The CEO Shadow Program at GitLab is not a job title but a temporary assignment to shadow the CEO. The shadows will be present at all meetings of the CEO. Like all meetings at GitLab, meetings will begin promptly regardless of shadow(s) attendance. GitLab is all remote but the CEO has in-person meetings with external organizations. Therefore, you will stay in San Francisco during the entire rotation and travel with the CEO.
The goal of the shadow program is to give current and future directors and senior leaders at GitLab an overview of all aspects of the company. This should enable leadership to better perform global optimizations. Achieving this overview will come from context gained in meetings attended and learning while performing short-term tasks from across the company. The program will also create opportunities for the CEO to develop relationships with team members across the company and to identify challenges and opportunities earlier. As an additional benefit, Shadows will often connect with one another, developing cross-functional relationships as a positive externality of the Program.
The CEO shadow program is not a performance evaluation or the next step to a promotion. Being a CEO shadow is not needed to get a promotion or a raise and should not be a consideration factor for a promotion or raise, as diverse applicants have different eligibilities.
Apart from creating leadership opportunities, the CEO shadow program:
It is because of these additional benefits that the program is worth the extra overhead on the CEO and EBA team.
For now this role is called a CEO shadow to make it clear to external people why a shadow is in a meeting.
Other names considered are:
Prospective CEO shadows can read, listen and watch key takeaways from program alumni below.
You are eligible to apply for the program if you have been with GitLab for at least 1 month (recommended more than 3 months) and you are a:
Considerations are cumulative and can be:
You're also eligible if you work(ed) as an investor or helped with an investment in GitLab in a private round.
Please keep in mind when selecting dates that the CEO's schedule is fluid and subject to constant change, which in turn means that the CEO shadow rotation is also subject to constant change. The posted dates are not guaranteed. We will work with you to reschedule your rotation if a conflict should arise.
We understand that participation in the CEO Shadow program is optional and can cause hardships at home. To help overcome these challenges and to allow flexibility for parents to participate, there will be some weeks identified as "parent-friendly". These are weeks where Sid doesn't need a shadow for the full 5 workdays or where the program is split so the weeks are not consecutive.
We want many people to be able to benefit from this program, therefore we rotate often. It is important that an incoming person is trained so that the management overhead can be light. Currently, a rotation is two weeks:
The shadow should be available for the full two weeks.
When the CEO has a week or more of paid time off or during Contribute the shadow program will pause, one shadow will "see one" before the break and "teach one" after the break. The rotations with breaks of one or more weeks without a shadow are great if you can't be away from home for more than one week at a time.
If you need childcare to be able to participate, GitLab will reimburse you for it.
This program is not limited just to long-term GitLab team members. For new team members, this might be the first thing they do after completing our onboarding. Exceptional community members may be able to participate, as well.
