Why Most Speakers Struggle to Get Booked (& How to Fix It)
1. You Don’t Have a Clear System for Finding Speaking Gigs
The Problem:
Many speakers rely on word of mouth, occasional referrals, or randomly searching for events. Without a system, bookings become sporadic, leading to stress and inconsistent income.
The Fix:
You need a reliable source of speaking opportunities and a system for pitching. Imagine having 100-200 fresh speaking opportunities delivered to you every Monday. Inside Charli Jane Speakers Club, we take the guesswork out of finding gigs by providing a constantly updated list of opportunities across multiple industries.
Action Step: Instead of wasting hours searching, join a leads resource where the opportunities are curated for you.
2. You’re Not Pitching Consistently
The Problem:
Most speakers pitch only when they feel like it—which leads to long gaps between bookings.
The Fix:
Set a weekly pitching goal and treat it like a non-negotiable business task. Just like a sales team has daily outreach goals, speakers must have a system to stay in demand.
Action Step: Block 30-60 minutes on your calendar weekly for pitching. Aim for at least 5-10 pitches per week to build momentum. Inside Charli Jane Speakers Club, members gain access to proven pitching templates and strategies that get results.
3. You’re Not Following Up with Event Organizers
The Problem:
Most speakers send one pitch and assume “no response” means “not interested.” But the truth is, event organizers are busy, and many great pitches get lost in their inbox.
The Fix:
Create a simple follow-up system to stay on their radar. Most bookings happen after the follow-up—not the first email.
Action Step: Use this 3-step follow-up approach:
- Initial pitch
- Follow-up 7-10 days later
- One final check-in if no response
Pro Tip: Keep a spreadsheet of pitches sent and schedule follow-up reminders. A small effort in tracking outreach leads to more bookings.
4. Your Marketing Materials Aren’t Selling You Well
The Problem:
Your pitch is only as strong as the materials backing it up. If your speaker OneSheet, website, or demo video isn’t polished and professional, event organizers will move on to the next speaker.
The Fix:
Upgrade your speaker marketing assets so they sell you before you even step in the room.
Action Step: Ask yourself, “Would I hire me based on my OneSheet and demo video?” If not, invest in professional design and content updates. Inside Charli Jane Speakers Club, we provide members with templates and resources to create high-converting materials that impress event organizers.
The Fastest Way to Get Booked More Often? Join a Proven System
If you’re serious about growing your speaking business, you need a structured, repeatable system. That’s exactly what we’ve built inside Charli Jane Speakers Club—a step-by-step roadmap to getting booked consistently.
- 100-200 fresh speaking opportunities every Monday
- Wendi’s proven Booked Solid Success Path
- Voxer coaching with Wendi + a supportive community of speakers
- All the resources you need to grow your speaking business
- A listing in our 23-year established speaker directory
Doors to the Charli Jane Speakers Club open again in April!
Get on the waitlist now and be the first to know when we open: https://charlijane.com/charli-jane-speakers-club
You don’t have to struggle to get booked. The opportunities are there you just need the right strategy to land them. Let’s make it happen!

