4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 BowTiedDingo Subscribe Sign in Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 Starting as a Sales Development Representative. BowTiedDingo May 20, 2021 17 7 First post of the SaaS Sales series! Welcome to the first real value add post in BowTiedDingo. The question of how to get into SaaS sales came up from a few different places in the jungle, so I thought it would be fitting to answer questions I’ve received immediately. This series will start laying out the different progression steps in a SaaS Sales career path, then move into how to kill it at each different role, then into specific guides and learnings. For context I have done SaaS Sales for years. During this time I have gone through many interviews, gotten many job offers, promotions and failed a lot in the middle. The main rule is don’t fail when it counts. There are a few sales veterans in the Jungle and I am sure some will have different opinions and it it worth listening to them as well, all that is contained in BTD is pulled from personal experience and holds the my main learnings that will help you. Why work in SaaS Sales? The short answer for this one is is easy. MONEY! https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 1/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 Enterprise SaaS sales provides a quick career path to being a top earner. You are paid well, usually a base salary, plus commission on what you sell, this is down to your own performance (and if you’re in the jungle and reading this, you can PERFORM). Think of all of the commission funnelling straight into Eth, WAGMI. On top of that, it allows you to do it without giving up your life! Most people I have worked with and have met actually like their job. They also have time outside of work to do what they want, and they are able to work remotely. This is not only a good career, it is a career you can enter with no experience and no qualifications. I’ve worked with people who have no degree and got their first sales role straight out of high school who are making more than the rest of their graduating class. This is a hard work, ability to learn thing. Thinking more long term here, we want to eventually leave the career path and have multiple income streams that are running while we are asleep so that we don’t need to work for anyone else. The skills you learn in sales are going to teach you how to run a profitable business. How to sell value, interact with investors, how to organise your time, build a network. You will come out of a few years of sales far more prepared to be successful than anybody straight out of a business degree. In short SaaS Sales allows you to get paid well on your own performance from anywhere in the world, without taking over your life, all the while teaching you how to leave your job and work for yourself. What could be better? Also is anyone else thinking sitting on the beach closing deals right now? https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 2/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 What would the career progression look like? So the aim here is to get to Enterprise Account Executive (EAE) as fast as possible, this is where you’re going to be making the most money, and best ROI for your time. Everything before that, every role, every company, is just a stepping stone. This will take some time though. If you’re talented maybe 3 years. This is possible but would be a massive outlier I would say average is 5-7 years of experience to get there. The general progression looks like this: Sales Development Representative (SDR) - 6 months - 2 years Account Executive (AE) - 2 year+ Enterprise Account Executive Some companies usually depending on size put extra steps in between like splitting SME Account Executive and Mid Market Account Executive. This is just different titles along the same time frame, if you do find yourself at a company like this, same rules as always, try to move up as quickly as possible and don’t get pigeon holed as the small business guy. What is an SDR? So that’s it? Get a job as an “SDR” and work my way up? Dingo that sounds easy! Good news, in theory it is, but there is a lot to learn, and I’m not going to sugar coat it, the early steps are A GRIND. Being an SDR is one of the hardest roles to do in a business, not because it is technically difficult, but it wears your down. This is a role you want to take because it gives you experience and a foot in the door, then over-perform and get promoted as fast as possible. The role of an SDR is to cold call as many businesses within the Ideal Customer Profile (ICP) as possible during the day and set up demo meetings for the Account Executive team to take and turn into signed contracts. This role has a lot of rejection, and teaches you a lot very quickly. A lot of people hate getting cold calls and are going to be angry off the bat, you might https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 3/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 just catch someone on a bad day and they choose to take it out on a stranger, you will definitely fuck up and someone will just be done with you and let loose. There is a bright side to this, you learn to deal with rejection FAST. When someone telling you no, or yelling at you for no particular reason becomes normal, your ability to control emotions is on a level people who have never done sales don’t understand. The role also teaches you the value of time. Every meeting you set for an AE is going to be scrutinised and unless is it qualified (There are many ways sales organisations qualify meetings, we will just talk generally) to the point where they are convinced the deal will close, you’re going to get some heavy push back. You will learn that every meeting you book is you making a business case on why the company should invest resources into the thing you just did. An SDR is expected to learn the companies product, take it to the front lines with cold outreach to decision makers who have many years more experience and a lot more seniority in their businesses, interrupt their day and convince them to set a meeting with a stranger. You will need to learn business acumen, emotional intelligence, grit, and sales skills. The