Get answers from sales leaders
Andrew Zinger
Fastly Senior Director, Global Sales Enablement • January 10
In my experience it's been less of a challenge enabling the sales/account team on 'hard skills'. Over time you can see to it that people become comfortable with demo'ing your platform, using your tech stack, understanding the financials. However, trying to coach someone in the art of 'customer storytelling', or doing deep 'discovery' is something every enablement team struggles with.
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Eric Martin
Vanta Head Of Sales • November 28
As the first GTM hire and sales leader at Vanta, hitting our weekly revenue target was the absolute most important thing that I could do for myself, for the company, and for my CEO. Yes, you read that correctly, I had a weekly revenue target that I had to hit (and that we exceeded on a weekly basis for the first few years). Why weekly? I think it came from some YC guidance. :) If you're taking on a first sales leader role where there are literally no sellers, it's critical that you first roll up your sleeves and prove (on a repeated basis) that you can close deals and hit the revenue targets. Once you've established that you can get the job done, it'll become obvious to you when it's time to start scaling. And if it's not obvious to you, it might be obvious to someone else, like your CEO. To put yourself in a position where you're ready to start adding bodies, be sure to not overlook investing in key systems (i.e. buying your CRM) and processes (i.e. creating an AE hiring loop). If you're taking on a first sales leader role where there are already butts in seats, your primary responsibility is still to hit the number, whatever it takes. Rather than immediately rolling up your sleeves and learning how to close a deal (though this is something you should prioritize), you might instead start by doing an audit of the sales org that you're joining. Doing an audit should help give you a better sense of how strong (or weak) of a position you and the team are in to hit the revenue targets. My advice, communicate up (to your CEO) your findings as they come, and with full honesty. As the CRO of Snowflake once told me, "Sales leadership is a single elimination tournament, if you miss your number, you should expect to be replaced." It's a bit extreme, but it's also not wrong.
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Roee Zelcer
TikTok Head of Sales, Products & Services • February 9
Coming into an organization as the first sales hire puts a lot of responsibility on your shoulders. You are basically in charge of proving the validity of this function within the company. There are a few things that I would consider and act on in this position: Start with the short term. As a first hire in a sales organization, you are required to deliver results that have a very immediate impact that meets the business needs. This means focusing on some low-hanging fruits in order to deliver results within a short time frame. Build a framework. As a first hire within the team, you should make sure you document your work, and create clear guidelines and processes, with the expectation of adding additional members to the team in the future. This will ensure a smooth expansion of the team while positioning you as a thought leader and a pivotal member of this function. Go beyond your scope. As a junior sales hire, never underestimate the power of tenacity. I always invite my team members to push the boundaries and look for additional scope and responsibilities whenever they feel capable. This is a very strong signal that you are willing to take on more, and when management will face a new task at hand, they will know they can count on you.
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Jessica Holmes
Adobe Director, Adobe Sales Academy • August 29
According to all the websites and experts, a typical career path for a sales professional is to move from BDR to AE to Sales Manager, or a variation of this, and that can absolutely be your path. What you'll most likely find, is that there is NO typical path - especially as you discover who you are as a sales professional and your sales style. Each of us have unique strengths and interests, and instead of focusing on a career ladder, where you only have one option in moving up/down in roles, you should focus on in developing your career lattice based on skill and sales style. By this, I mean: Identify what you know and don't know, as it pertains to the sales process: * What parts of the sales process you are skilled in and can leverage as you progress in your career? This can be leveraged to identify roles that you qualify for, can succeed in, and show your expertise. * Where in the sales process do you need to develop or hone your skillset further? This info can be used to identify which roles can help you grow and develop your expertise in the sales process. Determine the type of seller you are/sales motion you are interested in: * Do you like speaking to decision makers early in the sales process? Do you like working multiple deals at the same time? Do you want to close multiple deals a month/quarter? * Would you prefer a longer sales cycle with each prospect? Do you like building long-term relationships and developing plans and strategies that span across multiple buying panels and decision makers? Are you content with closing 1-2 deals a quarter, or even a year? * Do you prefer to work with buyers who are early adopters, where you sell vision and strategy and a reasonable approach to taking risks, or do you prefer working with early/late majority buyers, when what you're selling may have mass market appeal and your buyer is a bit more risk-averse. Once you have identified the type of seller you are, the sales motion you most prefer, the skill set you have today and where you want to develop further in the sales process, you now can make an informed decision about YOUR career path and identifying what is the best next move for you. This may be a move up, across, diagonal or down - as long as you're making career decisions with information and goals to continue your growth, it's a good move. Remember, it's not about doing what's typical, it's about making career decisions that makes it right for you.
