Sales Training: Tips from my Latest Sale Training Consultation
by Kyle | Sep 25, 2025 | Sales Training |
Partnership and Venue Relationships: List Wins

- 04 Center Major Win: Client successfully secured a partnership with the 04 Center, described as one of the few midsize venues in town, bridging the gap between small venues like Saxon Pub and large venues
- Songwriter Series Sponsorship: The deal involves Goodwolf sponsoring the venue’s Wednesday songwriter series while providing ticketing services
- Strategic Growth: The partnership starts small with the songwriter series but has potential to expand to larger events at the venue as the relationship develops
- Venue Classification System: Kyle Bailey’s Sales Training Tips emphasizes understanding venue hierarchy – small venues, midsize venues (like 04 Center), and large venues for strategic targeting
Event Marketing and Promotion Strategies
- Speak Easy Rooftop Party: Main focus is promoting a VIP industry mixer at Speak Easy Rooftop (downtown Congress Avenue location) scheduled for next Friday at 7 PM
- “Fiasco of Wolves” Branding: The party is branded as “Fiasco of Wolves,” named after headliner Johnny Fiasco, creating a memorable event identity
- Two-Tier Event Structure: VIP mixer runs until 9 PM, then transitions to general admission event running from 9 PM to 2 AM with DJs
- Industry Mixer Positioning: Kyle Bailey’s Sales Training Tips shows how to position events as “VIP industry mixers” to attract high-value prospects
- Invitation Strategy: Plans to invite prospective clients, existing clients, referral partners, and artists (for atmosphere)
- Realistic Attendance Expectations: Acknowledges that if 600 artists are invited, maybe only 5 would actually attend
Email Marketing Challenges and Solutions
- HubSpot Limitations: Struggling with HubSpot’s inability to send personalized emails from the business owner’s name rather than appearing as marketing emails
- Contact Database Size: Has approximately 1,000+ high-value contacts including 336 clients, 363 band leaders, and 295 artist reps
- Mailchimp Alternative: Considering switching to Mailchimp for campaign functionality, though it feels too formal/marketing-heavy
- Personalization Desire: Wants emails to appear as personal invites from Brandon rather than corporate marketing messages
- Kyle Bailey’s Sales Training Tips Recommendation: Suggests adding personal photo at top of marketing emails to maintain personal connection
- HubSpot Support Consultation: Advised to chat with HubSpot support team to explore additional modules or solutions
Email Performance Analysis
- Recent Campaign Results: “Goodwolf Ticketing Announcement” email achieved 52% open rate but only 1% click-through rate
- Unsubscribe Issues: 41 people unsubscribed from the recent campaign, causing concern about message reception
- Average Performance Comparison: Account average shows 26% open rates, suggesting recent campaigns performed above average
- Apple Mail Privacy Impact: Discussion about Apple’s mail privacy protection affecting open rate accuracy
- Frequency Strategy: Currently sends emails only once per quarter, which Kyle Bailey’s Sales Training Tips identifies as insufficient
- Follow-up Strategy: Plans to personally reach out to known contacts who unsubscribed to gather feedback
Social Media and Content Strategy Gaps
- LinkedIn Opportunity: Admits to complete lack of LinkedIn posting and engagement
- Instagram Opportunity: Not actively posting on Instagram, relying only on content provided by others
- Content Scheduling Opportunity: Kyle Bailey’s Sales Training Tips points out LinkedIn’s built-in post scheduling feature
- Daily Posting Recommendation: Consultant suggests minimum 15 minutes daily to create and schedule posts
- Content Freshness Issue: Risk of events appearing outdated if posting frequency remains low
- Value Proposition Integration: Need to mix value propositions with event promotions across all platforms
Branding and Visual Identity Issues
- Generic Band Photos: Current email headers use generic band images that don’t clearly represent the company
- Team Photo Recommendation: Kyle Bailey’s Sales Training Tips suggests replacing generic images with team photos for better personal connection
- Logo Integration Strategy: Advised to include partner logos (like Austin Pets Alive) in promotional materials for better recognition
- Header Optimization: Discussion about optimizing email headers with “Events, Ticketing, Production” messaging
- Visual Hierarchy Problems: Current email design buries important value propositions below fold
Sales Outreach and Lead Generation
