Weekly Team Check-in

When 3pm rolled around around this past Friday, I climbed up through the pile of papers on my desk at influencers@ and headed to the conference room, where every 20 minutes I met with a member of the team and checked in. I asked them how their week was going, what challenges they were facing and how I could assist. 

This weekly check in is simple, easy and so important. Per the recommendation of my go-to COO expert, Ryan Durkin, a team leader needs to check in regularly with everyone at the company (while size allows for it) and get a pulse on how the team is doing. Let’s face it - the business week is busy. At a start-up, it is borderline insane. As a result, personal issues and work-related challenges can get pushed aside while everyone scrambles to meet deadlines. The Friday afternoon check-in ensures that those issues don’t get missed and can get resolved going into the next week.

The check-in is super casual. Consider the following questions to ask your team:

• How was your week?
• What challenges did you run into?
• Are you stuck on anything?
• How is everyone else on your team - are you getting along?
• How can I  help?

In addition to these questions, the key is to let each team member know what they did well and opportunities for improvement for the next week. These should be clear and actionable, ie “The design work on that flyer was fantastic! For next week lets work together on reducing the amount of verbiage that is used in copy for our marketing collateral.”

Super easy questions. 15-20 minutes for each person. Every week. Get it done.

Crafting the Next Great Leader

I’m thrilled to announce that rising junior Matt Bilotti will be my successor as the next President of the Northeastern University Entrepreneurs Club. Our team’s executive board just voted him in, but that wasn’t a surprise for me; in fact, I knew Matt was going to be the next President since last October. This is the story of how a leadership development strategy crafted Matt from inexperienced sophomore to chief executive.

It is October 2011 when I walk in the door at an Entrepreneurs Club meeting. Sure enough, Director of Marketing sophomore Matt Bilotti is just a minute behind me, ready to get the room setup an hour before our 100+ person event. As I think back to recent events the club has put on, I come to an interesting realization: Matt is always “just a minute behind (or ahead) of me” when it comes to preparation. As President, I attend nearly every event the club puts on, which is usually about 6 weekly. There is only one other person that attends all of those with me: Matt. I never asked him to, he just shows up. He is at every meeting, every event and responds to every email. As a manager, this gives me a simple indicator: Matt cares. Matt’s passion for the organization can only rival mine. Needless to say, this was the first indicator that Matt has potential for the big job of President.

Once I discovered Matt’s passion, care and how it set him apart, I decided to spend more time with him. I invited him to more meetings and asked his opinion in more emails. Before we knew it, he was playing a Vice President role informally, taking on many of the tasks without the title or authority of VP. As Matt continued to add value in all that I threw at him, it hit me that he could be the next President. But at this point he is young and inexperienced. So what did we do? We created and executed the following leadership development strategy:

1. Critical Beyond Belief

When most people on my team make a mistake, I am generally pretty comforting, help them understand what they did wrong, and am lenient in letting it go. With Matt on the other hand, I was ruthless. I ripped apart his emails, comments and any written documents with a slew of constructive criticism on the weaknesses and specifically how he can improve them. When he made a silly comment in a meeting, I came down on him harder than anyone else.

This all got to him sometimes and I could feel his intense frustration. He might not have realized how much it burned me inside to see him agitated. But I knew I had to keep going. So I just pushed harder. I taught him how to send authoritative emails, engage with sponsors and motivate teammates to excel. 

2. Meetings Meetings Meetings

I pulled Matt into many management and recruiting meetings. He watched and soaked in how I handled on boarding new teammates and senior level management challenges. 

3. Expanding the Marketing Department

To give Matt more responsibility, we expanded the Marketing Department, created a new program called Marketing Marines which he manages and gave him responsibility for another brand new club program, Engineers for the Greater Good. Having oversight on these new programs gave Matt an opportunity to build his leadership skills in real life as opposed to just watching. 