| Start date | End date | See one | Teach one |
|---|---|---|---|
| 2020-03-23 | 2020-03-27 | Christen Dybenko - Sr Product Manager | Michael Terhar - Technical Account Manager |
| 2020-03-30 | 2020-04-03 | Scott Stern - Frontend Engineer | Christen Dybenko - Sr Product Manager |
| 2020-04-06 | 2020-04-10 | Chief of Staff | Scott Stern - Frontend Engineer |
| 2020-04-13 | 2020-04-17 | AVAILABLE (remote shadow) | Chief of Staff |
| 2020-04-20 | 2020-04-24 | AVAILABLE (remote shadow) | AVAILABLE (remote shadow) |
| 2020-04-27 | 2020-05-01 | James Ramsay - Group Manager, Product (Create) | AVAILABLE (remote shadow) |
| 2020-05-04 | 2020-05-08 | AVAILABLE | James Ramsay - Group Manager, Product (Create) |
| 2020-05-11 | 2020-05-15 | NO SHADOWS - President's Club | NO SHADOWS - President's Club |
| 2020-05-18 | 2020-05-22 | Liam McNally - Recruiting Lead/Interim Recruiting Manager, Engineering | AVAILABLE |
| 2020-05-26 | 2020-05-29 | Sophie Pouliquen - Senior Technical Account Manager | Liam McNally |
| 2020-06-01 | 2020-06-05 | Jackie Meshell - Senior Product Manager, Release Management | Sophie Pouliquen - Senior Technical Account Manager |
| 2020-06-08 | 2020-06-12 | NO SHADOWS - PTO | NO SHADOWS - PTO |
| 2020-06-15 | 2020-06-19 | David DeSanto - Director of Product, Secure & Defend | Jackie Meshell - Senior Product Manager, Release Management |
| 2020-06-22 | 2020-06-26 | Jarka Košanová - Senior Backend Engineer | David DeSanto - Director of Product, Secure & Defend |
| 2020-06-29 | 2020-07-03 | Charlie Ablett - Senior Backend Engineer, Plan | Jarka Košanová - Senior Backend Engineer |
| 2020-07-06 | 2020-07-10 | NO SHADOWS - PTO | NO SHADOWS - PTO |
| 2020-07-13 | 2020-07-17 | AVAILABLE | Charlie Ablett - Senior Backend Engineer, Plan |
| 2020-07-20 | 2020-07-24 | NO SHADOWS - PERSONAL | NO SHADOWS - PERSONAL |
| 2020-07-27 | 2020-07-31 | AVAILABLE | AVAILABLE |
| 2020-08-03 | 2020-08-07 | NO SHADOWS - PTO | NO SHADOWS - PTO |
| 2020-08-10 | 2020-08-14 | Anastasia Pshegodskaya - Manager, Sourcing | AVAILABLE |
| 2020-08-17 | 2020-08-21 | AVAILABLE (tentative E-Group Offsite) | Anastasia Pshegodskaya - Manager, Sourcing (tentative E-Group offsite) |
If you have questions regarding the planned rotation schedule, please ping the Executive Admin to the CEO. The EBA to the CEO manages the rotation schedule, please do not add new dates to the schedule when adding in your rotation.
You do not need to dress formally; business casual clothes are appropriate. For example, Sid wears a button up with jeans most days. GitLab shirts are acceptable when there aren't any external meetings. Review Sid's calendar to check if there are formal occasions - this may require different dress. If unsure, please ask the Executive Business Administrator (EBA) in the #ceo-shadow slack channel
Make sure to bring comfortable shoes with you to Mission Control any time there are meetings in the city. Wear whatever you are comfortable in, keeping in mind that Sid prefers to walk, even if his calendar says Uber.
Before your scheduled rotation, try to schedule coffee chats with your co-shadows before you start the program. This will give you the opportunity to get to know them and help set goals for the rotation.
Feel free to schedule a coffee chat with any of the CEO Shadow Alumni. You can review the list of CEO Shadow Alumni below. These chats can be helpful when deciding whether to apply to participate or if you're unable to participate but want to hear about the experience and what alumni have learned while shadowing.
Outgoing shadows are responsible for training incoming shadows. We currently track on-boarding in the ceo-shadow project.
The incoming shadow is responsible to create an issue using the on-boarding template. Assign both incoming and outgoing shadows to the issue.
CEO Shadows use the ceo-shadow project to track issues and coordinate the requests that result from the CEO's meetings. It is linked in the CEO Shadow channel description on Slack. Check out the ongoing CEO Shadow tasks on the To Do issue board.
Review the CEO's calendar to get an idea of what your upcoming weeks will be like.
The CEO has a section in the handbook that details processes and workflows specific to him as well as his background, communiction style, strengths, and flaws. Take time to invest in your relationship with him upfront by reviewing this part of the handbook. Here are some helpful sections:
The value of the CEO shadow program is obtained via the broader context you will derive and the interesting conversations you will witness.