- Direct Venue Outreach: Has dedicated person doing direct outreach to venues for new business
- Event-Based Prospecting: Using party invitations as soft lead generation tool
- Pipeline Status: Describes having “a pretty good amount in the pipeline” but notes it’s “too soon to tell”
- Kyle Bailey’s Sales Training Tips Approach: Emphasizes using events as “high visibility attraction element”
- Referral Partner Strategy: Actively inviting referral partners to networking events for relationship building
Cross-Promotion and Partnership Opportunities
- Cross-Promotion Strategy: Kyle Bailey’s Sales Training Tips recommends identifying businesses that serve same audience but don’t compete directly
- Audience Requirements: Partners must have active, engaged followings rather than just being “good people”
- Reverse Engineering Approach: Suggested strategy of finding influencers with engaged followings and reaching out proactively
- Instagram Engagement Analysis: Current posts show good engagement with consistent likes across content; continue same posts, improve post quality, test new methods
- Partnership Vetting Process: Need to make sure potential partners actively communicate with their audiences regularly
Content Messaging and Value Proposition
- Core Service Messaging: “Events, Ticketing, Production” are core value deliverables; should appear consistently across all communications
- Value Proposition Placement: Kyle Bailey’s Sales Training Tips recommends leading with value propositions rather than burying them later in the copy
- Subject Line Optimization: Current subject lines like “Goodwolf Ticketing Announcement” should be replaced with invitation-focused language
- Call-to-Action Clarity: Recommendations for clearer, more direct calls-to-action like “You’re Invited: Come Party with the Goodwolfe at Speak Easy”
- Message Hierarchy: Suggested restructuring emails to prioritize value propositions over lengthy explanatory copy
Event Promotion Optimization
- Subject Line Testing: Kyle Bailey’s Sales Training Tips recommends A/B testing different subject lines for better open rates
- LinkedIn Event Promotion: Suggestions for LinkedIn posts like “Come party with us and help Austin Pets Alive”
- Multi-Platform Strategy: Plans to promote across email, LinkedIn, and potentially other social platforms
- Timing Considerations: Recognition that people need 10+ days notice to make plans for events
- Collateral Development: Discussion about creating digital posters and other promotional materials
Activity and Volume Strategy
- Alex Hormozi Reference: Kyle Bailey’s Sales Training Tips cites Alex Hormozi’s strategy of scaling to 50+ social media posts per week
- Visibility Challenge: Story about people knowing Hormozi personally but missing his book launch announcements due to information overload
- Daily Posting Minimum: Recommendation for at least one LinkedIn post per day to maintain visibility
- Content Scheduling: Emphasis on using LinkedIn’s built-in scheduling tools for consistency
- Kyle Bailey’s Sales Training Tips Philosophy: “People don’t see your stuff” – need constant, consistent posting to break through noise
Partnership Updates and Referrals
- Client Connection Opportunities: Discussion about mutual client referral and proper name pronunciation
- Referral Follow-up: Plans for return calls and continued relationship building with referred contacts
- Meeting Scheduling: Ongoing consultation relationship with regular check-ins and strategy sessions
- Personal Relationship Building: Kyle Bailey’s Sales Training Tips emphasizes maintaining personal connections alongside business relationships
Technical and Operational Details
- Mailchimp Migration Consideration: Potential switch from HubSpot to Mailchimp for better email functionality
- Apple Mail Privacy Settings: Technical discussion about how Apple’s privacy features affect email analytics; shows more opens than are actually happening, key to disparity between open and click through rates (CTR
- Email Performance Metrics: Deep dive into understanding open rates, click rates, and unsubscribe data
- Platform Limitations: Recognition of various platforms’ constraints and workarounds needed
Time Management and Prioritization
- Immediate Focus: Kyle Bailey’s Sales Training Tips emphasizes party promotion as top priority given timing constraints
- 15-Minute Daily Commitment: Realistic time allocation for daily social media posting
- Kyle Bailey’s Sales Training Tips Efficiency: Streamlined approach to content creation without overthinking
- Meeting Follow-up Planning: Structure for ongoing consultation and strategy refinement sessions