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Our B2B SaaS Journey
Our B2B SaaS Journey episodes
- 61: The great productivity explosion
In this episode, Mitchell and Gavin unpack the first full week with new developers on the SixSides team, the sudden jump in productivity and stress, the push to document processes properly, fresh leads coming through the door, and how they are preparing the business for Mitch’s wedding leave.
Links
- Mobbin - https://mobbin.com/
- ui.sh - https://ui.sh/
Chapters
- (00:00) - Intro, wedding nerves, and SixSides positioning
- (06:44) - The first full week with new developers
- (08:50) - Mobile app fixes and the first new release
- (11:47) - Dashboard work, Slack alerts, checklist items, and notifications
- (15:12) - The first dashboard signup and tracking growth
- (19:26) - Marketing website, docs, and design struggles
- (28:54) - Building SOPs and adjusting to team life
- (33:57) - Leads, Project Earth, and the bootstrap sales strategy
- (41:10) - Team culture, Slack emojis, and setting up events in minutes
- (46:21) - Handling Mitch’s leave and documenting development processes
In this episode, we cover:- Mitch’s final week before the wedding, and how the team is handling his leave
- The first full week of new developers working on SixSides
- Why hiring people can increase your workload before it reduces it
- Mobile app fixes for sponsors and sponsor names in event apps
- New Slack notifications for user signups, teams, and event creation
- Dashboard improvements for checklist items, attendees, pagination, search, and notifications
- The first dashboard signup, and what that means for sales visibility
- Building a better marketing website, docs, user guides, and support content
- Using tools like Mobbin, Stitch, UI.sh, and Cursor for product and website design inspiration
- The challenge of creating design from scratch when you can critique but not create
- Building SOPs across sales, marketing, and operations
- Adjusting to new stress levels as the business becomes more team-led
- Leads coming in through follow-ups and outbound work
- Project Earth, a major potential opportunity tied to a 2028 event
- How a sales-led bootstrapping strategy could fund the next stage of SixSides
- Creating an event in minutes before a business development meeting
- Why the team had to push back on a potential event during Mitch’s wedding week
- How Linear, Slack, screenshots, and written updates are being used to manage development work
- Setting expectations with the team around AI-generated updates and communication style
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
59 min - 60: Building a multicultural team at SixSides
In this episode, Mitchell and Gavin reflect on the first week with their expanded team, unpack what it means to build a thoughtful multicultural company, and talk through onboarding pains, revenue planning, AI’s impact on software development, and the next phase of SixSides.
Chapters
- (00:00) - Intro and wedding countdown
- (07:33) - Our dev team started
- (10:12) - First weekly team meeting
- (11:31) - Building the marketing machine
- (14:27) - Leading a multicultural remote team
- (22:04) - How AI is changing Mitchell’s role
- (28:45) - Revenue projections and planning ahead
- (34:08) - PLL, PLG, and SLG at SixSides
- (43:04) - Reworking the marketing website
- (48:14) - World Police Games kickoff meeting
In this episode, we cover:- The first week with our new development team and the realities of onboarding across different devices and environments
- How our weekly all-team meeting brought the dev and sales sides of SixSides together
- Building standard operating procedures for marketing so content creation becomes more repeatable
- What it means to lead a multicultural remote team with more care, sensitivity, and intention
- Why we want SixSides to feel like a human business, not a cold, overly directive one
- Mitchell’s reflections on AI, coding, and how the software developer role is changing
- Revenue projections for the next 12 months and what our cash flow looks like with a growing team
- How flagship customers can help fund meaningful product development and unlock new markets
- The difference between product-led leads, product-led growth, and sales-led growth for SixSides
- Reworking the SixSides marketing website and CMS setup to support blogs, docs, white papers, and better search visibility
- Our kickoff meeting with the World Police Games team and what that project unlocks next
- Why authenticated onboarding, localisation, and a stronger first-run app experience are becoming more important
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
53 min - 59: We won the World Police and Fire Games 2027!
In this episode, Mitchell and Gavin finally unveil Project Rendezvous as the World Police and Fire Games 2027, share how the deal came together, welcome their first two developers to SixSides, and talk through the hiring sprint, website plans, LinkedIn content push, and why the next 12 months could change everything.
