1. Are We Solving a Technology Problem or a Business Problem?
Your initial plan positions the software as a booking management tool for entertainment agencies. But is the real pain point the technology, or is it that agencies lack consistent revenue, talent reliability, and customer trust?
✅ Challenge: Could your product become an end-to-end business partner rather than just a tool — one that guarantees bookings, drives new revenue streams, or attracts better talent?
2. Are Agencies Actually Overwhelmed by Bookings or Starved for Them?
The software’s feature set assumes agencies have plenty of bookings but struggle to manage them. But many agencies might be starving for consistent gigs and would rather pay for lead generation or marketing support.
✅ Challenge: Should the product pivot from a management tool to a lead generation platform that connects agencies with event organizers and corporate clients? Could it become a marketplace where talent, agencies, and event organizers all meet?
3. Is White-Labeling a Feature or a Strategy?
White-labeling is a great feature, but is it enough to differentiate you from competitors like Gigwell and SimplyBook.me? White-labeling might help agencies with branding, but what if agencies don’t care about branding as much as they care about getting and fulfilling gigs?
✅ Challenge: Could you instead offer shared branding and collective marketing power, leveraging economies of scale to help agencies pool resources for marketing and SEO?
4. Should You Be the Platform or the Partner?
A SaaS tool is a platform, but agencies might value a partnership that brings insights, data, best practices, and consulting — or even guaranteed payments for bookings that flow through the system.
✅ Challenge: Could your business model include guaranteeing payments or even financing talent contracts, acting as a trusted partner rather than just a software vendor?
5. Is Your Revenue Model Optimized for Agency Success or Company Success?
A subscription model makes sense for predictable revenue, but what if the agencies themselves struggle with cash flow? Transaction fees might sound like a good alternative, but could that make agencies feel nickel-and-dimed?
✅ Challenge: Could a success-based model — where you only get paid when the agency gets paid — align your incentives better and build stronger trust with agencies?
6. Are We Limiting Ourselves to Entertainment Agencies?
Entertainment agencies are your initial focus, but the core pain points you’ve identified — booking management, payments, calendars, feedback — also exist in sports talent management, freelance creative agencies, speakers bureaus, and even boutique consulting agencies.
✅ Challenge: Could you build a platform that transcends entertainment and becomes the go-to solution for any service-based business that relies on talent scheduling and client bookings?
7. Why Stop at Booking Management?
Booking is one piece of the puzzle, but agencies also need help with finding gigs, marketing, insurance, training, and compliance.
✅ Challenge: Could you expand your vision to build an entire ecosystem that handles booking, payments, marketing, talent onboarding, insurance, and post-event analytics — making you a one-stop shop for agencies?
🚀 A Potentially Bigger Vision
Instead of positioning this as “just a software tool,” what if you framed it as transforming how agencies operate by solving:
- Revenue generation (finding clients, managing leads)
- Operational efficiency (bookings, payments, scheduling)
- Talent quality and retention (feedback, training, reviews)
- Financial stability (guaranteed payments, insurance, financing)