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Charles Gryor Derupe
accessiBe Director of Enablement • February 7
I'll be honest, I've been in the Sales Enablement industry for a while and this is something that takes so much time to master and has so much nuance depending on your organization's structure. Here are some tactics I use that have helped me get 80+ people in my last annual strategy review. It boils down to these three things: 1. What you did: I LOVE quarterly business reviews. Now let's be honest, I HATE writing them, but they are very effective in getting engagement. The two questions you want to ask here are: 1) Who's the audience(s) I'm trying to activate? 2) What information are they looking for that would gauge proof of investment return and guidance? For me, I typically stick to a common format: * Divide the document by program * In each program, share objectives that you've set at the beginning of the quarter/year, what major projects were activated to address these, achievements, key insights and feedback, and next steps (how you're building on it, how you're pivoting away from it, and what you need help with by cross-functional department) * Tag specific people you know that would be interested in areas that pertain to them * Create a read-through event and ask folks to add comments and tag others who would be interested * Leave room for discussion of key themes at the end 2. What you're going to do: In addition to the quarterly business review, I do an annual review that considers any strategic plans for our key audiences, mostly this will be Sales Leadership's north stars. If you don't have these plans, go off of the business goals and vision for the year (team restructuring, market expansion, change in target audiences, etc). Here's my typical format: * Goals and objectives from the previous year and share loosely what your team achieved * Key insights that are going to guide you in the new year - changes in team habits, cross-functional partnerships, industry changes * Identifying those business objectives and the strategies (the direction, not the roads) you'll be taking to get address them - focus on why you are doing this from an enablement professional perspective * Divide the following sections by quarter, refer back to the objectives and strategies and key initiatives. Make sure to call out dependencies, financial/cross-functional resources needed, priority levels. This is a great place to be clear about who you need these from and ask for DRI's from their teams through comments * Give gratitude to your partners for making this happen and look forward to the collaboration needed to make this happen 3. How it's doing: These are weekly or monthly updates on those objectives and key initiatives. Share your current state in achieving those objectives and the deliverable progress for key initiatives. I also include some key themes and insights that we see in the data and feedback we hear from reps. This is also a great place to share what you're hearing from the industry/enablement world and how you plan to integrate them. All of these have really jumpstarted interest in our programs by being clear on guidance for why and how your partners can help will get it going. Make sure that you secure clear partners, project owners, and recurring times set to meet with them. Hope these help!
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Brian Tino
AlphaSense Director of Strategic Sales, EMEA • June 29
Personally my favorite interview question, which I ask all of my hires from SDRs/BDRs to Sales Directors, is: "Of everything in your life (professionally, personally, academically, athletically, artistically, etc.), what do you consider to be your greatest accomplishment?" Of the hundreds of times I've asked this question, I've received so many incredible answers. Some people have talked about the accomplishments of building a family, qualifying for the Olympics, summiting mountains, changing careers, moving to entirely new countries and starting from scratch. All were great, and the reality is, there is no one "best answer". To me the reason I love asking this question early in an interview process is, I get to: * Quickly learn more intimate details about someone's life to begin to understand who they are as a person and discover what they value * Listen attentively and observe how they tell a story they are passionate about, and * Use that answer as a jumping off point to probe into other attitudinal & behavioral competencies From that simple question, you can then take the conversation into so many follow on questions like: * What were some of the biggest obstacles you needed to overcome to achieve that accomplishment? (which gets into the topics of resilience & adaptability) * If you were to re-live that experience again, knowing what you know now, what would you change? (which addresses self-reflection and learning) * Now that you've accomplished [insert accomplishment], what are you setting your sights on next? (which uncovers ambition & motivation) I'm curious to hear from you...what do you consider to be your greatest accomplishment?
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Alicia Lewis
Culture Amp Senior Sales Director • April 24
The best sales candidates are able to demonstrate their curiosity, coachability and empathy in the interview process. These are three attributes that we see in our most successful Account Executives and here's why they are important. * Curiosity enables sales reps to uncover valuable insights that can inform their sales approach and tailor solutions to meet the customer's specific needs effectively. Their thirst for continuous learning enables sales reps to stay ahead of the curve, competitors and adapt to changes in the market (especially now). * Coachable sales reps are open to feedback, learn from experiences, and are receptive to new ideas and perspectives. They actively seek out opportunities for growth and ask for feedback to enhance their approach. * Empathetic sales reps build trusting relationships, understand customer needs, communicate effectively, and can more easily resolve objections. Through Gong we are able to track when Account Executives demonstrate empathy and those reps with high levels of empathy are almost always at the top of the leaderboard.
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Beau Noonan
Matterport Enterprise Sales Director • June 7
Rep ramp-up time in my opinion is something that I've seen companies completely overlook. Given the boom tech has been on over the last decade many companies have skipped tracking key fundamentals from the moment you decide to hire the rep to the moment they hit quota due to them smashing their numbers. A key example of this is certifications around product knowledge. Assessing an AE's product knowledge and understanding of the enterprise software solution they are selling is key to this period. This can be achieved through role-playing, pitch certification, standing and delivering on specific product value props, etc. We've veered away from rigorous sales onboarding training in exchange for throwing them in the deep end quicker hoping they'll hit quota, succeed, and contribute to the company without laying the proper foundation.
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Sarah Mercedes (Osborne)
HubSpot Head of Corporate Sales, West Coast • January 24
Sponsors are critical for career progression. When you think about the best persons to lean on for sponsorship, you should be thinking about someone who is already bought into you and would endorse you to others within the business. You want to also ensure that this person is well connected and has a "voice at the table" that you don't have a "seat" at yet. Then, you need to ask that person for their support. Most importantly, you then need to create value and as mentioned in another response, ensure the things you are working on and focused on to create value align with what is important to the business and will create impact at scale.
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Grant Glaser
Salesforce Director, Sales Leader Excellence Coach • January 10
I enjoy companies that operate from a set of core values & principles. Step one is to call out learning as core to the business's success. Next, you should consider: * Praising knowledge sharing * Driving a learning culture from the top-down * Offering easy ways for people to share their learnings * Embedding learning where sellers & leaders need it most
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