Links
- World Police and Fire Games 2027 - https://wpfg2027.com/
Chapters
- (00:00) - Intro
- (00:45) - Project Rendezvous is finally revealed
- (02:44) - How Volunteering WA led to the police games
- (06:18) - What the deal means for SixSides
- (10:27) - Hiring our first two developers
- (13:39) - The plan to announce it to the world
- (17:58) - The bank account, burn rate, and payment milestones
- (24:56) - Posting to LinkedIn and building a content engine
- (30:06) - Why the website is now a massive priority
- (32:37) - Two more paid events and more momentum
- (35:47) - What we’re working on this week
In this episode, we cover:- Unveiling Project Rendezvous as the World Police and Fire Games 2027
- How the Volunteering WA event led to SixSides’ biggest deal so far
- What it takes to sell into large organisations with long procurement cycles
- Why this project could fund the next 12 to 18 months of growth
- Hiring SixSides’ first two developers - Raymond and Martin
- Growing the team across engineering, lead generation and marketing
- Building product features for international and large-scale event communities
- The pressure of milestone payments, cash flow, and managing burn
- Why the SixSides marketing website now matters more than ever
- Starting a proper LinkedIn content engine for founder-led marketing
- Turning white papers, case studies and blog posts into a repeatable content system
- How one major event could create years of lead generation and follow-on business
- Balancing weddings, leave, onboarding and startup momentum
- The ambition to turn event-driven sales into product-led growth
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
41 min - 58: We doubled our team in two weeks
In this episode, Mitchell and Gavin share why they moved fast to hire their first two team members, unpack the near-finished Project Rendezvous deal that made it possible, and talk through onboarding, process documentation, DealBuddi plans, and the next wave of product work inside SixSides.
Chapters
- (00:00) - Intro
- (01:06) - We hired our first two team members
- (03:38) - Project Rendezvous and the procurement process
- (10:12) - Why this deal unlocked hiring
- (13:20) - Meet Chris and Rhea
- (15:07) - Fair Work, contracts, and doing right by the team
- (17:10) - Making up onboarding as we go
- (22:02) - Commission, incentives, and team-wide upside
- (26:38) - Product updates - liquid glass, app parity, and new event features
- (38:01) - The plan with DealBuddi
In this episode, we cover:- Hiring the first two team members for SixSides
- Why Project Rendezvous is such an important sales opportunity
- Using upfront strategy work to survive a formal procurement process
- The risks of hiring before a major deal is fully signed
- Onboarding new team members while building the process in real time
- Documenting SOPs and using AI to speed up internal operations
- Structuring fair pay, commission, and team-wide upside
- Navigating offshore hiring and Fair Work considerations
- Product updates across the SixSides app and dashboard
- Liquid glass design work and upgrading the app’s UI foundations
- Closing the parity gap between the app, dashboard, and AI assistant
- Event feature updates including session RSVPs, sponsors, and exhibitors
- Planning around Mitchell’s wedding and developer hiring timelines
- The next phase of DealBuddi and building AI-powered internal tools
- How the founders are thinking about growth, revenue, and team culture
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
47 min - 57: Building the right team
In this episode, Mitchell and Gavin unpack a tense enterprise procurement process, share where hiring is up to across lead gen and development, and talk through the product, positioning, and SaaS agreement changes that are making SixSides feel more scalable.
Chapters
- (00:00) - Intro
- (01:31) - Project Rendezvous and enterprise procurement delays
- (03:51) - Fitness updates and wedding countdown
- (07:28) - Hiring plans across lead gen and development
- (12:38) - Loom screening, technical hiring and what good candidates look like
- (18:38) - Creating room for initiative and experimentation in the team
- (23:18) - Project Hammer and expanding within existing accounts
- (25:12) - Website, design direction and making SixSides feel premium
- (32:33) - Product updates - dashboard fixes, AI assistant improvements and feature cleanup
- (38:54) - SaaS agreements, positioning work and wrapping up
In this episode, we cover:- The procurement panel slowing down a major SixSides deal
- Whether to keep hiring even before a large contract is formally signed
- Fitness updates, discipline struggles, and wedding prep
- Interviewing candidates for lead generation and development roles
- Why responsiveness and initiative matter more than a polished CV
- Building a 90 day onboarding plan for new hires
- Delegating LinkedIn and email outreach as the team grows
- A new expansion opportunity with Project Hammer
- Moving customers from one-off events to ongoing SaaS agreements
- Updating the SixSides dashboard so organisers can manage more without developer help
- Improving the AI assistant so it can handle links, logos, profile photos, and more event setup tasks
- Why modern UI matters for an event platform built around connection and community
- Using product design to make SixSides feel more premium
- Planning webinars and outreach to convert past event users into future organisers
- Clarifying SixSides positioning as a community-first event engagement platform
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
55 min - 56: We're hiring!
In this episode, Mitchell and Gavin unpack a huge turning point for SixSides as they start hiring, celebrate Project Rendezvous moving into contracts, and talk through how DealBuddi, team structure, and long-term planning are all evolving at once.
