You know the feeling.

The closing video plays, the lights come up, and a few hundred salespeople walk out of the ballroom convinced this is the year. Then February shows up. The energy is gone. Half of them can’t tell you what the theme was.

I started counting SKOs I’ve attended once on a flight home from one. 30+ of them across my career, as an attendee, a presenter, a planner, and the person running the whole show. Companies of thirty people and companies of seven thousand. And after acknowledging what that number said about my age, I got curious about which ones were actually the best, and why.

The good ones had almost nothing to do with budget or production value. They came down to the same handful of basics.

Here is the uncomfortable part. Most kickoffs are a great trailer for a movie that never gets made. We pour everything into two days of lights and sound and forget that the two days were never the point. The 360 days after are the point. The best kickoffs I have ever seen were built to be felt in March, in July, and in November, not just in the room.

Five ingredients that get you there.

  1. Pick a Theme That Survives February
    Before anyone arrives, you make one decision that shapes everything else. What are we all here for?
    Most themes are a single word. Elevate. Accelerate. Believe. Breakthrough. They look great on a banner and they are forgotten by the time the rental car is returned. A theme earns its keep only when it is tied to the actual strategy of the business and you can still use it long after the event. Two tests I run on every theme: Make it strategic. Find the word or phrase that captures your big-picture strategy for the year ahead. That is what sticks, and what quietly guides behavior when nobody is watching.Make it operational. You cannot run a quarter on “Believe.” You can run one on “One Team,” because it shows up in how deals get worked, in KPIs, in who gets recognized.One year at Splunk we were moving the entire company from perpetual licensing to subscription and cloud. That meant a completely new way of seeing the customer relationship: land, adopt, expand, renew. We called the theme “Journey.” We used it on stage at kickoff and we used it every week after to teach teams what each phase of the customer journey required of them. The theme did not end when the lights came up. It became the operating language for the year.A theme you can still use in July is worth 10 times what you cheer for in January.
  2. The Real Work Happens in the Hallway
    Never underestimate how much of the value is just people in a room together.Build the time in on purpose. Longer breaks, thirty minutes or more, so conversations can actually start and finish. Trade the seated dinners for receptions with food stations and standing room, because people mingle when you make them get up. And get creative, because there are no rules here.One year at Splunk our team built an evening reception that looked like a trade show floor. Every product group, every supporting GTM team, every corporate function from IT to HR to Finance, plus the execs, had a booth. People walked the floor, learned what each team was working on, asked questions, and networked over food and drinks all at once. Databricks took a different angle and built connections by giving back to local communities at every kickoff, which bonds people to each other and to something bigger than the number.The agenda is what you remember signing up for. The hallway is what you remember a year later.
  3. Make Recognition Mean Something
    I have watched recognition matter more to salespeople than almost anything else you can put on the agenda. For some of them, it is the whole reason they do the job. Your name on the big screen, the walk to the stage, the photo with the CRO and the CEO, your peers congratulating you all night. That stays with people.A few ways to get more out of it: Open the aperture. Keep your top performer awards, then add awards for the people who live your culture and values, and for the non-sales folks who go out of their way to help sales win. This is not about handing everyone a trophy. It is about rewarding how people won and who helped them do it, not just the final number. Build the intro. When you give an award, tell a short story about the winner before you call their name. Set it up like you are introducing a headliner. Prime the room to give them the loudest reaction of the night. Then hand them something physical, a plaque, a trophy, a certificate, and get the photo with your senior leaders. Make it an event. Treat the awards night like it matters. A formal dinner, a dress code, a red carpet, a photographer, and some live music. Spend a little to make it feel like a big deal. These moments outlive the kickoff. They build loyalty, they push everyone else to work harder next year, and they end up on LinkedIn, where they tell the whole market something true about your culture. People forget quotas. They do not forget the night their name was on the screen.
  4. It Was Never Just a Sales Kickoff
    No seller closes anything alone, so stop building the event as if they do. Invite the whole go-to-market ecosystem that surrounds your reps. Marketing, channels, customer success, strategy, deal desk, operations, all of it. Put them on the main stage and in the breakouts. Name them in the success stories and the awards. When the room can see the full team that makes selling work, the team starts acting like one. Two ways you can push this further: Change the name. Call it a Go-To-Market Kickoff. We all know it takes far more than sales to sell a product, so let the name say so.Go global, on screen and on stage. If you operate across regions, put them on stage. Regional videos are the easiest way to do it. Ask each major region, Americas, EMEA, APJ, LATAM, to build a two-minute video showing who they are, how they work, and how they have fun, with music and humor encouraged. The regional teams at Datadog outdid themselves on this. One video had a surprise cameo from an executive that brought the whole room down laughing. The pride those videos create lasts. Open a session with one to warm the room up, or close a block of content with one to send everyone into the next break on a high. Either way, a room full of strangers starts to feel like one team. Sales does not win alone. Your kickoff should stop pretending otherwise.
  5. Feature Wins Your Reps Can Actually Repeat
    Sales teams love a good war story. They want to know how a peer beat the competitor, survived the pricing fight, won the proof of concept, and got to the executive who would not take a meeting. They are there to learn. The trap is that most kickoffs only feature the monster deals. It is hard for a rep working on hundred-thousand-dollar opportunities to pull anything useful from the story of a twenty-million-dollar transaction. It is just as hard for a team in Tokyo to apply a win that happened in New York. Three ways to fix it: Right-size the stories. Show wins of different sizes so people can see what success actually looks like at their level. The obstacles on a twenty-million-dollar deal are not the obstacles on a two-hundred-thousand-dollar one, and everyone in the room knows it. Feature every geography. Pull wins from each major region. It is good for the culture to see faces from across the company, and it means every rep leaves with something they can use on Monday in their own market. Choose wisely. Pick stories that reinforce your theme and the asks you are making. If the theme is “One Team,” feature wins where the whole team presents what they did together and how the team approach changed the outcome for the better. If you are doubling down on business cases this year, feature wins where the business case carries the deal. And be careful who you put on stage. The rep who wins by ignoring the process or freelancing it “artistically” is impressive and impossible to copy, which is the opposite of what you want a thousand people to walk away believing. A success story is only useful if you want people in the audience to run the same play.

Build the One That Still Plays in November

Every company is different. Different size, product, stage, culture. But underneath all of it we are still people, and people want the same things. To be inspired. To be recognized. To learn and grow. To feel like they are part of a meaningful mission. To help and be helped.

If your kickoff is already on the calendar, it is not too late to add a few of these. And if you are just starting to plan the next one, build it around these five from the beginning.

Just remember what you are really making. The two days are the trailer. The year is the movie. Build the January kickoff that still plays in November.

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Doug May

Author Doug May

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