4. Spending Time

Matt and I started spending a lot of time together. In the fall we would watch movies together on the weekends, and in the spring we started going to the gym together every morning. The gym was just an extended conference room - we discussed organizational successes and challenges, and used the time to brainstorm solutions. Matt was able to get a clear view of what the role of President was like because we interacted with each other so much.

5. Caring

Perhaps the most important element of this leadership development strategy is that I truly care about Matt. When he is struggling or upset, I want to help him and see him feel better. I want him to grow, learn and succeed, and over the past year I invested a lot of time into ensuring that he will. This element is why I was able to be so critical with Matt, and an important “secret sauce” in the leader development and mentor/mentee strategy. Below is an excerpt from an email I sent him in February when I sensed he was being challenged with the training:

“I know I am extremely critical and rough on you, more so than with anyone else. I know this can be challenging and aggravating at times. I call you out on stuff I’d never mention to most other people. While this is challenging to work through now, it will be immensely beneficial for you going forward. I am incredibly proud of you and all of your hard work so far this semester and your journey towards becoming the next great leader of our organization.

What I am doing now is a crash course to prepare you for that, which means that if it is to be done well it requires me to be hyper-critical. Most people won’t do that for you… they won’t call you out on things. Instead, they’ll let your weaknesses build up until you fall. That is a shameful disservice to you. Few people will have the guts to call you out… and those are the people you want to be surrounded by because they actually care about you.”

I joke that Matt was my biggest “project” this year; and all joking aside, it is pretty much accurate. Through all of the leadership development, meetings, constructive criticism and teaching, Matt has emerged as a force to be reckoned with. He is organized, forceful, insightful and can control a room. He knows how to identify talent and how to cultivate it. He still has a ton to learn, but I am confident that he is ready to take on the role of youngest President in the history of the club. Put bluntly, Matt will kick ass in his role and I cannot wait to watch him do it next fall.

Mobile Managers

Sophomore Program Director Danny Smith has a busy weekend. His own team for the Entrepreneurs Club’s EIP Program is promoting a local start-up at a big event on Saturday and he is also serving as a mentor in the Husky Startup Challenge and a participant in Engineers for the Greater Good, a 72 hour business and engineering competition. Despite this crazy schedule, a weekend like this is typical for Danny. As a senior leader in the Entrepreneurs Club, he makes it a point to not just focus on the program he runs, but instead go out and help with every other director’s program. As a participant, he learns how each program works so he’ll be able to offer tangible suggestions to his manager colleagues. When Danny is an attendee, he doesn’t expect special treatment - he sits with everyone else and goes through the same learning. This attitude is the epitome of what I look for in an excellent leader: willingness to go beyond your own department and care about the success of the team as a whole. Danny’s desire to learn, help and be a part of the community serves as shining example for everyone in the organization.

I recently read a parable about a tribal leader who always stays in his compound at the top of a mountain and rarely comes down to meet with his people and understand their problems. This is of course the opposite of what an effective manager should be doing. Danny’s actions on the other hand represent a much better way to do things: be a mobile manager. These managers:

• Talk: go out and speak to the people you manage and their customers. Gain a deeper understanding for their lives and what problems they face.
• Learn: take what your people and customers say to heart. Go beyond observing and think about what you can learn from the people you manage.
• Participate: be a customer and use the services that your organization provides. You’ll quickly earn a better perspective on what your people need.
• Advise: provide tangible action items that the people you manage or other managers can use to exceed their objectives.
• Go Beyond: go outside your job description and appropriately provide input and participate in other facets of the organization. 

Combined with other important qualities like clarity and respect, having people with a “mobile management” attitude is a great asset for any successful team… I’m glad to have one like Danny on mine.

The Value of Praise

Praise is an amazing thing. It can create powerful feelings and motivate people to perform, and yet it costs nothing and takes minimal effort. Praise is one of the best tools a manager has to keep the team happy and productive. Take the following email example from me to a Director on my team:

Hi Matt

Thanks again for your hard work today on the applications. I know it was a long day but I truly appreciate your input and the apps are going to be that much better because of it. Keep up the great attitude and I’ll see you tomorrow.