Since a rotation is over a short period there are no long running tasks that you can assume. However, there are many short-term administrative tasks you will also be asked to perform, for example:
#thanks channel in Slack when it comes from a customer or wider community member in a meeting.CEO Shadows maintain a project called CEO Shadow Tasks. It is linked in the #ceo-shadow Slack channel description. Collect tasks using the first name of the shadow who captured it. Add at the end to indicate who will action it. Once those items have an open MR against them, post in the #ceo-shadow channel.
+ next to "Other Calendars". Then click Subscribe to Calendar, search for the CEO and click enter.There are three types of meetings one the CEO's calendar: GitLab meetings, Valley meetings, and Personal meetings. This is probably the most open program in the world. It depends on the participants respecting confidentiality, during the program, after the program, and after they leave GitLab.
You will attend all GitLab meetings of the CEO, including but not limited to:
You will travel with the CEO to meetings, team off-sites, and conferences outside of San Francisco per the CEO's schedule. Executive Business Admin to the CEO will assist you with conference registration and travel accommodations during these time frames.
The CEO's Executive Business Admin will ask external people if they are comfortable with the Shadow joining prior to the scheduled meeting and will share a link to the CEO Shadow page to provide context.
Meeting agendas should be shared with ceo-shadow@gitlab.com, as shadows will be added to this email alias prior to the rotation and removed at the conclusion of it.
For agendas that contain sensitive information, the sensitive information should be removed and the document shared with "View only" access to restrict access to the document's history.
Not all agendas will be shared, though, and the CEO Shadows should feel empowered to ask for access if that is the case.
Sometimes the answer will be no for sensitive reasons.
These meetings can have different formats:
You will not attend a meeting when:
CEO Shadows should attend the company call if the CEO does. When it comes time for the breakout call, CEO Shadows should attend their own breakout calls. You are encouraged to share your experience as a shadow with your breakout call groups while you are shadowing.
CEO Shadows may be the point of contact for helping coordinate (not schedule) media briefings. Take initiative, for example finding a quiet space for the CEO to take the call, if it is done while traveling. When participating in media briefings, CEO Shadows are to act as silent participants, except when directly asked a question.
If the candidates consent, CEO Shadows will attend interviews performed by the CEO. When scheduling an interview with the CEO, the EBA to CEO will create a shared GoogleDoc for notes between the shadows and the CEO. The doc template can be found by searching "Notes Doc for Candidate Interviews" in Google Drive. If you have any questions, please @ mention the EBA to CEO in #ceo-shadow in slack This notes document is then added to the Scorecard for the candidate in GreenHouse. Shadows should ensure they mark comments they provide with their full name.
The CEO may occasionally invite you to optional meetings that may not be explicitly GitLab related but can help provide insight into his day to day activities. In these activities, it is asked that you not take notes because we don't want you to do work that isn't for GitLab. Also these meetings are optional and you can leave at any time.
Personal Meetings will be marked as "busy" on the calendar. Shadows do not attend personal calls.
Meetings come in many different formats, as listed above. Your responsibilities will change based on the kind of meeting. Below is a list of important responsibilities Shadows have during meetings:
Shadows should always assume that you are taking notes in a meeting unless it is a 1:1 between the CEO and his direct reports, board meetings, or it is explicitly stated not to. If unsure whether or not to take notes, default to taking them or ask the CEO. It is better to have too many notes, than not enough. If there is not already a notes document, see the templates available here.
Tip: it is useful if Shadow 1 takes notes as the first Speaker is talking, Shadow 2 starts when the next Speaker continues the conversation, and Shadow 1 picks up notetaking once again when the nth Speaker contributes. By alternating note taking this way, it is a lot easier for the Shadows to stay on top of note taking of all the participants in the conversation.
Shadows are responsible for being aware of the current time and providing a verbal 5 minute warning to the meeting participants so that they can comfortably wrap up the meeting. Don't wait minutes for a break, just say 'we have 5 minutes left'. Please use the calendar invite as an indication how long the meeting should last, we do speedy meetings.
