. [2:04] Being more artistic most of her life growing up and her dream of becoming a curator in The Louvre in France. [2:51] The power of asking questions [4:13] Emily shared her struggles of doing door-to-door sales and what she learned from them. [6:19] Factors for choosing the jobs she applied for: Location + Opportunities [6:48] How to handle interview questions [7:48] Qualities of a good candidate [9:04] Emily’s advice on how to break in [9:42] Getting promoted from a sales development rep to an inside sales role [11:37] What motivated Emily to switch over to a smaller company [13:55] How Emily prepared for her interview process at the startup company [15:37] How Emily dealt with frustrations and turning them into best practices [17:34] Crafting your pitch [19:36] Tonality is key [22:45] How to handle the interview process at a startup [24:25] Resources to help you get ready for these types of interviews [25:01] Knowledge is Power [26:28] How the salary/commission scheme works at a startup versus a corporate environment (On Target Earnings of $40-$60k for beginning sales role) [30:47] Key questions to ask as you try to break into a sales role [32:17] What metrics are you evaluated on [33:37] The next steps as you get promoted from a sales development rep (SDR) to an inside sales rep: Knowledge application, time management, qualifying deals, asking for help [35:10] Emily’s plans for the future [39:14] The Lightning Round 1. Imagine if you had to start over again and you had a $100. You get dropped in a completely new city, what would you do and where would you start? 2. Was there any music or movies or blogs that you read or someone that you talked to that you inspired to get through that frustration? 3. What is the one advice that you would give our listeners? 4. What is one thing that you fundamentally believed in that you changed your mind on after this process? 5. But is there any books that you’d be like, this is the best sales book I’ve ever read?

Albrey Brown, is a Berkeley native who does not take ‘No’ for an answer. He was rejected on his first attempt to becoming a Hack Reactor graduate and went on to become a founder of Telegraph Academy. Most importantly, he found a love for teaching and is an educator that has completely changed the career trajectories for hundreds of students. Although he never graduated from college, he always knew that he was going to be a teacher. He grew up in a single family home where his mom raised him to become the man who he is today. Key Points: 1. When you’re learning a new skill, it’s good to have resources (see below), but try to find someone to double check if you’re doing the steps “correctly” 2. Bootcamps need to be more accessible and there are resources like Telegraph Prep and Climb that are working to democratize this form of education 3. You’re always going to find another bug (another hill to climb, a new thing to conquer) so don’t be afraid of that. Take risks. 4. Mentorship comes through various channels. If someone invests time into helping you, the best thing that you can do is succeed. SHOW NOTES (FOCUS ON THE STEPPING STONES): [1:12] – Albrey grew up in Berkeley, CA in a single family home with his mother and his aunt. He had no idea of what a startup was. [3:15] Albrey’s mother got diagnosed with Cancer during his sophomore year and he took a couple of years off after he graduated high school (never graduated college) [5:32] Beginner Resources – What resources did you use to learn how to code? First, a mentor. Then, he started with The Odin Project and Learn Ruby the Hard Way [6:35] What was your motivation to learning how to code? [10:47] What led you to choose Hack Reactor instead of all the other bootcamps? [11:52] How did you do with Hack Reactor’s Interview Process? [15:10] Don’t let money stop you from acquiring a new skill – How did you pay for your tuition ($18,000)? When he passed his interview and got accepted into Hack Reactor he needed to figure out how to pay tuition. He had no more money and used a crowdfunding platform called GoFundMe to raise $18,000 in 30 days [18:19] Tell us more about the Bootcamp Model as a new model for education [19:06] What makes Telegraph Academy different from all of the other Bootcamps? [21:40] Take a Bootcamp Preparation Program if you are starting from scratch and need someone to guide you [22:22] What financing packages are available at Telegraph Academy? [24:58] What are some of the outcomes for Telegraph Academy? [26:17] What do the demographics look like at Telegraph Academy? [29:00] How did you put this all together? He is a big advocate of taking the road less traveled. [30:40] What do you have planned for the future? Thoughts on education in general? [33:37] The Lightning Round 1. How would you get back to this point in your career if you were dropped into a new city with only $100? (assuming your food and shelter is taken care of) Albrey: Become a Lyft or Uber Driver to get a car (here’s the Uber option), make money, learn about your city, and meet people 2. When you ran into roadblocks or struggles, was there any piece of music or a movie that you watched that helped you get over that situation? Albrey: Always Be Closing by Glengarry Glen Ross 3. Looking back, what is one piece of advice that you would give to someone now that you’ve been through this journey? Albrey: The best resource that you can have is a mentor 4. Have you been able to speak with anyone that Sponsored your GoFundMe now that you have executed on your promise to start a school? Yes; His cousin Brian Tippens, who never told him what he did when he originally contributed. Now that Albrey reconnected with him after the launch of Telegraph Academy, he just realized Brian is the Head of Diversity