SDR role will have KPIs (All sales roles will have targets that you need to hit). Depending on the business you’re going to have to hit a number of calls daily (I’ve seen number of cold calls per day required between 40 and 300.), number of qualified meetings booked/held, amount of money closed from your meetings, etc. As far as I (and your sales manager) are concerned you do not miss these, no matter what it takes. Now that I’ve scared you I should mention being an SDR can be a lot of fun, learn not to take things other people say too seriously but always be open to learning and you can get a lot out of your time in the role. Plus it doesn’t take too long to get promoted out of it. Most companies will promote you out of the role in 6 months to 2 years. I would say if the average time it takes to move from an SDR to AE is more than 1 year, you should find a different company. Now For The Fun Part! https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 4/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 Now time to start talking about how to get the job, and what to do when you get it. Lets Prepare There are a few things you should do/know before you start applying for jobs, we’ll run through what I think the essentials are here. Types of Company to work for This is an important one, where you cut your teeth will determine the training you will receive, the pay you will be trying to move up from, and the amount if time you are spending in the early (worst paid) stages of your career. Large companies like Salesforce, SAP and Oracle are going to have the best training programs for new employees. Some of these companies offer entire internships that are similar to doing a certificate in sales and prepare you like a school. These companies do though often have higher requirements like a degree, and the sales culture is usually more cut throat - hit target or else. There are also other things like your market being split up so you can only target certain company verticals or locations when you are calling. Something to keep in mind. These companies usually keep SDRs longer before promotion as well. Smaller businesses and start-ups are going to be the opposite, you will generally find that they don’t have a great training program and though your manager and other reps can help, there will be a lot of self learning in there. Degree requirements are usually non-existent. The main upside here is progression though. If you find a late stage start-up or a successful small business, then you can find a way up out of SDR in 6 month to a year instead of the occasionally 2 years at the larger companies. Which do I choose? This is entirely up to you, personally though I would suggest the smaller companies. The large companies may have training and look better on your resume, but a successful salesman isn’t going to be told no just for a lack of brand name on their resume, and the time lost being an SDR for another year is just not worth it in any way to me. Get to AE as fast as possible, make the money and have a better life. Your CV https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 5/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 Next you want to prepare your CV. I’ve used and recommended people use the CV template posted on Wall Street Playboys back in the day (Message me for a copy if you want). But the general rule I have is keep it simple, black and white, and show everything in a single page. No photos and assume no hiring manager is ever going to look at page 2. If you’ve never achieved anything, let it be minimalistic. The first sales role I got, my resume had one hospitality job, and my high school education. We’re going to try and bypass the resume queue by getting a recommendation into the company anyway, and you can talk your way around anything in an interview. During this prep, if you don’t have a LinkedIn, or it’s not up to date, make one now. Professional looking photo (Or as close as you can get, if you only have photos looking stoned, homeless, or like a hippie, best to keep it the default placeholder), your work history, your skills, and your education. That’s all. Do some reading Start reading everything you can on being an SDR, check out the sales reddit (Actually a good resource), read articles from the gong.io. You don’t need to be an expert, but having a good knowledge of the type of job WILL help. If you like books, my recommendation would be Fanatical Prospecting by Jeb Blount. This is in my mind mandatory reading for SDRs. Options for extra credit If you really want to do this job, why not start doing the SDR job as your own business first? You will go in with experience and be earning money on the side anyway. Check out @saascapo on twitter. He has a THREAD that will walk you through this step by step. Guarantee if you follow it successfully, any sales org is going to snap you up. Start Applying Here’s the thing, you’re applying for an appointment setting entry level role. There will be a lot of competition who on paper are all completely indistinguishable from each other, and you are no different. So to combat that, we are going to have a 2 pronged approach to applying for SDR roles. https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 6/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 The first is traditional This is the boring one, and the least effective one, but you are going to do it anyway. People get jobs with it, and the second prong attack should be backed up with the fundamentals (In sales always go back to the fundamentals and perform consistently, you will always in). You will set up a LinkedIn job search to give you daily updates on SDR roles that fit the profile of the type of company you chose earlier, set it for your location and remote work. Start applying to all of them where you fit the requirements. SDR roles do not need any prior experience for most companies, some will have them, if you’re close but not 100% apply anyway, if they are crazy high move on, you don’t want that role anyway. They will abuse you or the recruiter is dumb as shit. Keep doing this daily, only one role per company, but every company that comes up. While you are applying you want to start keeping a list of your favourites. The companies you most