LIke most professions, you can not lead a team well if you haven't done the job yourself. Must Haves : * You should have been a quota carrying sales rep for at least 3 to 5 years before you can transition into sales leadership. * Have a good understanding of the product. You don't want to be in a meeting with your sales rep where you are not able to answer the use cases and functionalities of your profuct to the customer without any hesitation * Good understanding of the market you operate in * Ability to motivate the team and shield any unnecessary pressure from top management * Good analytical skiils would always help you to identify trends in the market place as well as your own internal metrics * Listening skills : They are both important as a sales rep as well as a sales leader. * Focus on Culture :Though some people might put this under "Nice to Haves", I strongly feel that being focussed on culture and building a strong team culture helps a sales leader a lot. Nice to Haves * Some experience around areas of business development and customer success is always helpful * Project management skills can come in handy as you go up the hierarchy and need to work across cross-functional teams

Another great question and one that will certainly differ from executive to executive. However, in my experience some of the top intangibles for the top performers I have seen include: - Confidence and a winning personality. Now, I don't want to confuse 'confidence' with 'ego'...to have 'confidence' is to believe in yourself and your own abilities. 'Ego' on the other hand operates out of self interest, and 'lone wolves' do NOT work in today's high performing sales teams. - Being a 'consultant' and expert in your industry. Now, I don't expect every seller on the team to be able to lead a 'Ted Talk', but do your homework with your top accounts - understand the top challenges and opportunities in the industry they are facing. Read up on the company and understand what they are trying to achieve in their current environment, and get to know the motivation for your contact - what are they trying to achieve and how can they be your champion? - Customer focus and appreciation. The sales teams I want to be most associated with are ones that realize the customer relationship truly begins once the deal has closed. Too often sellers are off to the next chance to retire quota, and they lose sight of the long term benefits of being customer centric. Think 'seed and grow', not 'sell and go'. Also, being responsive and available to your accounts, whether 'prospects' or 'customers' is also key. People will remember those who respond in a timely fashion to any outreach from their accounts - goes back to the earlier point of differentiating yourself in small, but significant ways, and helps grow customer confidence and retention.

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.

Here is my favorite hit list of OKRs for Sales: *ASP *Average Sales Cycle *# of net new logos *Total discos scheduled *Percentage to quota I've been at different organizations that also liked to measure the following: * Total Appointments//Discos * Total Pitches Completed * Total Number of Net New Logos * Total Transactions from Cross Sells * Total Selling Days in Month//Quarter * Total Calls//Emails (Calls2Set +Emails2Set Ratio) * Total Talk Time * % to Quota * Selling Days * Show Ratio * Average Deal Size I live by "RGA" = Revenue Generating Activities 

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.

Essentially, scaling a successful sales team all comes down to the people you hire. The members you are adding as part of your team will define the team culture. I always aim to hire people that help create a culture that fosters innovative thinking to enable growth and progress. Similar to adding ingredients to a recipe, scaling should be done slowly and steadily. Try to find the right people who share the passion, vision and values that you foster within the team. At a later stage, after you have found and hired the right people for your team, make sure you are creating a structure that will enable all team members to grow. Eventually, you will scale up to a point where you will need to develop managers within your team. Make sure that you are nurturing the right people that have the qualities that you look for to make them leaders.

Some questions I like to ask are: * Tell me about a time you missed your goals. What happened? (Answer should explain why the person missed goal, what lessons they learned from it and how they've been performing since) * What is a piece of critical feedback you've received from a client, colleague or manager in the past? (Answer should show the person's ability to be coached and take action on feedback) * Tell me about a time you had to re-motivate yourself during a difficult time. How did you do it? (Answer should show the interviewer what the person is motivated by and how they continue to keep themselves motivated when they encounter roadblocks in the role) * What approach would you take in the first 30/60/90 days to ramp up? (Answer should show how the person is thinking about setting themselves up for success. Are they just depending on onboarding and training to get them there? Do they have other ideas on how to prepare for success?) * What is something you don't enjoy doing? Can you give me an example of what your pitch for this thing would be? (How the person reacts to this spur-of-the-moment exercise is very telling. Are they able to go with the flow and think on their feet? Are they able to reframe their thinking?) 

In my experience, communicating the performance & progress of your sales team to the company helps to connect all employees to the mission. It can create transparency into the health of the business, aligns individuals within the company more closely to the voice of the customer, and enables you to more easily activate resources when support is needed. On a Daily Basis... * Every time a deal is Closed/Won, a "Congratulations" email is sent out to the whole company, and a Slack message is posted in our "team" channel sharing the details of the deal & the "Win Notes" (ex. the customer, the value of the deal, the "why" behind their purchase, any learnings, and shout-outs to teammates who helped to close the deal) * For the biggest deals or most special wins, I'll also create fun memes showcasing the rep & the customer and share that via Slack & email too On a Weekly Basis... * I'll create a Freehand with 4-5 slides sharing our progress (Closed/Won against Target, Pipeline Generation over the last week, etc.), shouting out the biggest & most prominent deals of the week, and sharing the most relevant & interesting customer stories. Then I'll record a 3-4 minute video walking through the content, adding my commentary & perspective, and then I'll share the video & the Freehand in our "team" Slack channel so everyone in the company can watch it & engage with the content * I also look for opportunities and encourage my sales managers & sales reps to post in our "sales" Slack channel any interesting stories or learnings throughout the week. Sharing snippets from chorus calls, best practices for generating conversations or overcoming objections, and capturing the greatest success stories helps to raise the overall knowledge of the organization. On a Monthly Basis... * During our company All-Hands, I'll provide and expanded version of my weekly Freehand & video, and also look to provide the platform for 2-3 of our sales reps partnered with their account or customer success managers across different segments/regions to share their customer stories with the entire company. And keep in mind...it's as important to celebrate the journey just as much as the wins, especially if you're in an earlier stage organization. Communicating the behaviors, the mistakes, the learnings, and the process behind your sales motion is often even more valuable for your entire organization than the wins alone.