Greg

I spent about 45 seconds writing that email, and it made Matt’s day. Whether it is from a manager to a subordinate or the other way around, everyone likes to be reminded when they do a good job. Consider the following guidelines to be a praise-centered team:

1. Praise frequently, but make it count

I might send 2 or 3 emails like the one to Matt each day to different teammates. Anytime someone does a good job, I recognize it. At the same time, you don’t want to over do it. Sometimes a simple “thanks!” will suffice while other times an extra sentence specifically outlining what the team member did is better.

2. Be short and sweet

Praise doesn’t need to be in long essays or paragraphs. It can be a sentence or two that fits on a sticky note or takes 30 seconds to send from your Smartphone. Short sentences that get to the point quickly tend to be more powerful.

3. Balance it with constructive criticism

In order to make your praise count more, you also need to call teammates out when they make a mistake and provide constructive criticism. This isn’t to be hostile; instead it is to help them learn and develop as leaders.

4. Mix up public and private praise

While personal emails are a great way to deliver praise, public announcements to the entire team at a meeting or even a blog post about a teammate’s good work can be even more powerful. Consider having a healthy mix of both.

By leveraging these strategies and letting your teammates know when they excel, they will feel happier and learn more, ultimately leading to a better organization for everyone. 

CEO is a Lonely Title

Last year, I served as the Director of our largest program at the Entrepreneurs Club, the Husky Startup Challenge, in addition to being the interim Vice President of the organization. I had the honor of working directly under Aaron Gerry, who was President last year and graduated in May 2011. During that year, Aaron served as a mentor and guide for me. I looked up to him and depended on him when I needed help or got stuck with a problem… and he was always there for me.

Having someone there for you is the key here - you get that privilege as a VP, a manager, an assistant or as an employee. You have a boss that you can defer to for big decisions, and who is responsible for you if you make a mistake. 

Well fast forward a year and I was promoted to President. I was beside myself with joy and excitement. Finally, I got to set the vision, lead a group of my peers and architect the building of something great at Northeastern. As I settled into the role, I suddenly realized, “Oh wow, Aaron isn’t here anymore.” And it was then that I realized how much I leaned on Aaron the year before. Because if I messed up, it was Aaron’s problem. If I missed a deadline or couldn’t figure something out, it was Aaron who had to pick up the slack. Now, things are very different. If I mess up, it is my problem. And if any single person on my team messes up, it is my problem. If something doesn’t get done, guess who has to do it? 

I didn’t understand it at all until this year, and I couldn’t understand it until I had the honor of being in the top role in an organization. As the President or CEO, you have to worry about everything, because you are ultimately responsible for everything. Instead of a budget for one business unit, you might oversee 6 different budgets. You go from managing assistants and team members in your division to managing the managers who manage the assistants and team members. That’s a tongue twister. 

So what is the big takeaway?

I have a lot of respect for anyone in the CEO role.

Especially in large organizations, these folks have a tough job. They really are alone in their role. They can (and should) ask their team for plenty of input. But ultimately, they are the ones that have to make the big decisions. And they are the ones that are ultimately responsible for the outcome of those decisions.

The Art of Complaining

If we called my mom right now, she’d probably say that growing up, I was a complainer. If I didn’t like where we were going, what we were doing or what we were eating, everyone was going to hear about it. Now granted this was one I was 10 (ok, when I was 15).

Why do people complain? Well for one thing, complaining makes you feel better. It allows you to vent and blow off steam. It gives you a feeling that you have control and impact on the situation. Thing thing is though, you don’t always have control. That is where we need to explore the differences between the types of complaining. In one type, complaining can be good. In the other, it’s worthless.

There are two different types of complaining:

1. Complaining about stuff you CAN control

2. Complaining about stuff you CANNOT control

Let’s break them down:

Complaining about stuff you CAN control

This can actually be a good thing. If you think there are problems or things that can be done better, speak up! Share your ideas and express your opinion. No organization can be succesful with just “yes-men”… great leaders want to be surrounded by people that will challenge them to be better and complain when things aren’t the best that they can be. 

