Our B2B SaaS Journey

SixSides

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.

  1. 2 天前

    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 environmentsHow our weekly all-team meeting brought the dev and sales sides of SixSides togetherBuilding standard operating procedures for marketing so content creation becomes more repeatableWhat it means to lead a multicultural remote team with more care, sensitivity, and intentionWhy we want SixSides to feel like a human business, not a cold, overly directive oneMitchell’s reflections on AI, coding, and how the software developer role is changingRevenue projections for the next 12 months and what our cash flow looks like with a growing teamHow flagship customers can help fund meaningful product development and unlock new marketsThe difference between product-led leads, product-led growth, and sales-led growth for SixSidesReworking the SixSides marketing website and CMS setup to support blogs, docs, white papers, and better search visibilityOur kickoff meeting with the World Police Games team and what that project unlocks nextWhy authenticated onboarding, localisation, and a stronger first-run app experience are becoming more importantGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    52 分鐘
  2. 4月14日

    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 2027How the Volunteering WA event led to SixSides’ biggest deal so farWhat it takes to sell into large organisations with long procurement cyclesWhy this project could fund the next 12 to 18 months of growthHiring SixSides’ first two developers - Raymond and MartinGrowing the team across engineering, lead generation and marketingBuilding product features for international and large-scale event communitiesThe pressure of milestone payments, cash flow, and managing burnWhy the SixSides marketing website now matters more than everStarting a proper LinkedIn content engine for founder-led marketingTurning white papers, case studies and blog posts into a repeatable content systemHow one major event could create years of lead generation and follow-on businessBalancing weddings, leave, onboarding and startup momentumThe ambition to turn event-driven sales into product-led growthGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    40 分鐘
  3. 4月7日

    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 SixSidesWhy Project Rendezvous is such an important sales opportunityUsing upfront strategy work to survive a formal procurement processThe risks of hiring before a major deal is fully signedOnboarding new team members while building the process in real timeDocumenting SOPs and using AI to speed up internal operationsStructuring fair pay, commission, and team-wide upsideNavigating offshore hiring and Fair Work considerationsProduct updates across the SixSides app and dashboardLiquid glass design work and upgrading the app’s UI foundationsClosing the parity gap between the app, dashboard, and AI assistantEvent feature updates including session RSVPs, sponsors, and exhibitorsPlanning around Mitchell’s wedding and developer hiring timelinesThe next phase of DealBuddi and building AI-powered internal toolsHow the founders are thinking about growth, revenue, and team cultureGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    47 分鐘
  4. 3月30日

    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 platformGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    55 分鐘
  5. 3月23日

    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.comChatGPT Atlas - https://chatgpt.com/atlas/Superwhisper - https://superwhisper.comAaron Francis on YouTube - Are designers cooked? - https://www.youtube.com/watch?v=tm9im-3g8fYStitch by Google - https://stitch.withgoogle.comSuno - https://suno.comChapters (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 hiringHiring a growth marketer, lead gen support and multiple developersUsing AI tools like Atlas browser to screen job applicants fasterHow voice-to-text workflows with Superwhisper and ChatGPT are changing day-to-day workProject Rendezvous getting committee approval and moving into contract discussionsWhy DealBuddi’s positioning needs work and how it supports real sales conversationsThe plan to rebuild DealBuddi from Bubble into LaravelFounder roles, planning styles and how to play to each other’s strengthsLessons from the National Safety Conference and event app adoptionDatabase load spikes in PlanetScale during live eventsFounders Collective momentum, community building and staying in touch between eventsWhy student work experience is a good idea, but not the right fit just yetGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    47 分鐘
  6. 3月16日

    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 improvingWhy SixSides needs a better post-event attendee engagement strategyHow the team is thinking about email automation and lifecycle messaging with BentoThe current growth in platform users across all SixSides eventsWhy Mitchell and Gavin are planning their first hires across development and lead generationHow Project Rendezvous could unlock faster growth and more engineering capacityThe moment SixSides started to feel like a real software business with paid events running without hands-on supportLessons from Project Hammer and how event setup is becoming more repeatableBridging the gap between operations and development with better planning in LinearWhy the team is looking at PostHog to better understand the user journey on the marketing websiteHow bootstrapping affects hiring, planning, and long-term product decisionsWhen AI agents might become part of the team structureGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    47 分鐘
  7. 3月9日

    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 pressureOur fastest client win yet and what made the sales process workHow a quick Loom walkthrough helped close a new event customerWhy community building keeps coming up in SixSides sales conversationsInvoicing momentum and how March revenue is already beating last yearPreparing for five events in seven days across multiple customersThe operational risk of becoming the bottleneck as event volume growsBuilding a first draft attendee user guide for event clientsUsing Gamma to speed up polished documentation and onboarding assetsWhy sponsor and exhibitor workflows could become a product-led growth leverRecommitting to AIME as a key conference for future customer growthNew SixSides product updates including sponsor tier layouts and feature togglesFixing AI assistant tooling issues in the dashboard backendThe growing product roadmap across the website, dashboard, infrastructure and mobile appWhether it is time for SixSides to hire a first developerThe realities of bootstrapping while juggling multiple businessesGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    39 分鐘
  8. 3月2日

    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 groundedLanding the biggest SixSides deal so far and booking four more events through to EOFYHitting 93% event app adoption and what might be driving itProject Rendezvous delay and learning to live on other people’s timelinesUsing Leadfeeder-style tooling to see who’s checking out the SixSides siteWhy the marketing site needs screenshots, walkthroughs, and a proper sign-up pathLinear vs Slack for feature requests and how to keep dev work organisedUsing AI inside SixSides to duplicate events and reduce setup grunt workMoving towards the Vercel AI SDK and improving agent workflows, approvals, and attachmentsParking infra work to stay motivated and keep shippingAIM follow-ups, outreach reply rates, and lead gen back in motionThe DICE mail-out plan and handwritten notes for supportersFitness routines, travel disruption, and staying consistent over perfectionGot questions or topics you want us to cover? Email us at 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.coBook a call with Gavin: call.sixsides.coMitchell on Bluesky: mitchdav.isMitchell on LinkedIn: mitchdavGavin on LinkedIn: gavintyeGavin on YouTube: gavintye1SixSides on LinkedIn: sixsidesSixSides on X: sixsideseventsSixSides on Bluesky: sixsides.coSixSides on Youtube: sixsidescoSixSides on Substack: sixsides

    37 分鐘

簡介

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.