Note: Timekeeping is not required for 1-1's between the CEO and direct reports.
When introducing yourself in a meeting as the first shadow say:
When introducing yourself in a meeting as the second shadow say:
If Sid records a video to the cloud in a meeting it will eventually end up being uploaded to the Google Drive folder. Finding the video will require searching based on the calendar event name checking the "Last modified" date.
When attending events with the CEO, keep the following in mind:
The CEO often has work events that are also social events. In Silicon Valley, social and work are very intertwined. These mostly take the form of lunches or dinners. CEO shadows are invited unless otherwise specified, but there is no expectation or obligation to join, this is an optional part of the program.
It's important that everyone encourages others to follow the communication guidelines, not just the CEO. As Shadows, in Group Conversations and other settings, you should remind team members to:
In order to ensure continuity across CEO shadow participants. Always, cc ceo-shadow@gitlab.com on emails as part of the program. This ensure that even after
you've left the program the response and follow up can be tracked.
CEO Shadows label the handbook MRs they create with the ceo-shadow label.
It's a point of competition between CEO Shadows to try to best the previous shadows number of merge requests.
Shadows are encouraged to follow the CEO's activity on various platforms to gather a complete picture of his everyday engagements and to get additional details on where he directs his attention.
Go to the Slack search bar and type "from:@sid" and it will populate the results.
Follow Sid's Slack activity to follow his everyday engagements
This can be seen on the CEO's GitLab activity log.
See what issues and MRs Sid is interacting with
Go to Sid's twitter account.
Sign up for twitter notifications (twitter account required) to follow his everyday engagements.
An ongoing shadow program with a fast rotation is much more time consuming for the CEO than a temporary program or a rotation of a year or longer. Therefore most organizations either have a shadow for two days or have someone for a year or more. We want to give many people the opportunity to be a shadow so we rotate quickly. To make this happen without having to invest a lot of time to train people coming in we need great documentation. Therefore a quick turnaround on documentation is of paramount importance. And the documentation will have a level of detail that isn't needed in other parts of the organization.
When traveling with the CEO, keep the following in mind:
You are welcome to work from Mission Control but it is not required to be present in-person unless there is an in-person meeting, event, or dinner. It's up to you to manage your schedule and get to places on time. If you are traveling somewhere, meet the CEO at Mission Control at the beginning of the allotted travel time listed on the calendar.
If there is a day during your program where all meetings are Zoom meetings, you can work from wherever you want, as you normally would. You can work from Mission Control if you prefer. If you decide to split your day between remote work and working from Mission Control, make sure you give yourself enough time to get to Mission Control and set up for the guest. It's OK to join calls while mobile. In addition, feel free to coordinate or join a co-working day with GitLabbers in the Bay Area. To coordinate join the #loc_bayarea Slack channel.
Shadows are welcome at Mission Control 10 minutes prior to the first meeting until 6pm. Feel free to ask if you can stay later. Don't worry about overstaying your welcome, if Karen or Sid would like privacy they will ask you to leave explicitly. When you arrive and depart, please make sure the door to Mission Control closes fully.
One more thing: the cat feeder is automatic and goes off daily at 10:22am PT (as well as another time, it's a surprise!). No need to be alarmed by the metallic clanging sound.
Outside of Mission Control hours, shadows have the following options:
When entering the building, the doorperson may ask who you are there to see. Don't say "GitLab" since there is no GitLab office. The doorperson will direct you to the correct lobby.
While there are two sets of keys, it's worthwhile coordinating access to Mission Control with the outbound shadow on your first day. Meeting up on Sunday evening or, at a specific time on Monday morning. This will enable the incoming shadow to be introduced into Mission Control without impacting Sid and/or Karen.
There is a Yelp list that contains recommendations from previous Shadows, as well as the CEO's Favorite Restaurants.