I very much understand how this is difficult, especially if you have a distributed workforce and if budget constraints don't give you the ability to get folks into one place. I'll share a common approach that my peers from across the industry use (since I focus mostly on content) that can help set this up for success: * When: Try trying these real-world experience workshops during times when you do have some sort of gathering. Perhaps that's SKO or a bi-annual regional meetup. Work with leads to ensure this is expected programming when they gather in a centralized office. * How: Identify how some key skills (whether this is discovery, negotiation, driving urgency) and teach on strategies and frameworks. Then identify some moments in non-work environments when we use these. For example, when you do discovery, can you challenge them to approach an acquaintance, or even stranger, and give them the 3x Question exercise? * Next Steps: Follow up with their reflections and experiences in another session or post-session reinforcement training. Whether that's a module they can add their experience to, or gather some of the real-life scenarios straight from them and do a follow-up async training that would challenge other team members to try that 3x questions. You can even roll these out with managers with facilitation guides and do some kind of improv exercise session for their teams. Really, at the end of the day, you need them to practice with a framework in a controlled environment, take it out in an uncontrolled environment, and reinforce in a controlled environment.

"You can't improve what you don't measure" - Peter Drucker. When starting out in a new market, there can be lots of uncertainty. This uncertainty is the starting point, however, for a fun and exciting journey to figuring this new market out. But uncertainty can be the enemy of action, so you want to remove as much uncertainty as possible, as quickly as possible, so you can get out there and start driving results. A few places to look for data in the planning and early implementation phase to eliminate uncertainty: 1. Your network - while you may not have a network of people in this new market already, you should be able to define a couple people who would be willing to speak with you who can help get the ball rolling. One or two quality conversations with your network can lead to a number of intros, and increase your network size overnight. If these people already know you, they'll also be kind if you fumble through your first conversations or have some misconceptions going in. 2. Interviews - when I was opening the Latam team, I learned so much from the interview process. I spoke with dozens of the top leaders in the industry and the vision became more and more clear each conversation I had. They helped me calibrate the resources needed for success, nuanced buying characteristics in each country that I was unaware of, partners and strategies that I wouldn't have learned about without their expertise, and more. I approached the process humble, and was honest about where I was at in my journey of learning the landscape, and so many people were happy to help fill in the blanks. 3. Online research - there's no shortage of information online. This is an obvious step and a great place to get a baseline before you test it out in the wild. This can get you past the initial uncertainty phase pretty quickly, and put you in a position to take action. That action COULD be to hire someone who IS certain and can go build out the appropriate KPI's based on their vast expertise in the the new market you're looking to enter. If this is an option and makes sense for your business - then this is a short answer. Go hire a superstar and let them do what they're great at. Get them what they need and get out of the way. If that's not the appropriate action, then you need to establish a baseline to measure against - so you can improve and re-calibrate along the way. A few things I would consider in going through this exercise: 1. Prioritize winning early, over winning BIG early. You want to prove concept, validate the mission and get people fired up for the cause early. You want positive visibility across the org, and an infectious enthusiasm in this new market. If you shoot too high, do a good job, but don't quite hit your big lofty goals, you'll move slower, dampen the enthusiasm of the team, and may even get skeptics on if it's the right bet. Set very attainable goals, crush them, and ramp the goals up quickly from there. 2. Think long-term revenue, short term activity. The short term revenue will come as a natural output from intense focus on activity. As stated there will be some uncertainty early on - especially around when/where/how that first deal will come in. So instead of overanalyzing it - go out and get data. Lots of data. Set intense activity goals and talk to as many prospective customers as possible. Don't overqualify when you still aren't positive what you're qualifying for. Every conversation is valuable early on. If you hit your lofty activity goals, and have a solid product market fit, you should naturally hit reasonable revenue goals in the first year. Year 2 is really where you want to ramp up expectations after validating assumptions in year 1. 3. Re-calibrate, re-calibrate, re-calibrate. Every week you should review what we learned week over week. Trends, competitors, partners, what's resonating, what's not, resource needs, etc. Your ICP will likely fluctuate during this time, which will inform the types of prospects you'll want to go after. You may adjust this as often as weekly early on. This is also where you review your achievement against your baseline metrics, and may adjust these KPI's if they're not the right ones. But you need a starting point. TL;DR When entering a new market you want to eliminate uncertainty as quickly as possible so you can take action. Hire or network with top talent in this new market to improve your ability to define starting KPI's that make sense. Prioritize high activity and achieveable revenue targets early to collect more data and build momentum. Re-calibrate often based on your initial KPI's and adjust as you continue to get real data about your product in this new market.