In this scenario, we want to make sure complaining translates into creative problem solving. Identifying a problem is step 1, but you need tangible action items if you want to actually resolve that problem.

Complaining about stuff you CANNOT control

This is what I was notorious for growing up. A good example was when my dad was picking me up from school, he forgot the car rack needed to bring my bike home. As a result, I had to leave my bike at school. I was ruthless, I wouldn’t let him hear the end of it. The problem with that is that as much as I complained and made sure my dad felt stupid for what he did, I did nothing to change the situation. Complaining in that situation did nothing to remedy it… it was worthless and made me look like a jerk. 

Sometimes you are going to be in situations that suck. But complaining highlights your weakness. It shows that you are difficult and inflexible. So, even when you think it will make you feel better to start complaining about a sucky situation, consider which category it falls into. If it is something you cannot control, keep the complaints internal, and save your energy for taking action on the items that you have control over.

How I Recruit Young Talent

Any good operator spends a significant portion of their time on recruiting. Having fresh talent ready to join the team, getting university students excited about the organization and courting top notch engineers and sales people is key.

I am constantly recruiting for the NU Entrepreneurs Club, especially because at a university there is always a ton of turnover with people graduating, studying abroad, etc. Here are my best practices:

1. Everything is a recruiting exercise

That’s right, every program, speaking opportunity and question asked should be seen as a recruiting exercise. I am constantly judging and making mental notes, considering how someone I am interacting with might fit into a certain role.

At the Entrepreneurs Club, I created a program called the Marketing Marines, which is a team of freshmen and sophomores who want to get more involved in running the club, so they propose and execute on projects that they design. They team up, act as project managers, assist with marketing initiatives, and ultimately add additional value to our organization. Rohan Venkatesh and Dean Brodeur joined the program as freshmen, and just one semester later they have already been promoted to Assistant Director roles. 

2. Start early

I start recruiting for leadership roles at freshmen orientation. They haven’t matriculated yet but that doesn’t mean they don’t have potential to be the next President. 

3. Take people to lunch, and pay for it

If you think someone has potential to join your team, take them out to lunch. Have a casual conversation with them, you don’t even have to talk about work. The goal is to get a feel for them as a person. What makes them tick? What’s the probability that they are actually a serial killer? You want solid answers to all of these. At the end of lunch, don’t forget to pick up the tab. You want them to walk away feeling happy about you and your organization.

4. Sell yourself

Remember, you are pitching your organization and opportunities to new recruits just as much as they are pitching themselves as a candidate. You need to convince them that your organization will be the absolute BEST choice for them to go with for their next opportunity. Practice your pitch and have it flawless when you are out recruiting.

5. Hire interns

Interns are great because you both get to “try before you buy.” You get to see how the person interacts on your team without giving them tons of responsibility for key projects. They get to try out your organization with no commitment, knowing that they can walk away at the end of the internship. So, hire interns that you think would make great full time employees and use the internship to validate your hypothesis. If it proves true, make them an offer at the end for full time.

6. Promote from within

Some of your best talent might be already inside of the organization. Promoting from within is great, cost effective, increases team morale and is overall a good thing, provided that the talent is indeed there.

Event Planning 101

One of the biggest parts of my job at the Entrepreneurs Club is overseeing event management. At the core of our club is the Get Togethers, which attract 100+ students every week and involve a C-level executive speaking, a hands on skill building activity, networking and feeding everyone in the room a free dinner. If we measured my stress levels there would definitely be a spike on Tuesdays at 6pm. 