The list is administered by the ceo-shadow@ email address. Login to Yelp with the credentials in the CEO Shadow 1Password vault to add restaurants, update notes, or remove items from the collection.
There are usually also food trucks in front of the Salesforce tower and on the opposite side of Mission street from the Salesforce tower in an Alley way.
Occasionally food trucks or restaurants have loyalty rewards cards. It is not required but if you get one and want to leave it for future Shadows to use please add to this list and put the reward card in the CEO Shadow drawer at Mission Control.
We have six monitors at Mission Control. They show the following content:
| Top Left Team |
Top Middle Category Maturity |
Top Right Is it any good? |
| Bottom Left Category Maturity |
Bottom Middle Who we replace |
Bottom Right Remote Manifesto on how to work remotely |
Turning all screens on or off might be challenging since a single remote controls all of them, the easiest way to do that is by covering the tip of the remote with your hand and getting as close as possible to a single screen while turning it on or off.
To configure the sales dashboards:
The wireless mouse and keyboard are connected to the bottom left TV by default because that one is visible from both sides of the conference table. To update the view on another TV, you have to connect the wireless keyboard and mouse to the desired screen. Afterwards don't forget to return it to the bottom left position for use during meetings.
Turning all screens on or off might be challenging since a single remote controls all of them, the easiest way to do that is to make a cone with the foil (a piece of foil can be found on the white tv remote tray) around the front edge of the remote and getting as close as possible to a single screen while turning it on or off.
Each of the screens at Mission Control use an Asus Chromebit to display the preferred content and are connected to the HDMI1 port of each TV. If you turn on the TVs and one displays a blank screen while on the HDMI1 input, the Chromebit may need to be reset. You can do this by power cycling the Chromebit (they are located behind the bottom right TV and and are labeled) connecting the Chromebit to the Keyboard and Mouse and logging into it using the credentials in the "CEO Shadow Vault" via 1Password. Once you have logged into the Chromecast you can quickly find the proper content as listed in Configuring the Screens via the browsers recent history.
To check that a Samsung TV is up to date:
To screencast from an iPad or MacBook to the top left screen, switch the "Source" on the top left screen to "Apple TV" (HDMI 2).
Using the larger remote (with the white buttons), you can press the white, center button in the top row of buttons; this will bring up a list of sources. There is a direction pad on the remote towards the bottom that has < ^ > v buttons as well as the selection button in the center.
When the TV is on the Apple TV source you may need to change the Apple TV to AirPlay mode. The Apple TV remote is the small black one with only 5 buttons. You can click "MENU" until it says AirPlay.
To return to the normal configuration, choose "Source" then "HDMI 1".
There are two iPads at Mission Control (without password protection). You can use the duet app as a second monitor if desired. Both iPads are linked to the EBA to the CEO's Apple ID. Please verify any purchases ahead of time with the EBA to the CEO.
The printer at Mission Control is called HP Officejet Pro 8610 and is available over AirPlay/Wifi. The printer is located in Sid's office.
Zoom Rooms is an application used for team members not in San Francisco to participate in meetings happening at Mission Control. There's a separate screen (the large one on wheels), a Mac Mini and, iPad at Mission Control for this purpose. The Mac Mini is connected to HDMI1 on the screen and, the iPad operates as a remote control for Zoom Rooms.
The CEO Shadow is often responsible for handling the technical details of coordinating Zoom meetings. If using a webinar, you will need to be a co-host in order to promote folks to panelists for them to be able to verbalize their own questions.
When joining a podcast in Zencaster, a microphone error can be avoided by leaving your microphone unmuted for the first 30 seconds / minute. 1. Zencaster checks that your mic is working by recording audio so, muting the mic causes the error. 1. The system check happens when you first load the page 1. If you get the microphone error, reload the page and wait for the checks to finish before muting.
The devices in mission control are configured to auto-update when new versions are available. As a precaution, Shadows in their second week should confirm all software in Mission Control is update to date.
