Naturally, in most cases, sales teams are mainly measured against revenue. This could come in many forms such as potential revenue such as leads, MQLs, SQLs, etc., or actual revenue from active and existing clients. I think there is one main KPI that is commonly overlooked, and that is the quality of the relationship with the client. This is a critical aspect that more often than not, is not measured. And I completely understand as it is incredibly difficult to do so. While a great and trustful relationship with a client will not always correlate with revenue in the immediate term, this is the key metric that will ensure long-term partnership and mutual accountability going forward. A great sales representative will forgo short-term gains in order to build a long-term partnership.

During your first month at the company as the Head of Sales, it's essential to have productive one-on-one meetings with the demand generation and revenue operations teams to align strategies, understand processes, and foster collaboration. Here are some questions you should consider asking during these meetings: 1. Demand Generation Team: * What are the primary goals and objectives of the demand generation team? * Can you walk me through the current demand generation strategy and tactics being used? * What channels and tactics are most effective in generating leads and driving customer acquisition? * How are leads qualified and passed to the sales team for follow-up? * Are there any areas of opportunity or challenges that the demand generation team is currently facing? * How can the sales team better support the demand generation efforts, and vice versa? 2. Revenue Operations (RevOps) Team: * What is the role of the revenue operations team within the organization? * Can you provide an overview of the current sales processes and workflows? * How are leads and opportunities managed within the CRM system, and what data is being tracked? * Are there any gaps or inefficiencies in the current sales operations that need to be addressed? * What tools and technologies are being used to support sales operations, and are there any opportunities for optimization or integration? * How can the sales team collaborate more effectively with the revenue operations team to improve efficiency and effectiveness? 3. Alignment and Collaboration: * How can we ensure alignment between the sales, demand generation, and revenue operations teams to achieve common goals? * Are there regular meetings or touchpoints where the three teams can collaborate and share insights? * What metrics or KPIs should we track collectively to measure the success of our efforts and identify areas for improvement? 4. Future Initiatives and Opportunities: * Are there any upcoming initiatives or projects that the sales team should be aware of? * How can the sales team contribute to the success of these initiatives, and what support will be needed from other teams? * Are there any emerging trends or opportunities in the market that the sales team should be leveraging?

Sales is an ever-evolving sport and there is no sitting on your laurels if you want to stay ahead. Companies are constantly on the look-out for cutting edge technology to train & tune sales skills, increase industry knowledge, and show-up well in-front of customers. Adoption of new tools, tactics, & strategies include: * Understanding the role of AI in sales interactions * Finding ways to uncover customer pain-points before hearing it directly from a prospect/client * Staying on top of best-in-class sales methodologies (or often creating their own) * Leveraging a simple, clear, and efficient sales process that maps to the buying journey of clients

