We were hiring fast. The team was fully remote, spread across five time zones, and thriving on Slack threads, voice notes, and shared Notion boards. On paper, it worked. But one day, I realized something that shook me: I didn’t actually know how one of our core engineers felt about their role—or if they felt anything at all. It wasn’t a performance issue. It was a presence issue.
When you’re building in hybrid or virtual mode, connection doesn’t happen by accident. You don’t get the lazy grace of lunchroom chatter or hallway catch-ups. And for early-stage teams, where the line between shipping and burning out is razor-thin, that absence of real human glue? It compounds fast.
We had the classic founder playbook: async-first, efficient comms, and weekly rituals. Monday standups. Friday wins. Shoutouts in a public channel. A Zoom coffee every few weeks. All well-intentioned, all neatly scheduled.
But here’s the thing: authentic connection can’t be pre-booked into 30-minute blocks. What builds trust isn’t the ritual—it’s the responsiveness inside it. And when rituals start feeling like performative check-ins, people show up but stop showing themselves.
One engineer stopped sharing ideas unless asked directly. A marketing lead switched time zones but no one noticed. These weren’t big red flags. But they were quiet symptoms of a team that had presence—but no pulse.
The moment it clicked? A team retro that felt eerily polite. No disagreements. No sparks. Just a sterile rundown of what went well and what could be improved. I asked, “Is there anything we’re not talking about?” Silence.
Later, in a 1-on-1, one teammate admitted: “I don’t think people would notice if I left.” That broke me. Because it wasn’t about being seen—it was about being felt. And in virtual teams, if you’re not designing for that intentionally, the default is disconnection.
After that, we redesigned our rituals—not to add more meetings, but to create more moments. We asked everyone to answer one of three check-in prompts at the start of our async week:
- “What’s something outside of work that’s on your mind?”
- “What’s a small win you’re proud of, even if no one saw it?”
- “What do you wish people knew about how you work best?”
These weren’t icebreakers. They were invitations. And slowly, the surface cracked. People shared burnout flags before they became breakdowns. Others admitted they weren’t sure how to contribute during product sprints. Suddenly, feedback felt safe again.
We also built a ritual we call “Connection Credits.” Each team member gets five credits a month to spend however they want—on virtual coffees, pairing sessions, or skill-shares. It’s optional, but it creates space for the slow build of rapport.
Connection in a remote team isn’t the byproduct of productivity—it’s the foundation. But most of us build it backwards. We assume delivery will create camaraderie. It doesn’t. Presence creates trust. Trust fuels momentum.
Here’s what worked for us:
- Small, repeated touchpoints beat grand gestures. A 90-second Loom update can do more than a full All Hands.
- Connection equity is built in private, not in public. DMs matter. Check-ins matter. Not just manager-to-report—but peer-to-peer.
- Rituals need emotional range. Don’t just celebrate wins—create space for confusion, friction, even boredom.
We also started naming what used to go unsaid. If someone felt off, they could tag it in a shared thread—not to overshare, but to be witnessed. When a teammate moved countries, we built a short welcome-back ritual that acknowledged the life change.
As a founder, you don’t need to be everyone’s therapist. But you do need to be the architect of the connection system. That doesn’t mean forcing vulnerability. It means lowering the friction for humanity to show up.
Ask yourself:
- Who on the team hasn’t been emotionally visible in weeks?
- Are there rituals we’re doing out of habit, not value?
- Do our connection touchpoints reflect who we are—or who we think we should be?
The answers will tell you whether you’re designing a workplace or just a workflow.
If your team is virtual and you’re not intentionally designing connection systems, assume disconnection is already happening. You won’t see it in the dashboard. You’ll feel it in the frictionless silences. Don’t wait for someone to burn out or quietly leave. Build small structures that make people feel seen before they think about walking away.
Authenticity doesn’t scale. But care can. You just have to design it in. And one last thing: connection isn’t about tools. It’s about timing, attention, and trust. Make space for it—not just on your calendar, but in your culture.