Event planning and execution is incredibly important, and most organizations need to be good at it in order to engage effectively with their customers. Here is my short list of the keys to putting on great events:

1. You need a hook

Maybe it is a high profile speaker, a fancy free dinner or a sexy venue. Either way, there needs to be something attached to the name or description of the event that immediately entices people to come. The events  that my team put on focus on the speaker as the hook. My rule of the thumb is that for every event, I need to hit all 3 of the following requirements:

• A big name speaker or company
• An impressive number to attach to that speaker
• A speaker that is high energy and knows how to give great talks

For example, “Featuring the CEO of Au Bon Pain, a $250M casual cafe chain that was named one of the healthiest restaurants in America.”

2. Logistics need to be smooth

One of the biggest mistakes folks make is underestimating the amount of little details that go into the logistics of putting on a great event. What time will the speaker arrive? Will they know how to get from the parking garage to the room? How are the chairs being set up? All of these details must be taken into account. Ideally, there should be someone on your team with a “Director of Operations” title who takes on full responsibility (with an assistant) for all of these items.

3. Timing is everything

I break events down to the minute. That means I know what is happening at 6:05 and 6:07. You need to take into account delays like people coming in late, standing up to get food, etc. Don’t underestimate these because they can add up. Before each event, I create what I call a “Logistics Schedule” that breaks down minute by minute what is happening, who is responsible for it, etc and I share it with my team. For example:

6:00 - 6:05 - Greet members - Entire team

6:05 - 6:07 - Member of the week announcement - Matt 

And so on. This way, there is never any confusion for where we are in the progress of the event or where we need to be going at any given period of time during the event.

4. You can’t do it alone

Event planning is not a one person job. If you want to do it well, it needs to be team based. That means one person is responsible for the technology/media in the room, another person gets the food, and another escorts the speaker. Make sure that everyone on the team understands exactly what their roles are and what the action items / deliverables are for them during the event.

5. A boring speaker means that YOU are boring

If your organization is putting on an event, then you and you alone are responsible for every detail, both the good and the bad, that happens at the event. If you bring in a speaker and they speak in a monotone voice, droning on about random nonsense that has nothing to do with your event, here’s what’s going to happen: the people in the audience will think to themselves, “wow, (your organization) sucks!” That’s right, they won’t say “wow, this speaker sucks!” You get blamed. This means that you need to be on top of everything that happens and exert tight control over who gets to speak to the people at your event.

6. Food is a necessity

Every good event has food, and it must be free for attendees (or at no additional cost if they paid a fee to attend the event). Few things warm the human soul more than free food. I’m not saying you need lobster… keep it simple. But feed your attendees and they will be shockingly happier. 

7. There has to be engagement

People’s attention spans are surprisingly short. Esspecially if you are targeting a younger demographic (ie people in their 20s), guess again if you think they’ll enjoy sitting through a 60 minute speaker. No way. Every good event has to be broken up into different chunks of activities.

When I plan events, I use the rule that attendees are never doing the same thing for much longer than 20 minutes. We keep it exciting and shift focus. All of our Entrepreneurs Club activities start with food and networking, then go to a hands on skill building activity, then to a speaker, then to Q&A and finally back to networking. It’s a solid framework and it works.

8. Leverage the F**k Factor

Particularly for younger audiences, people start paying a lot more attention when whoever is speaking does something that they seemingly shouldn’t. This especially holds true with dropping an occasional F-bomb to the crowd. It generally goes hand in hand with ensuring that whoever is speaking, making announcements, etc is doing it with a ton of energy and enthusiasm. 

9. I’d rather “do” than just “listen”

The best events are interactive. That means the attendees aren’t just sitting in chairs the entire time, but instead they become part of the event. Maybe they are creating some plan and pitching it to the group. Perhaps there is a competition involved where attendees break up into teams. Or maybe they just have to answer a question. Either way, people want to be involved, and it will keep their attention. Ultimately, this makes an event more fun.

10. Follow up

Think carefully about the objective of your event. Was it to sell something? Or perhaps you were driving deeper engagement with your customers? Either way, there needs to be a follow up or call to action for attendees. Maybe it is an email sent out after the event with something to check out. Either way, make sure you circle back with your attendees and get their opinions on the event. Ask them what you could have done better and thank them profusely for their feedback.