Our B2B SaaS Journey

67: Stop selling the future

In this episode, Mitchell and Gavin rethink how they are selling SixSides, map out what it could take to grow towards $1.5m ARR, unpack the pressure of supporting the World Police Games, and talk through burnout, admin days, AI-assisted onboarding, multilingual apps, LinkedIn experiments, and whether video should become a bigger part of their marketing. Links * Laracon AU [https://laracon.au/talks/the-lazy-product-manifesto] Chapters * (00:00) - Intro, stretching, lawns, and episode 67 * (06:31) - Selling what SixSides can do today * (13:32) - Planning the path to $1.5m ARR * (17:28) - Onboarding, AI agents, and AI redundancy * (22:49) - Mitchell is speaking at Laracon AU * (25:48) - Wednesday admin and avoiding burnout * (35:09) - New mobile app design and Liquid Glass * (38:36) - The World Police Games gets very real * (42:31) - Should SixSides start making videos? * (46:42) - LinkedIn, lead gen, Skool, translations, and team updates In this episode, we cover: * Why Gavin realised SixSides needs to sell what it can do today, not just the community-led platform it is becoming * How flagship events could become the wedge into broader community and account growth * The challenge of building towards $1.5m ARR without breaking onboarding, support, or customer experience * Why the World Police Games could create a major product-led growth opportunity for SixSides * Whether an AI onboarding agent could help customers set up events faster * Why SixSides is an AI-assisted business, not an AI-reliant business * Mitchell’s upcoming Laracon AU talk about reducing friction in software with AI * Mitchell’s new “Wednesday admin” experiment to reduce stress and protect focus time * The risk of burnout while juggling SixSides, other businesses, product work, sales, and the World Police Games * The new SixSides mobile app design, including Apple’s Liquid Glass UI direction * Watching the World Police Games TV commercial and realising how big the project is becoming * Whether SixSides should use YouTube and video content as a marketing channel * LinkedIn results, AI-generated posts, and shifting back towards more genuine founder-led content * Building a community for event organisers using Skool * Translating the SixSides app into Spanish, French, simplified Chinese, German, and Portuguese * Weekly CEO and CTO updates to keep the growing team aligned Got questions or topics you want us to cover? Email us at journey@sixsides.co [journey@sixsides.co] If you enjoyed this episode, please leave us a 5-star rating and a review on your favourite podcast app. It really helps us reach more people! Connect with us * SixSides: sixsides.co [https://www.sixsides.co/] * Book a call with Gavin: call.sixsides.co [https://call.sixsides.co/gavin] * Mitchell on Bluesky: mitchdav.is [https://bsky.app/profile/mitchdav.is] * Mitchell on LinkedIn: mitchdav [https://www.linkedin.com/in/mitchdav/] * Gavin on LinkedIn: gavintye [https://www.linkedin.com/in/gavintye/] * Gavin on YouTube: gavintye1 [https://www.youtube.com/@GavinTye1] * SixSides on LinkedIn: sixsides [https://www.linkedin.com/company/sixsidesevents/] * SixSides on X: sixsidesevents [https://x.com/SixSidesEvents] * SixSides on Bluesky: sixsides.co [https://bsky.app/profile/sixsides.co] * SixSides on Youtube: sixsidesco [https://www.youtube.com/channel/UC2l1wOk07BWCJo7U1ym3gsw] * SixSides on Substack: sixsides [https://sixsides.substack.com/]