To effectively define the metrics for which you should hold sales accountable, I look at a few things: 1. Understand the "Sales Math" of the business across some core universally applicable SaaS Sales metrics 2. Compare the performance of the top 1/3 AE's against the bottom 1/3 AE's and look for which metrics contribute the most to high performance. 3. Go deep in those categories and correlate the activities top performers do differently to achieve these results. Quantify these activities to define supporting metrics which will lead to success. To break this down, let's understand the foundational "Sales Math." This is the equation to hit quota. The equation is fairly simple, but everyone's vernacular is different. It is actually extremely important to have very well defined steps in the equation to get consistency across your entire team. For example, we use opportunity stages with clear exit criteria for the buyer & seller to provide consistent insight into our Sales Math. So I would actually use a Stage 1 Opp Created - instead of Discovery Call, and Stage 3 Opp instead of Demo. For the purposes of this article, I'll use general sales terms that each business should be able to use as a starting point and customize from there. Here are the metrics that go into the Sales Math equation: * Activities to create a Discovery Call * # Discovery Calls per quarter * # Demos per quarter * Discovery Call to Demo conversion ratio * # Closed Won Deals per quarter * Demo to Closed Won conversion ratio * Average Deal Size * Average Deal Cycle These metrics will allow you to create the math to hit quota. If the current team's metrics do not consistently lead to the results you're looking for, then the Sales Math may be aspirational. If your team is executing against plan, then this may be your actual current metrics. Regardless, this is what you should feel confident telling AE's is the realistic, attainable and surpassable way to hit quota. For example, it could look like: $250k Quarterly Quota Average Deal Size of $84k 3 Deals to hit quota Close ratio of 33% 9 Demos needed per quarter 60% conversion ratio of Disco to Demo 15 Discovery Calls needed per quarter 50 Activities to create a Disco 750 Activities needed per quarter* *one note on activity. It's a metric I'll always track to understand a baseline level of effort, but I will often leave this out of the Sales Math when dealing with higher complexity sales and more senior AE's. Up to you if this should be in your Sales Math equation. Now take your Sales Math, and map your high performers against your low performers to look for which metrics have a high correlation with success. This exercise can be extremely surprising, so be open to what the data shows you, and hold your strong opinions loosely. Let's extrapolate this exercise across two different scenarios: Scenario 1 - Enterprise Here's how the exercise played out when running it against a more enterprise business (numbers are directional): 1. Activity, Discovery Calls and Demos were almost identical across high & low performers. This told me that pushing "more activity" was only going to have so much impact on performance. 2. The Closed Won conversion of top performers was 46% vs. 25% for the low performers. This was a huge gap, and had major implications on the Sales Math. 3. The Average Deal Size of top performers was $160k vs. $70k for low performers. This is also a huge gap compounded the success or struggles of each group when combined with the stat above. So the key metrics to optimize were Average Deal Size and Demo to Close Ratio. We wanted to maintain our activity levels, but really lean into increasing ADS and strategies to help with Deal Execution. Based on this knowledge of what would have the biggest impact in high performance vs. low performance, we added in some metrics & activities that would contribute to these results: * Updated our account prioritization to ensure a focus on the top deals & tracked activity against Priority 1 accounts * We blocked off time each week to prospect into our top accounts & scheduled strategy sessions to help get more meetings with these accounts * We tracked # of Discos with P1 accounts * # of Demo's with $100k+ Opportunities For Deal Execution * We tracked multi-threading in each account * Have we made an executive connection? * We created a cross-functional meeting to lean into competitive differentiation strategy * We set a threshold for accounts that needed a key deal review & updated our process to improve efficiency and make room for more accounts reviewed each week. Scenario 2 - Transactional Here's how the exercise played out when running it against a more transactional business (numbers are directional): 1. There were two camps of high performers. Those with extremely high activity, and those with higher disco to demo efficiency. Our most consistent top performer was a combination of both. Low performers fell into a similar pattern of either low activity or low conversion of discos to demos. 2. Deal size and win rate didn't have dramatic differences outside of 1 AE who closed the largest deal in segment history. This wasn't repeatable so we eliminated that result instead of putting too much time in hunting whales. 3. Average Deal Cycle for top performers was 39 days vs. 52 days for lower performers. Top AE's were closing deals faster, which allowed for more time to close more deals. From this data we defined additional metrics and activities to drive better results: * Upped the baseline activity volume expectations - there is a diminishing point of returns, but higher volume was almost always a component of success. We raised the bar, but also coached our highest volume AE's to lean more into their efficiency metrics instead of pushing to just do more. * Managers went deep on quality of discovery calls coming into the funnel * Title & Seniority level of Prospects - lower conversion was correlated with lower titles. * Was the company in our Ideal Customer Profile? Quality of company greatly impacted conversion * Why now? Did we offer someone a gift card or just bug them until their defense was worn down? Or was this call predicated on funding, a new hire, an inflection point in the business, intent or some other business catalyst? * Managers inspected quality of prospecting messages * Managers inspected quality of discovery calls * We rallied around creative promos to help the team close deals faster * We replicated decks top AE's were using to build value and establish trust faster In both Scenario 1 and 2 - we started with the baseline Sales Math, and through comparison of top performers vs. low performers we were able to lean into the 2 key metrics that had an outsized impact on performance. We then defined key activities and additional metrics which we could hold the team accountable to, that we knew would correlate towards greater success across the team. How easy was that? :)

My favorite to ask always starts with, "Tell me a story about..." The ending can be anything from professional to personal. Tell me a story about your proudest customer win. Tell me a story about a lost opportunity that you wished you won. Tell me a story about the last vacation you went on. Tell me a story about someone you stopped being friends with and why. For me it's not the answer, it's how you give the answer. In sales you need to be quick on your toes and engaging. Storytelling is the key to all of it.

