Dear Bri: Community Strategy, Fiascos, and Drama

Where is community building today and where is it headed? With Zach Hawtof, CEO at Tightknit

49min | 05/13/2025

Description

In this episode, we’re hearing from Curious in Colorado. Our letter today deals with knowing whether jumping onto the community train is worthwhile by understanding the future of community building.

To better help Curious in Colorado, I invited Zach Hawtof, Co-Founder, Community Manager, and CEO at Tightknit, as my guest expert. He is someone who has extensive experience building community, and not only thinks a lot about where community building is headed, but is also building the future of community platforms on Slack himself with his company.

In this episode:

(04:03) The evolution of community building over the last 10 years

(07:14) Curious in Colorado’s letter: “Where is this trend headed?”

(08:21) Why offline connection always wins—and what that means for digital spaces

(12:12) Building community where your people already are

(13:47) The cheat code for engagement (hint: it’s not better automation)

(19:18) Why Slack isn’t a community platform… and why it absolutely is

(21:12) How to become “psychic” about your members’ needs

(24:51) Following the breadcrumb trail and building what you know

(32:33) Asking better questions—and really listening to the answers

(36:08) Why some members just aren’t ready (and that’s okay)

(39:34) The overlooked challenges of the community industry

(41:13) What AI means for the future of online connection

Get the unfiltered side of the conversation, where Zach shares his biggest mistake, a Slack channel name you’ll want to steal, and the one word he’d give to his younger self. Get it here!

Resources Mentioned:

Join the Tightknit Community.

My episode with Noelle Flowers, Where is the best place to build my community?

2024 CMX Community Industry Trends Report (Page 17).

Sign up for Heartbeat. My go-to all-in-one community platform.

Join Ember. For coaches, consultants & creators building paid communities

Zach Hawtof

🖥️ Website

📱 Linkedin

Bri Leever

🖥️ Website

📹 Youtube

📱Linkedin

Want your story to be next? Submit an anonymous letter here.

*Dear Bri is produced by Ideablossoms.

Hosted on Ausha. See ausha.co/privacy-policy for more information.

About Dear Bri: Community Strategy, Fiascos, and Drama

Welcome to Dear Bri, an advice column for community conundrums, fiascos, and drama! In each episode, host and community strategist Bri Leever invites a guest community expert to respond to an anonymous letter from a real-life community creator in distress.

From online community-building mishaps to community engagement tactics gone awry, this podcast delivers relatable stories and sound community strategy for navigating the chaos of digital communities—all with empathy, expertise, and a touch of drama.

The mission? Helping community managers and community creators feel a little less crazy and a lot less alone while building thriving brand communities.

You're in the right place if you are...

🐣 Community Curious:

Creators or brands exploring the benefits of a community-powered business. Learn the fundamentals of community strategy for online businesses, and discover how to build an online community from scratch.

🐥 Community Hatchlings:

Newcomers to community building seeking guidance and support. Get tips on how to grow a paid community, avoid common mistakes in community building, and build trust through smart community roles and responsibilities.

🦅 Senior Community Folks:

Seasoned pros facing complex dilemmas. Explore topics like managing community drama, setting boundaries in digital communities, and advanced community retention strategies.

Dear Bri combines relatable storytelling with expert community strategy, making it a unique and valuable resource for community managers and creators. Episodes provide the most up-to-date community management practices, common mistakes to avoid in community building, the best community engagement tactics I've seen, tips on setting boundaries and building trust in online communities, and of course, a touch of community drama to keep things interesting and fun!

Community creators listening to Dear Bri will feel a little less alone in the important work of community building and a whole lot less crazy as each episode normalizes and provides strategic insights for some of the toughest online community scenarios.

Whether you're curious about building a community, just starting out, or a seasoned professional looking for advanced advice, Dear Bri has something for you. Episodes drop weekly on Tuesday. Hit the follow button so you don't miss out!

Hosted on Ausha. See ausha.co/privacy-policy for more information.

About Dear Bri: Community Strategy, Fiascos, and Drama

Welcome to Dear Bri, an advice column for community conundrums, fiascos, and drama! In each episode, host and community strategist Bri Leever invites a guest community expert to respond to an anonymous letter from a real-life community creator in distress.

From online community-building mishaps to community engagement tactics gone awry, this podcast delivers relatable stories and sound community strategy for navigating the chaos of digital communities—all with empathy, expertise, and a touch of drama.

The mission? Helping community managers and community creators feel a little less crazy and a lot less alone while building thriving brand communities.

You're in the right place if you are...

🐣 Community Curious:

Creators or brands exploring the benefits of a community-powered business. Learn the fundamentals of community strategy for online businesses, and discover how to build an online community from scratch.

🐥 Community Hatchlings:

Newcomers to community building seeking guidance and support. Get tips on how to grow a paid community, avoid common mistakes in community building, and build trust through smart community roles and responsibilities.

🦅 Senior Community Folks:

Seasoned pros facing complex dilemmas. Explore topics like managing community drama, setting boundaries in digital communities, and advanced community retention strategies.

Dear Bri combines relatable storytelling with expert community strategy, making it a unique and valuable resource for community managers and creators. Episodes provide the most up-to-date community management practices, common mistakes to avoid in community building, the best community engagement tactics I've seen, tips on setting boundaries and building trust in online communities, and of course, a touch of community drama to keep things interesting and fun!

Community creators listening to Dear Bri will feel a little less alone in the important work of community building and a whole lot less crazy as each episode normalizes and provides strategic insights for some of the toughest online community scenarios.

Whether you're curious about building a community, just starting out, or a seasoned professional looking for advanced advice, Dear Bri has something for you. Episodes drop weekly on Tuesday. Hit the follow button so you don't miss out!