want to work for who are actively hiring. This list will be used for approach 2. Being and SDR to get a job as an SDR The second approach is cold outreach until you get a recommendation to the hiring manager from someone internally. Cold outreach is what the job entails, so it is obviously a good idea to prove you can do it anyway. You’re going to start finding the emails of the Sales VPs, Sales Managers and Inside Sales Managers from your list of preferred companies. DO NOT blow up the emails of every person in the sales leadership team. Start with the VP and work your way down one at a time. You want to draft up a polite and well thought out email to the person saying that you found. This should be compelling and include a call to action. I would recommend it askes them to jump on a quick phone call. They probably won’t say yes to the call, but you might get intro’d to the hiring manager. Just look up cold email templates, gong is a great resource, I like content from HubSpot. Just look for something that you can repurpose as outreach to the sales https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 7/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 leadership. You will stand out doing this, you’re reaching out to a decision maker with the skills you plan to use to make them money. I also recommend adding and reaching out via LinkedIn message to other SDRs at the company. There is often a recommendation bonus where employees will be paid if someone they recommend is hired, this will allow you to jump the queue for applicants, but won’t look as good as getting recommended by the VP. In your LinkedIn message just say you are applying for a role and was wondering if you could ask them a few questions about the company and job. Use this to also see if you really do want to work there. After chatting back and forth ask if they know who is in charge of hiring or could recommend you. Don’t be surprised if you get very low response rates from the VPs, might even be 1 out of 200, just keep going until you have people reply. Get used to the low rates now, because cold outreach is hard. Interviewing Congratulations! You’ve gotten an interview, now what? Honestly this is my favourite part, this is actually sales. You get to step into a room (Or zoom call) with people and you get to sell a product (Yourself) to a qualified buyer. This is the whole reason you did any of the previous steps! Interviews are pretty simple, google standard interview questions, interview questions for sales etc. Check out the company on Glassdoor in case there are tips on what the interview process is like. PLEASE PLEASE PLEASE prepare a pitch on what the company does before going in. You will be asked “So tell me what you know about X COMPANY”. Say from your understanding it is… and pitch the company like you would on a call. BowTiedBull example “From my understaning, BowTiedBull is a brand that attracts high IQ, high potential, and successful people who want to continue to improve. BTB provides education products centred around Crypto, and DeFi, and use those products to help improve the financial future of their audience, while having a positive effect on the finance system as a whole.” If you have no sales experience, have a personal story of where you had to sell in your everyday life. If you have no education experience, be prepared to talk https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 8/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 about your drive to actually work. I would recommend going in saying you’re specifically going in looking for an SDR role because of the sales skills you learn, that you want to pursue SaaS sales as a career long term, and you want to cold call (No one wants to cold call). Have a confident, energetic but not manic air about you. Don’t be cocky, just confident and cool. DO NOT LIE, feel free to bend the truth, but not completely untrue stories or skills you don’t actually have, these are sales people, they smell bullshit a mile away. And if you don’t get the job so be it, there are a million others, keep to the basics and I guarantee you will win the long game. I would also recommend preparing a 30, 60, 90 day plan. This will impress the interviewer and show you are serious. Look it up, there are great resources available Email me at dingo@degenisland.asia if you want to discuss interview prep, I am happy to help. What do I do now? So now you’ve got the job, what do you do? If you didn’t before, read Fanatical Prospecting, it has gone from recommended reading to required reading since you signed that contract. You want to hustle like crazy. Hit the ground running and meet every target you have as fast as possible. You want to get out of the SDR role in 6 months. I will have a follow up guide on how to succeed as an SDR soon, until then, action this and get a new career. Subscribe to BowTiedDingo Launched a year ago No BS teaching on how to dominate SaaS sales and Build Wifi Money. https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 9/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 Subscribe Type your email… 17 7 Share Write a comment… BowTiedFish Jun 30, 2021 Liked by BowTiedDingo I'm currently involved in sales as a director of client relations for a small managed service provider. Is it possible to laterally transfer to a SaaS AE? I currently sell not only SaaS but IaaS and PaaS so i'm not as narrowly defined. My issue with my current role is that i'm only commission based off the labor I sell. I also get paid a one time payment if I bring a new client onboard through my own marketing. 1 Reply 2 replies by BowTiedDingo and others Anon Aug 18, 2021 Hey I'm an accountant trying to pivot to accounting saas sales. Found a promising opportunity-should I revamp my resume for the sales position or just send them my CPA resume as is? 1 Reply 1 reply 5 more comments… Ready for more? Type your email… https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r Subscribe 10/11 4/4/22, 5:28 PM Breaking Into SaaS Sales With No Experience | Dominating SaaS Sales #1 © 2022 BowTiedDingo ∙ Privacy ∙ Terms ∙ Collection notice Get the Substack app Substack is the home for great writing https://bowtieddingo.substack.com/p/breaking-into-saas-sales-with-no?s=r 11/11