In preparation for guests (customers, investors, etc.) who will be meeting with the CEO or other team members at Mission Control, please note the following prior to the meeting start:
Please note that we have a cat named Suzy. It is a Russian Blue mix which is a hypoallergenic variety.
Suzy likes attention and will invite you to pet her. If you're allergic to cats consider washing your hands after petting.
If you don't want to wash your hands everytime after petting Suzy you can gently paddle pet her using ping pong paddles available in Mission Control. Check out the video's linked below for techniques!
Please note the white pillow on the sofa in Mission Control is the only place to paddle pet Suzy. She really enjoys it when you gently pat her sides with the ping pong paddles when she is on the white pillow, if she steps off the pillow stop petting her. When she gets back onto the pillow you can resume gently paddle petting her.
Please don't pet her after/when she meows since that reinforces the meowing which can be annoying during calls and the night.
You can pick her up but she doesn't like it much and will jump out after about 30 seconds. Lastly, Suzy sometimes tries to drink out of the toilet, please make sure to leave the toilet lid down.
Everything in the fridge that is liquid can be consumed including Soylent and alcohol. Coffee machine is located in the kitchen, coffee pods are in the drawer below the coffee machine.
If the beverages are running low, start by checking the top cupboard above the oven (next to the fridge). There's a step ladder in the laundry (last door on the left down the hall way)
If items in the cupboard are also running low, reach out to the Executive Admin to the CEO list of items that need to be ordered in the #ceo-shadow slack channel tagging the EBA to the CEO so all items can be ordered at once.
This should happen every Monday. Here is a list of items that may need to be restocked:
Lodging during the CEO shadow program is provided by the company. Executive Admin to the CEO books the accommodation based on availability and cost. You can express your preference (hotel or AirBnB) via email to the Executive Admin to the CEO in question, however the final decision is made by the Executive Admin based on the distance from CEO and costs. Executive Admin will provide the accommodation details no earlier than 1 month and no later than 2 weeks before the scheduled rotation.
Accommodation is provided only for the active shadowing period, it is not provided during the shadow program pause (cases when the CEO is unavailable). In case you are coming from a timezone that is more than 6 hours difference with Pacific Time, it is possible to book the weekend before the first shadow work day to adjust to the new timezone.
If your CEO shadow rotation is two consecutive weeks, it is expected you will be staying the weekend. Accommodation is provided during the weekend.
Airfare can be booked according to our travel policy or spending company money policy. In case your shadow rotation includes time without shadowing, it is possible to expense airfare to fly home and back within the continental USA. If you are from outside of the USA, it is also possible to expense airfaire during the time without shadow because of the possible high cost of lodging in San Francisco if you chose to stay at a different location.
At San Francisco International airport (SFO), all rideshare apps (Uber, Lyft, etc) pick up on level 5 of the parking structure. When coordinating travel from SFO to Mission Control with other Shadows, GitLabbers or Sid arranging to meet on level 5 of the parking structure is most efficient as each terminal has its own baggage claim area.
Shadows are able to expense food and beverage during their rotation and should follow our spending company money policy. Previous shadows have created a recommendation list of their favorite food places to help.
Childcare is provided during the active shadowing period and will be reimbursed via your expense report. You must book the childcare yourself and it is advised you reach out far in advance as childcare "drop-ins" can be limited depending on the week. Currently, GitLab doesn't have a "Backup Care" program so you must tell the childcare it is for a "drop-in". Depending on your hotel accommodations, finding a nearby daycare is most convenient or a daycare nearby the Millennium tower. Some childcare facilities will require payment at end-of-day or end-of-week via cash/check only so request an invoice/receipt for expense submission purposes.