66: Mitchell is becoming a real CTO

In this episode, Mitchell and Gavin unpack a much better workflow for managing the SixSides development team in Linear, clarify their event-led positioning and pricing strategy, share early wins from voting at recent events, and discuss app onboarding, nested communities, AIME 2027 and a simpler approach to theme customisation. Links * FeedSpot - B2B SaaS podcasts [https://podcast.feedspot.com/b2b_saas_podcasts/] * Linear [https://linear.app/] * Clarityflow [https://clarityflow.com/] * Builder Methods [https://buildermethods.com/] Chapters * (00:00) - Gavin’s new house, FeedSpot and a fitness update * (04:43) - Managing the SixSides dev team with Linear * (12:18) - Projects, statuses and weekly development updates * (22:30) - Mobile onboarding and nested communities * (25:42) - Positioning SixSides and rethinking the pricing page * (36:12) - Planning for AIME 2027 and building a community * (41:53) - Voting feedback from MArinas and StartClub BNE * (48:04) - Reducing theme customisation for a better app design * (51:27) - Where to find Mitchell and Gavin online In this episode, we cover: * Gavin’s move into a new home and office, and Mitchell’s fitness accountability update * SixSides being recognised by FeedSpot as a top B2B SaaS podcast * Managing an offshore software development team with better processes in Linear * Engineering office hours, ticket shaping, project statuses and review pipelines * Using weekly development updates to improve accountability and team communication * Building the World Police and Fire Games app on the existing SixSides codebase * Improving mobile app onboarding before asking attendees to register or sign in * Supporting nested communities for countries, sports and other groups within major events * Positioning SixSides as a community-led events platform * Why high-value B2B software pricing often needs a sales conversation instead of a public calculator * Using an internal pricing calculator to support quoting and future business case creation * Preparing for AIME 2027 and building an event organiser community before the conference * Feedback from MArinas and StartClub BNE after launching in-app voting * Using pre-event onboarding and email sequences to improve attendee engagement * Reducing theme customisation so the SixSides mobile app can feel more polished and consistent Got questions or topics you want us to cover? Email us at journey@sixsides.co [journey@sixsides.co] If you enjoyed this episode, please leave us a 5-star rating and a review on your favourite podcast app. It really helps us reach more people! Connect with us * SixSides: sixsides.co [https://www.sixsides.co/] * Book a call with Gavin: call.sixsides.co [https://call.sixsides.co/gavin] * Mitchell on Bluesky: mitchdav.is [https://bsky.app/profile/mitchdav.is] * Mitchell on LinkedIn: mitchdav [https://www.linkedin.com/in/mitchdav/] * Gavin on LinkedIn: gavintye [https://www.linkedin.com/in/gavintye/] * Gavin on YouTube: gavintye1 [https://www.youtube.com/@GavinTye1] * SixSides on LinkedIn: sixsides [https://www.linkedin.com/company/sixsidesevents/] * SixSides on X: sixsidesevents [https://x.com/SixSidesEvents] * SixSides on Bluesky: sixsides.co [https://bsky.app/profile/sixsides.co] * SixSides on Youtube: sixsidesco [https://www.youtube.com/channel/UC2l1wOk07BWCJo7U1ym3gsw] * SixSides on Substack: sixsides [https://sixsides.substack.com/]