Links
- DealBuddi - https://dealbuddi.com
- ChatGPT Atlas - https://chatgpt.com/atlas/
- Superwhisper - https://superwhisper.com
- Aaron Francis on YouTube - Are designers cooked? - https://www.youtube.com/watch?v=tm9im-3g8fY
- Stitch by Google - https://stitch.withgoogle.com
- Suno - https://suno.com
Chapters
- (00:00) - Editor’s note and intro
- (00:52) - We’re hiring at SixSides
- (07:38) - Using Atlas browser and AI to screen applicants
- (14:08) - Project Rendezvous gets approved
- (18:49) - What DealBuddi does and why it matters now
- (27:39) - Rebuilding DealBuddi in Laravel
- (31:04) - Founder roles, planning styles and playing to strengths
- (35:23) - National Safety Conference and product adoption lessons
- (38:44) - PlanetScale spikes and event infrastructure
- (41:58) - Founders Collective, student work experience and wrap-up
In this episode, we cover:- Why now feels like the right time for SixSides to start hiring
- Hiring a growth marketer, lead gen support and multiple developers
- Using AI tools like Atlas browser to screen job applicants faster
- How voice-to-text workflows with Superwhisper and ChatGPT are changing day-to-day work
- Project Rendezvous getting committee approval and moving into contract discussions
- Why DealBuddi’s positioning needs work and how it supports real sales conversations
- The plan to rebuild DealBuddi from Bubble into Laravel
- Founder roles, planning styles and how to play to each other’s strengths
- Lessons from the National Safety Conference and event app adoption
- Database load spikes in PlanetScale during live events
- Founders Collective momentum, community building and staying in touch between events
- Why student work experience is a good idea, but not the right fit just yet
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
47 min - 55: That's tree trimming money
In this episode, Mitchell and Gavin unpack a huge week of live events, reflect on the first real signs of SaaS leverage inside SixSides, talk through plans to hire their first extra team members, and share why Project Rendezvous could become a major turning point for the business.
Chapters
- (00:00) - Intro
- (01:25) - CCF Women in Civil and a big week of events
- (03:31) - We’re not engaging with attendees properly
- (08:13) - We’re hiring
- (12:03) - Good signs for Project Rendezvous
- (20:43) - Project Hammer Brisbane and tree trimming money
- (27:45) - Bridging the gap between operations and dev with Linear
- (39:09) - NSCA tomorrow
- (40:31) - Understanding the user journey on our site with PostHog
- (43:41) - When do we hire for AI and agents?
In this episode, we cover:- What happened at the CCF Women in Civil event and how attendee usage is improving
- Why SixSides needs a better post-event attendee engagement strategy
- How the team is thinking about email automation and lifecycle messaging with Bento
- The current growth in platform users across all SixSides events
- Why Mitchell and Gavin are planning their first hires across development and lead generation
- How Project Rendezvous could unlock faster growth and more engineering capacity
- The moment SixSides started to feel like a real software business with paid events running without hands-on support
- Lessons from Project Hammer and how event setup is becoming more repeatable
- Bridging the gap between operations and development with better planning in Linear
- Why the team is looking at PostHog to better understand the user journey on the marketing website
- How bootstrapping affects hiring, planning, and long-term product decisions
- When AI agents might become part of the team structure
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
47 min - 54: There is so much to do
In this episode, Mitchell and Gavin celebrate their fastest client win yet, prepare for five events in seven days, share updates to the SixSides app and dashboard, and unpack the growing pressure of building a bootstrapped SaaS when the momentum finally starts to kick in.
Chapters
- (00:00) - Intro
- (00:19) - Fitness update and hitting new milestones
- (03:42) - Fastest client win yet
- (06:46) - Five events in seven days
- (10:35) - Building the first user guide
- (14:59) - Should we go back to AIM next year?
- (18:11) - Product updates in the app and dashboard
- (22:33) - There is so much to do
- (31:31) - Should we hire our first developer?
- (38:05) - Outro
In this episode, we cover:- Fitness progress and how personal routines are tracking alongside startup pressure
- Our fastest client win yet and what made the sales process work
- How a quick Loom walkthrough helped close a new event customer
- Why community building keeps coming up in SixSides sales conversations
- Invoicing momentum and how March revenue is already beating last year
- Preparing for five events in seven days across multiple customers
- The operational risk of becoming the bottleneck as event volume grows
- Building a first draft attendee user guide for event clients
- Using Gamma to speed up polished documentation and onboarding assets
- Why sponsor and exhibitor workflows could become a product-led growth lever
- Recommitting to AIME as a key conference for future customer growth
- New SixSides product updates including sponsor tier layouts and feature toggles
- Fixing AI assistant tooling issues in the dashboard backend
- The growing product roadmap across the website, dashboard, infrastructure and mobile app
- Whether it is time for SixSides to hire a first developer
- The realities of bootstrapping while juggling multiple businesses
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
39 min - 53: Our biggest deal yet
In this episode, Mitchell and Gavin celebrate one year of podcasting, lock in their biggest client commitment yet with four more events booked through to EOFY, and unpack what’s next across dashboards, lead gen follow-ups, Linear vs Slack, and a big push towards a better AI workflow inside SixSides.