In order to get a better understanding of what you could be walking into, I suggest asking the question "What is your biggest problem and can I help solve it?" It shows genuine interest in the interviewer's pains/goals and enables you to see how you can make an impact. Aside from this key question, always make sure to check out these resources before stepping into the interview. 1. Company Website: Familiarize yourself with the company's products or services, mission, values, financials and recent announcements. 2. LinkedIn: Research the hiring manager and other key stakeholders to gain insights into their backgrounds and professional interests. 3. Glassdoor or RepVue: Read reviews from current or former employees to learn about the company culture, interview process, and potential interview questions.

One of the biggest frustrations in sales is handling all the requests and tasks you have, which compete for your time and attention: * You need to do what your prospects/customers require so you can move the deal forward. * You need to do what your manager has asked of you (all those CRM updates, KPI measures you need to hit, etc.) * You need to do the things to progress your career or continue your personal development. When making decisions on how to prioritize my time, I have found that if I can take care of ONE item for each of these major buckets, each day, I can feel good about my productivity and ensuring I'm focused. Here's how I prioritize for each bucket: * You need to do what your prospects/customers require so you can move the deal forward. * Focus on the "closest to the close" activity - what is the next best action that will move the deal along to a closed-won status? * You need to do what your manager has asked of you (all those CRM updates, KPI measures you need to hit, etc.) * Focus on the action that will have the largest impact if you DON'T do it - for many, this is updating forecasts and pipeline details. Hunters may find it is getting through the call activity metric leadership requires to build pipeline. Find yours and tackle it first thing. * You need to do the things to progress your career or continue your personal development. * Focus on a skill/training that can impact your current role as well as "future you". This may look like reading a book on time management, or working with a mentor/buddy on developing better discovery questions, handling negotiations, etc. You'll be working towards personal growth with a skill that can impact your current role and set you up for success in your next job too.

Navigating tactical opportunities within our enterprise accounts is a challenging but vital aspect of my role. My team focuses on deals that align with our clients' strategic objectives. On average, each AE handles 3 to 5 opportunities per month. While many of the key stakeholders remain consistent (sponsor, procurement, key decision maker), the diverse nature of our products means managing these deals can be intricate and time-intensive. Understanding each product and its customer-centric benefits is crucial. This insight allows us to align and prioritize opportunities effectively. Once consensus is reached, establishing a mutual close plan with specific steps and responsible parties becomes much smoother. When execution is spot-on, and the product's benefits are acknowledged, quantified, and a timeline is set, the rest of the sales cycle shifts towards project management and ensuring accountability, rather than traditional selling. This approach ensures that our efforts are laser-focused on delivering value and driving outcomes for our clients in line with their strategic vision.

In today's world it is relatively quite easy to make a very well informed decision when assessing a new role in a different company. These are some of the things I look at and advise my mentees to do too : * If it's a public listed company, look at their financials to figure out their year on year growth. * Check out websites like RepVue which give you a very good understanding about how sales reps in that company are doing * On LinkedIn, check out the trend on their headcount,especially in sales, is it increasing consistently or not. * Check out analyst reports and websites like g2.com to see how the product is rated by their customers. * Check websites like Glassdoor to understand about the culture of the company you are considering * If possible speak with a few customers and partners of the company as well. 

This is a great question, and how we have done this at Vanta has evolved over the years. Being thoughtful about how sales communicates updates to the rest of the company (and vice versa) is so critical. Today, we have a number of public slack channels where sales or GTM-related updates are regularly shared. We also host a public GTM All-Hands once a month that the entire company is (optionally) invited to attend. We also have monthly business reviews where GTM and EPD (engineering, product, design) representatives are asked to report on progress on key cross-functional company initiatives. All this to say, there are any number of ways that you can (and should) communicate sales updates to the rest of the company. Sometimes even a weekly email is enough to do the trick. H/t to my CRO for sharing that idea!