65: We will crack a few eggs

In this episode, Mitchell and Gavin get ready for the Marinas event, unpack a very busy week of sales meetings, rethink their LinkedIn strategy, and work through the product, marketing, and sales roadmap leading into the World Police and Fire Games launch window in August. Links * Mobbin [https://mobbin.com] * UI.sh [https://ui.sh] * The 4 Levels of SaaS Landing Page UI Design [https://www.youtube.com/watch?v=eMMiLeo_UGI] Chapters * (00:00) - Intro * (01:05) - Fitness, accountability, and morning routines * (03:29) - Marinas is almost live * (08:10) - Event support and customer service expectations * (13:01) - Nine meetings in one week * (13:59) - Using DealBuddi and Gamma for proposals * (20:13) - Rethinking the LinkedIn strategy * (29:21) - Building a sales dashboard * (34:05) - Cold outreach and new sales channels * (37:40) - Mitch stole Gavin’s big idea * (40:41) - Everything changes in August * (44:34) - Rebuilding the marketing website * (46:57) - Turning changelogs into feature and use case pages * (53:00) - Scheduled notifications, voting, and dev updates In this episode, we cover: * Mitchell’s attempt to get back into fitness, and Gavin’s suspiciously productive morning routine * The upcoming Marinas event, and what it has taught us about onboarding larger events * Why hands-on customer support still matters when you are bootstrapping a SaaS * Gavin’s nine sales meetings in one week, and what that says about the new lead generation motion * Using DealBuddi and Gamma to quickly produce a professional proposal * The difference between strategic white papers and lighter proposal decks * What we are learning from LinkedIn content, and why the strategy is changing * Moving SixSides-focused posts to the company page * Building personal founder audiences through build in public posts * Creating a sales dashboard to track effort, pipeline, and revenue * The cost and strategy behind thoughtful cold outreach * Mitch accidentally rediscovering Gavin’s Canva integration idea * The August roadmap for the World Police and Fire Games * Preparing the SixSides marketing website for a potential spike in attention * Turning changelog entries into feature pages, use case pages, and industry pages * Using AI tools to improve product marketing and website design * Shipping scheduled notifications and live voting for events * Why August could become a major turning point for SixSides Got questions or topics you want us to cover? Email us at journey@sixsides.co [journey@sixsides.co] If you enjoyed this episode, please leave us a 5-star rating and a review on your favourite podcast app. It really helps us reach more people! Connect with us * SixSides: sixsides.co [https://www.sixsides.co/] * Book a call with Gavin: call.sixsides.co [https://call.sixsides.co/gavin] * Mitchell on Bluesky: mitchdav.is [https://bsky.app/profile/mitchdav.is] * Mitchell on LinkedIn: mitchdav [https://www.linkedin.com/in/mitchdav/] * Gavin on LinkedIn: gavintye [https://www.linkedin.com/in/gavintye/] * Gavin on YouTube: gavintye1 [https://www.youtube.com/@GavinTye1] * SixSides on LinkedIn: sixsides [https://www.linkedin.com/company/sixsidesevents/] * SixSides on X: sixsidesevents [https://x.com/SixSidesEvents] * SixSides on Bluesky: sixsides.co [https://bsky.app/profile/sixsides.co] * SixSides on Youtube: sixsidesco [https://www.youtube.com/channel/UC2l1wOk07BWCJo7U1ym3gsw] * SixSides on Substack: sixsides [https://sixsides.substack.com/]

64: David vs multiple Goliaths

In this episode, Mitchell and Gavin recap Mitch’s Tasmanian honeymoon, unpack a sudden surge in leads, build out management reporting and Slack notifications, and wrestle with how SixSides can compete with much larger event platforms without hiding what makes the product special. Chapters * (00:00) - Intro and audio note * (01:18) - Life after the wedding and Mitch’s honeymoon * (14:10) - So many leads * (17:54) - Building management dashboards * (19:49) - Slack notifications and sales visibility * (27:00) - Startup World Cup and the next three months * (34:26) - How do we compete with larger competitors? * (47:47) - Building a changelog for SixSides * (51:45) - Dev updates - Bento, attendee search and notifications * (54:16) - Voting, app releases and managing the dev team In this episode, we cover: * Mitch’s honeymoon in Tasmania, including Hobart, Bruny Island, Port Arthur, Freycinet and Launceston * The shift from being “on the tools” to building a management and reporting structure * A growing number of leads coming through LinkedIn and HubSpot * Why the team may need better dashboards to track revenue, pipeline, lead indicators and website activity * Using Slack notifications to surface new deals, website visitors and product activity across the team * Gavin’s trip to a Startup World Cup info night and why he wants to pitch SixSides * The massive three month lead-up to the first World Police Games release * How SixSides should prepare its website, onboarding and positioning for more international exposure * How small SaaS companies can compete with larger competitors * Why public product docs, feature pages and changelogs might be worth the competitive risk * How AI changes the speed at which competitors can copy features * Building a changelog as a signal that SixSides is becoming a more mature product business * Dev updates including Bento integration, attendee search, notification scheduling, adjustable logo heights and voting * How Mitch is evolving the engineering review process with Martin and Raymond Got questions or topics you want us to cover? Email us at journey@sixsides.co [journey@sixsides.co] If you enjoyed this episode, please leave us a 5-star rating and a review on your favourite podcast app. It really helps us reach more people! Connect with us * SixSides: sixsides.co [https://www.sixsides.co/] * Book a call with Gavin: call.sixsides.co [https://call.sixsides.co/gavin] * Mitchell on Bluesky: mitchdav.is [https://bsky.app/profile/mitchdav.is] * Mitchell on LinkedIn: mitchdav [https://www.linkedin.com/in/mitchdav/] * Gavin on LinkedIn: gavintye [https://www.linkedin.com/in/gavintye/] * Gavin on YouTube: gavintye1 [https://www.youtube.com/@GavinTye1] * SixSides on LinkedIn: sixsides [https://www.linkedin.com/company/sixsidesevents/] * SixSides on X: sixsidesevents [https://x.com/SixSidesEvents] * SixSides on Bluesky: sixsides.co [https://bsky.app/profile/sixsides.co] * SixSides on Youtube: sixsidesco [https://www.youtube.com/channel/UC2l1wOk07BWCJo7U1ym3gsw] * SixSides on Substack: sixsides [https://sixsides.substack.com/]