Chapters
- (00:00) - Intro and one year anniversary
- (02:40) - Biggest deal yet - four more events booked
- (06:27) - Project Rendezvous - still waiting
- (07:34) - Leadfeeder signals and why the website needs work
- (10:46) - Slack channel vs Linear for feature requests
- (15:58) - AI inside SixSides - Vercel AI SDK, agents, and better chat UX
- (22:14) - Infra fatigue and keeping the work fun
- (27:02) - AIM follow-ups and lead gen reply reality
- (29:36) - The DICE - mailing packs and handwritten notes
- (31:19) - Fitness check-in and staying consistent
In this episode, we cover:- One year of podcasting and how routine keeps the business grounded
- Landing the biggest SixSides deal so far and booking four more events through to EOFY
- Hitting 93% event app adoption and what might be driving it
- Project Rendezvous delay and learning to live on other people’s timelines
- Using Leadfeeder-style tooling to see who’s checking out the SixSides site
- Why the marketing site needs screenshots, walkthroughs, and a proper sign-up path
- Linear vs Slack for feature requests and how to keep dev work organised
- Using AI inside SixSides to duplicate events and reduce setup grunt work
- Moving towards the Vercel AI SDK and improving agent workflows, approvals, and attachments
- Parking infra work to stay motivated and keep shipping
- AIM follow-ups, outreach reply rates, and lead gen back in motion
- The DICE mail-out plan and handwritten notes for supporters
- Fitness routines, travel disruption, and staying consistent over perfection
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
38 min - 52: This episode is mostly technical
In this episode, we go mostly technical - Mitchell migrates the SixSides dashboard from Vue to React, moves the database to PlanetScale, and outlines the plan for proper preview environments that go from Linear to Cursor to live. Along the way there’s a fitness check-in, a disrupted Canberra trip, Project Hammer running without us on-site, and a new plan for an event manager success playbook.
Links
- mostlytechnical.com
Chapters- (00:00) - Intro, billionaires, and the Christmas present
- (05:00) - Anniversary trip recap - escape room, Harbour Bridge nope, ice cream mission
- (08:50) - Fitness updates - gym habits, 75 Hard halfway, and easing into running
- (14:20) - We’re a React app now - why we moved from Vue
- (20:05) - PlanetScale migration - ditching RDS and simplifying the database setup
- (25:05) - Cost reduction and scaling globally into other regions
- (27:30) - Import issues, support fixes, and the “metal instance” workaround
- (32:50) - Linear to Cursor to live previews - the new dev workflow
- (41:30) - Project Rendezvous, CCF Magazine, and external deadline pressure
- (48:25) - Canberra trip disruption, Project Hammer lessons, and mailing out the dice
In this episode, we cover:- The “billionaire” Christmas present (Zimbabwean dollars, obviously)
- Anniversary trip vibes, escape rooms, and bailing on the Harbour Bridge walk
- Fitness updates - 75 Hard progress, running blocks, and sore feet
- Why SixSides is now a React dashboard (goodbye Vue)
- Using Cursor to accelerate a React rewrite and why popularity matters for AI tooling
- Moving the SixSides database from AWS RDS to PlanetScale
- Consolidating global and regional databases into a simpler model
- Data sovereignty trade-offs (and when it’s worth paying for)
- Big cost reduction for adding regions (from hundreds to tens per month)
- The plan for preview environments: Linear tickets - Cursor agents - live preview links
- Replacing Laravel Vapor with Terraform for better automation
- Project Rendezvous update and what “due diligence” could look like
- CCF Magazine editorial deadline pressure
- Canberra trip disrupted, then Sydney trip pivot
- Project Hammer ran without the founders on-site - lessons learned
- Building an event manager success playbook
- Mailing out SixSides dice to leads - and a review-for-dice offer
Got questions or topics you want us to cover? Email us at [email protected]
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
- Book a call with Gavin: call.sixsides.co
- Mitchell on Bluesky: mitchdav.is
- Mitchell on LinkedIn: mitchdav
- Gavin on LinkedIn: gavintye
- Gavin on YouTube: gavintye1
- SixSides on LinkedIn: sixsides
- SixSides on X: sixsidesevents
- SixSides on Bluesky: sixsides.co
- SixSides on Youtube: sixsidesco
- SixSides on Substack: sixsides
58 min
About Our B2B SaaS Journey
From the publisher's feed
Join the SixSides.co team as we navigate the highs and lows of building a B2B SaaS company. From finding product-market fit to scaling sales and community-driven growth, we share real insights, tough…
lessons, and candid conversations about what it really takes to grow a successful SaaS business. Whether you're a founder, marketer, developer, or just SaaS-curious, this is your backstage pass to the journey.