Question 1

What is Winning 1-on-1s?

Accepted Answer

Winning 1-on-1s is AI-guided software for manager–team member and peer 1-on-1 meetings. It helps leaders prepare conversations, track goals and action items, run plans (such as career and performance plans), and build stronger working relationships. The Service is operated by Gate 67 Consulting, LLC.

Question 2

Who is Winning 1-on-1s built for?

Accepted Answer

Winning 1-on-1s is built for managers and people leaders who want better coaching conversations—including growing teams, new managers, and frontline supervisors in industries such as retail, professional services, healthcare, and hospitality.

Question 3

What is Working Style, and what does it do?

Accepted Answer

Working Style is an assessment that helps people understand communication preferences so conversations can be adapted to each person. Leaders use it to tailor prep and in-meeting guidance for each team member; team members can complete it for themselves as well.

Question 4

Can a team member prepare for a 1-on-1 in advance, or is meeting prep leader-only?

Accepted Answer

Both leaders and team members can prepare before a meeting—including adding their own topics and using AI-guided conversation frameworks. Preparation stays private to the creator until the meeting is conducted.

Question 5

What can AI do when preparing for a 1-on-1?

Accepted Answer

When preparing, AI can help generate conversation frameworks and prompts tailored to the relationship and context so leaders and team members spend less time staring at a blank agenda. AI suggestions should be reviewed before anyone relies on them.

Question 6

Can a leader run AI analysis on notes after a 1-on-1?

Accepted Answer

Yes. After a meeting, Winning 1-on-1s can analyze meeting notes to surface themes and insights. Conversation summaries are also available so takeaways are easier to revisit later.

Question 7

Can a leader upload a meeting transcript for automatic analysis?

Accepted Answer

Yes, where that capability is enabled for the organization. Leaders can upload a meeting transcript and run analysis on it. Access to transcript features follows product access rules for the organization.

Question 8

Who can see satisfaction scores and private notes from a 1-on-1?

Accepted Answer

Leaders record a 1–5 satisfaction rating during 1-on-1s. Satisfaction scores and private conduct notes are limited to the person who conducted the meeting (and product access rules for that relationship)—they are not shown as an open team feed.

Question 9

What is team health, and how is team health measured?

Accepted Answer

Team health is a leader-facing view of engagement signals across direct reports—combining inputs such as satisfaction ratings and related consistency and engagement indicators—so leaders can spot trends over time. Peer meetings are not part of that scoring model.

Question 10

What is the difference between goals, action items, and plans?

Accepted Answer

Goals track what someone is working toward, with optional SMART feedback for goal optimization. Action items capture commitments and follow-ups from meetings, with lists, filters, and due dates. Plans structure longer-horizon work—such as career plans, performance improvement plans, and milestones—alongside goals and action items.

Question 11

Can a leader build a performance improvement plan or career plan for a team member?

Accepted Answer

Yes. Leaders can run plans such as performance improvement plans and career plans for a team member, with milestones and related goals and action items as needed.

Question 12

How does recognition work—can team members recognize each other?

Accepted Answer

Recognition lets people give kudos in the app. Team members can recognize peers, and leaders can give leadership recognition (including other recognition types the organization uses). The feature supports ongoing appreciation, not only top-down feedback.

Question 13

Does Winning 1-on-1s connect to Google Calendar, Microsoft Outlook, or Zoom?

Accepted Answer

Yes. Organizations can connect Google Calendar, Microsoft Outlook calendar, and Zoom for scheduling and video meeting links—including availability for reports where configured.

Question 14

Can a leader join Google Meet or Microsoft Teams from a 1-on-1 in the app?

Accepted Answer

Leaders can join Google Meet, Microsoft Teams, or Zoom from the meeting workflow using the meeting link for that session. Video runs in the provider’s experience (opened from the app)—it is not an embedded Meet or Teams room inside Winning 1-on-1s.

Question 15

Can leaders search meetings, goals, and action items?

Accepted Answer

Yes. Global search covers people, meetings (including notes), goals, action items, and recognitions. The meetings list also supports filtering by name, date, and notes.

Question 16

Can leaders run 1-on-1s with peers as well as direct reports?

Accepted Answer

Yes. Leaders can run structured 1-on-1s with direct reports and with peers when peer connections are set up.

Question 17

Can leaders generate a PDF or shareable report from 1-on-1 meetings?

Accepted Answer

Yes. Leaders can generate meeting-related reports—including PDF-style summaries and exports where available—and share or send them through the reporting and summary workflows in the app.

Question 18

What is the difference between a leader, team member, org admin, and system admin?

Accepted Answer

A leader runs 1-on-1s and coaching workflows with their people. A team member participates in those relationships and can prepare, contribute topics, and use features available to their role. An org admin manages organization settings and membership for that company. A system admin is a platform-level operator role used by Gate 67—not a typical customer seat.

Question 19

If a leader invites someone from a different company, do they join the leader’s organization?

Accepted Answer

Team-member invites join the leader’s organization. If a leader invites another leader from a different company, that invitee gets their own organization rather than being absorbed into the inviter’s company—so organizations stay separate.

Question 20

Can organizations back up data and restore that backup later?

Accepted Answer

Yes. Organizations can back up meeting-related data and restore from a backup through Winning 1-on-1s backup and restore workflows when something needs to be recovered.

Question 21

Can leaders customize 1-on-1 topics and questions, or add their own?

Accepted Answer

Yes. Leaders can customize topics and questions used in 1-on-1s and add their own so meetings match how the team actually talks—not only a fixed template.

Question 22

Is there an audit log of changes in an organization account?

Accepted Answer

Yes. Org admins can review an audit log of relevant changes in the organization’s account settings so there is a trail of administrative activity.

Question 23

Can users submit feedback or a support request from inside the app?

Accepted Answer

Yes. Users can submit feedback or a support request from inside the app (Help Me / support flows), so they do not have to leave Winning 1-on-1s to get help.

Question 24

How does pricing and enterprise seating work?

Accepted Answer

Public pricing lists Pro and Enterprise plans; both include a 14-day free trial. Enterprise is built for larger rollouts, including seat-based licensing for many managers. See the pricing page for current seat and plan details, or contact us for larger seat pools.

Question 25

How are AI features handled for privacy and security?

Accepted Answer

Where AI features are enabled for an organization, relevant meeting and related content may be processed to generate suggestions or summaries. People should review AI output before relying on it for employment or business decisions. Processors, sharing, and retention are described in the Privacy Policy. For a security overview, see the Security page.

Question 26

How is Winning 1-on-1s focused compared with broader HR suites?

Accepted Answer

Winning 1-on-1s is built around excellent 1-on-1 coaching—preparation, goals, action items, plans, follow-through, and relationship context. That focus is intentional: Winning 1-on-1s is designed for better manager–team meetings rather than as a full HRIS replacement.

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