Hosted on Ausha. See ausha.co/privacy-policy for more information.

Description

In this episode, we’re hearing from Curious in Colorado. Our letter today deals with knowing whether jumping onto the community train is worthwhile by understanding the future of community building.

To better help Curious in Colorado, I invited Zach Hawtof, Co-Founder, Community Manager, and CEO at Tightknit, as my guest expert. He is someone who has extensive experience building community, and not only thinks a lot about where community building is headed, but is also building the future of community platforms on Slack himself with his company.

In this episode:

(04:03) The evolution of community building over the last 10 years

(07:14) Curious in Colorado’s letter: “Where is this trend headed?”

(08:21) Why offline connection always wins—and what that means for digital spaces

(12:12) Building community where your people already are

(13:47) The cheat code for engagement (hint: it’s not better automation)

(19:18) Why Slack isn’t a community platform… and why it absolutely is

(21:12) How to become “psychic” about your members’ needs

(24:51) Following the breadcrumb trail and building what you know

(32:33) Asking better questions—and really listening to the answers

(36:08) Why some members just aren’t ready (and that’s okay)

(39:34) The overlooked challenges of the community industry

(41:13) What AI means for the future of online connection

Get the unfiltered side of the conversation, where Zach shares his biggest mistake, a Slack channel name you’ll want to steal, and the one word he’d give to his younger self. Get it here!

Resources Mentioned:

Join the Tightknit Community.

My episode with Noelle Flowers, Where is the best place to build my community?

2024 CMX Community Industry Trends Report (Page 17).

Sign up for Heartbeat. My go-to all-in-one community platform.

Join Ember. For coaches, consultants & creators building paid communities

Zach Hawtof

🖥️ Website

📱 Linkedin

Bri Leever

🖥️ Website

📹 Youtube

📱Linkedin

Want your story to be next? Submit an anonymous letter here.

*Dear Bri is produced by Ideablossoms.

Hosted on Ausha. See ausha.co/privacy-policy for more information.

About Dear Bri: Community Strategy, Fiascos, and Drama

Welcome to Dear Bri, an advice column for community conundrums, fiascos, and drama! In each episode, host and community strategist Bri Leever invites a guest community expert to respond to an anonymous letter from a real-life community creator in distress.

From online community-building mishaps to community engagement tactics gone awry, this podcast delivers relatable stories and sound community strategy for navigating the chaos of digital communities—all with empathy, expertise, and a touch of drama.

The mission? Helping community managers and community creators feel a little less crazy and a lot less alone while building thriving brand communities.

You're in the right place if you are...

🐣 Community Curious:

Creators or brands exploring the benefits of a community-powered business. Learn the fundamentals of community strategy for online businesses, and discover how to build an online community from scratch.

🐥 Community Hatchlings:

Newcomers to community building seeking guidance and support. Get tips on how to grow a paid community, avoid common mistakes in community building, and build trust through smart community roles and responsibilities.

🦅 Senior Community Folks:

Seasoned pros facing complex dilemmas. Explore topics like managing community drama, setting boundaries in digital communities, and advanced community retention strategies.

Dear Bri combines relatable storytelling with expert community strategy, making it a unique and valuable resource for community managers and creators. Episodes provide the most up-to-date community management practices, common mistakes to avoid in community building, the best community engagement tactics I've seen, tips on setting boundaries and building trust in online communities, and of course, a touch of community drama to keep things interesting and fun!

Community creators listening to Dear Bri will feel a little less alone in the important work of community building and a whole lot less crazy as each episode normalizes and provides strategic insights for some of the toughest online community scenarios.

Whether you're curious about building a community, just starting out, or a seasoned professional looking for advanced advice, Dear Bri has something for you. Episodes drop weekly on Tuesday. Hit the follow button so you don't miss out!

Hosted on Ausha. See ausha.co/privacy-policy for more information.

About Dear Bri: Community Strategy, Fiascos, and Drama

Welcome to Dear Bri, an advice column for community conundrums, fiascos, and drama! In each episode, host and community strategist Bri Leever invites a guest community expert to respond to an anonymous letter from a real-life community creator in distress.

From online community-building mishaps to community engagement tactics gone awry, this podcast delivers relatable stories and sound community strategy for navigating the chaos of digital communities—all with empathy, expertise, and a touch of drama.

The mission? Helping community managers and community creators feel a little less crazy and a lot less alone while building thriving brand communities.

You're in the right place if you are...

🐣 Community Curious:

Creators or brands exploring the benefits of a community-powered business. Learn the fundamentals of community strategy for online businesses, and discover how to build an online community from scratch.

🐥 Community Hatchlings:

Newcomers to community building seeking guidance and support. Get tips on how to grow a paid community, avoid common mistakes in community building, and build trust through smart community roles and responsibilities.

🦅 Senior Community Folks:

Seasoned pros facing complex dilemmas. Explore topics like managing community drama, setting boundaries in digital communities, and advanced community retention strategies.

Dear Bri combines relatable storytelling with expert community strategy, making it a unique and valuable resource for community managers and creators. Episodes provide the most up-to-date community management practices, common mistakes to avoid in community building, the best community engagement tactics I've seen, tips on setting boundaries and building trust in online communities, and of course, a touch of community drama to keep things interesting and fun!

Community creators listening to Dear Bri will feel a little less alone in the important work of community building and a whole lot less crazy as each episode normalizes and provides strategic insights for some of the toughest online community scenarios.

Whether you're curious about building a community, just starting out, or a seasoned professional looking for advanced advice, Dear Bri has something for you. Episodes drop weekly on Tuesday. Hit the follow button so you don't miss out!

Hosted on Ausha. See ausha.co/privacy-policy for more information.

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