Past Childcare facilities that have been accommodating:
Our top priority is the health and safety of our team members, please refer to the current travel policy. The CEO Shadow program is classified as non-essential travel and travel to San Francisco will not be required during the time frame specified in the policy linked. CEO Shadows joining the program should plan on participating in the program remotely and matching the CEO's schedule which is primarily in the Pacific time zone unless the CEO is traveling to another time zone. If you have questions please use #ceo-shadow in slack and @ mention the Staff EBA to the CEO
CEO Shadow program alumni are welcome to join the #ceo-shadow-alumni slack channel to stay in touch after the program.
| Start date | End date | Name | Title | Takeaways |
|---|---|---|---|---|
| 2019-03 | 2019-04 | Erica Lindberg | Manager, Content Marketing | CEO shadow learnings video |
| 2019-04 | 2019-05 | Mayank Tahil | Alliances Manager | |
| 2019-04 | 2019-05 | Tye Davis | Sr. Technical Marketing Manager | Without a shadow of a doubt: Inside GitLab's CEO shadow program |
| 2019-05 | 2019-06 | John Coghlan | Evangelist Program Manager | 5 Things you might hear when meeting with GitLab's CEO |
| 2019-06 | 2019-06 | Cindy Blake | Sr. Product Marketing Manager | CEO shadow learnings video |
| 2019-06 | 2019-06 | Nnamdi Iregbulem | MBA Candidate at Stanford University | |
| 2019-06 | 2019-06 | Clinton Sprauve | PMM, Competitive Intelligence | |
| 2019-06 | 2019-07 | Lyle Kozloff | Support Engineering Manager | |
| 2019-07 | 2019-07 | Marin Jankovski | Engineering Manager, Deliver | |
| 2019-07 | 2019-08 | [Danae Villarreal] | Sales Development Representative, West | |
| 2019-08 | 2019-08 | Daniel Croft | Engineering Manager, Package | GitLab, CEO Shadow August 2019 week one, mind blown |
| 2019-08 | 2019-08 | Emilie Schario | Data Engineer, Analytics | What I learned about our CEO's job from participating in the CEO Shadow Program |
| 2019-08 | 2019-08 | Kenny Johnston | Director of Product, Ops | |
| 2019-08 | 2019-09 | JJ Cordz | Senior Marketing Operations Manager | |
| 2019-09 | 2019-09 | Eric Brinkman | Director of Product, Dev | |
| 2019-09 | 2019-10 | Danielle Morrill | General Manager, Meltano | |
| 2019-10 | 2019-10 | Mek Stittri | Director of Quality | |
| 2019-10 | 2019-11 | Kyla Gradin | Mid Market Account Executive | |
| 2019-10 | 2019-11 | Clement Ho | Frontend Engineering Manager, Monitor:Health | |
| 2019-11 | 2019-11 | Brendan O'Leary | Sr. Solutions Manager | |
| 2019-11 | 2019-11 | Gabe Weaver | Sr. Product Manager, Plan: Project Management | |
| 2019-11 | 2020-01 | Chenje Katanda | Technical Account Manager | |
| 2020-01 | 2020-01 | Dov Hershkovitch | Senior Product Manager, Monitor | |
| 2020-01 | 2020-01 | Keanon O'Keefe | Senior Product Manager, Plan : Portfolio Management | |
| 2020-01 | 2020-01 | Dylan Griffith | Staff Backend Engineer, Search | |
| 2020-01 | 2020-02 | Brittany Rohde | Manager, Compensation & Benefits | |
| 2020-01 | 2020-02 | Nadia Vatalidis | Senior Manager, People Operations | |
| 2020-02 | 2020-02 | Diana Stanley | Senior Support Engineer | |
| 2020-02 | 2020-02 | Chloe Whitestone | Technical Account Manager | |
| 2020-02 | 2020-02 | Sarah Waldner | Senior Product Manager - Monitor: Health | |
| 2020-02 | 2020-03 | Shaun McCann | Support Engineering Manager | CEO Shadow AMA with Support Engineering |
| 2020-03 | 2020-03 | Lien Van Den Steen | People Ops Fullstack Engineer |