63: Nine leads and a wedding

In this episode, Mitchell returns from his wedding and honeymoon break to find Gavin, the team, and the SixSides sales machine starting to build real momentum, with new leads coming in, LinkedIn and cold email taking shape, a potential SixSides community on the table, and an unexpected trademark issue in Singapore forcing the founders to get serious about protecting the brand. Chapters * (00:00) - Intro and Mitchell’s wedding recap * (05:36) - Travel touches, DJs, dancing, and photo booths * (12:06) - The sales machine is starting to work * (13:36) - Managing the team while Mitchell was away * (17:37) - Website traffic, PostHog, and app designer behaviour * (18:25) - LinkedIn outreach and cold email * (19:17) - Building a proper sales structure * (20:16) - Why SixSides may need its own community * (25:53) - The SixSides trademark scare in Singapore * (31:10) - Wrapping up and what is next for the team In this episode, we cover: * Mitchell’s wedding recap, including travel-themed details, geese, photo booths, and Gavin on the dance floor * Why founders probably should not pretend they will work “just one hour a day” on holiday * How Gavin managed the business while Mitchell was away * The pressure of onboarding new team members while one founder is offline * The early signs that the SixSides sales machine is starting to work * New leads coming in through the business, and how the team is handling follow-up * Building a clearer sales structure around LinkedIn, cold email, content, and community * Why not every prospect is in a buying cycle, and how community could help bridge the gap * Whether SixSides should build its own event manager community on SixSides or start on another platform * Using PostHog to better understand how people move through the SixSides website and app designer * Trademarking SixSides after a Google Play Store issue in Singapore * The challenge of protecting a SaaS brand internationally as a bootstrapped startup Got questions or topics you want us to cover? Email us at journey@sixsides.co [journey@sixsides.co] If you enjoyed this episode, please leave us a 5-star rating and a review on your favourite podcast app. It really helps us reach more people! Connect with us * SixSides: sixsides.co [https://www.sixsides.co/] * Book a call with Gavin: call.sixsides.co [https://call.sixsides.co/gavin] * Mitchell on Bluesky: mitchdav.is [https://bsky.app/profile/mitchdav.is] * Mitchell on LinkedIn: mitchdav [https://www.linkedin.com/in/mitchdav/] * Gavin on LinkedIn: gavintye [https://www.linkedin.com/in/gavintye/] * Gavin on YouTube: gavintye1 [https://www.youtube.com/@GavinTye1] * SixSides on LinkedIn: sixsides [https://www.linkedin.com/company/sixsidesevents/] * SixSides on X: sixsidesevents [https://x.com/SixSidesEvents] * SixSides on Bluesky: sixsides.co [https://bsky.app/profile/sixsides.co] * SixSides on Youtube: sixsidesco [https://www.youtube.com/channel/UC2l1wOk07BWCJo7U1ym3gsw] * SixSides on Substack: sixsides [https://sixsides.substack.com/]