DealBuddi

I guide DealBuddi’s vision and partner with B2B founders, owners and sales teams to turn expertise into predictable, scalable revenue.

Strategic direction
• Define the product roadmap, brand positioning and go-to-market priorities
• Translate long-term vision into focused quarterly sprints so the team ships features that matter

Sales strategy co-creation
• Work directly with founders to turn big goals into an actionable plan grounded in Sales Market Fit and the 5ATE method
• Move organisations from hope-based selling to proactive demand creation

Playbook integration
• Build repeatable messaging frameworks, qualification guides and deal checkpoints that new reps can use from day one
• Map every activity to the buyer’s journey so value is clear at every stage

Coaching and upskilling
• Run workshops, pipeline reviews and live deal sessions to lift individual and team performance
• Provide ongoing feedback, role-plays and metric reviews to make new skills stick

Deal de-risking
• Act as the trusted advisor on the team’s shoulder, surfacing hidden friction and navigating stakeholder politics
• Quantify ROI and craft business cases that move prospects from interest to commitment

AI-driven scale
• Codify successful patterns into DealBuddi AI agents, giving teams on-demand guidance and tailored insights
• Continuously learn from wins and losses so every engagement makes the next one smarter

My goal is simple: make sales feel less overwhelming and more inevitable—one founder, one team, one deal at a time.

Founder 

Our B2B SaaS Journey Podcast

As Co-Host of Our B2B SaaS Journey, I lead conversations that unpack the unfiltered reality of building a B2B SaaS company from ideation to (hopefully) exit. 

Together with my co-founder, I share the wins, missteps, and frameworks that shape how we build SixSides, an event and community engagement platform.

Core Responsibilities

Content leadership: Shape episode themes around the real problems and decisions we face as early-stage founders.

On-air hosting: Co-present weekly podcast episodes, providing perspective from my role as Sales/Marketing Lead.

Storytelling: Translate raw founder experiences into practical lessons and playbooks listeners can apply in their own companies.

Audience engagement: Encourage listeners to subscribe, share, and interact across platforms (Apple, Spotify, YouTube, LinkedIn, Substack).

Community building: Position the podcast as a transparent, founder-led record of building SixSides, helping other SaaS founders learn in real time.

What the role represents
This isn’t just hosting a podcast. It’s documenting a startup in the messy middle, sharing frameworks like Sales Market Fit and founder-led go-to-market, and proving that building in public can be as valuable for the founders as it is for the audience.

Co Host

SixSides

As Co-Founder responsible for Sales and Marketing at SixSides, I'm dedicated to re-inventing the way communities connect, engage, and grow through innovative event technology. 

At SixSides, our platform is designed to deliver unique value for each side of an event community; Event Organisers, Attendees, Sponsors, Speakers, Associations and Staff.

Leveraging my extensive experience in strategic sales, marketing, and community engagement, I help organisations create exceptional event experiences that foster meaningful connections and drive measurable outcomes. 

My role involves developing and implementing strategies that highlight SixSides’ unique capabilities, including gamification, real-time networking, and insightful analytics, enabling our clients to achieve sustainable growth and profound community impact.

I believe in the transformative power of events to build stronger communities, amplify brands, and foster collaboration across industries.

Let's discuss how SixSides can help you elevate your community through memorable event experiences.

Co-Founder, Head of Sales & Marketing

Sales Market Fit

I help B2B founders transition from founder-led sales to a structured, scalable, and repeatable sales approach by finding their Sales Market Fit—the missing piece in most startups’ growth strategies.

Through a proven, structured approach, I help startups:
✅ Develop a repeatable sales framework that doesn’t rely on just one person’s skills
✅ Shift from ad-hoc selling to a process-driven approach that delivers consistent results
✅ Build and enable high-performing sales teams with the right tools and strategies
✅ Shorten sales cycles, increase close rates, and make sales a driver of growth rather than a bottleneck

I’ve seen too many startups struggle with unpredictable revenue, stalled deals, and sales teams that just don’t perform. 

The problem isn’t the people—it’s the lack of a structured approach to selling. Without Sales Market Fit, scaling sales is impossible.

My methodology ensures that startups position themselves correctly in the market, craft compelling messaging, and optimise their sales process for repeatable success.

If you're a founder looking to get control of your sales function, scale beyond yourself, and build a winning sales team, let’s have a conversation!

Core Areas of Expertise
📈 Founder-to-Team Sales Transition – Helping startups shift from relying on the founder to a scalable, structured sales function
🧘 Sales Market Fit Discovery – Finding the right positioning, messaging, and go-to-market strategy for predictable revenue
📓 Sales Team Enablement – Building playbooks, frameworks, and processes to make sales teams more effective
🛞 Demand Creation & Sales Friction Reduction – Helping buyers make faster, better-informed decisions
Sales Process Optimisation – Structuring sales in a way that aligns with how buyers actually make decisions

Founder

Intercept East

As a strategic sales and marketing leader, I have successfully developed and implemented comprehensive sales and marketing strategies that have driven revenue growth, improved market positioning, and increased customer acquisition. 

My approach focuses ensuring that our value proposition aligns with customer needs and delivers measurable business outcomes.

Key Responsibilities:
✅ Developed and executed a structured sales strategy, optimising market positioning and streamlining the sales process to accelerate deal closures.
✅  Led the implementation of a Sales Market Fit approach, ensuring repeatable and scalable success in customer acquisition and retention.
✅  Designed and delivered targeted marketing campaigns, aligning brand messaging with customer pain points to increase engagement and lead conversion.
✅  Spearheaded business development initiatives, identifying new markets and expanding the customer base to drive revenue growth.

Sales and Marketing Director

Conductor

I am responsible for evolving Conductor's sales strategy to focus on its unique value proposition: using the latest neuroscience technology to improve clients' businesses.

Our customer-centric approach is focused on adding extraordinary value through the sales process and into a long-lasting partnership.

Head of Growth

FlyFreely

FlyFreely is a market-leading Drone Management Platform that enables any organisation, anywhere in the world to deploy drones at scale legally, safely and efficiently.

Growth Manager

GrowthMentor

Providing 1:1 mentoring for entrepreneurs starting and growing their own businesses through GrowthMentor, a curated platform of invite-only startup and growth marketing mentors who have proven experience in their fields. 

Join to find your next mentor » https://www.growthmentor.com/?ref=gavintye

Mentor

Kinatico (Formerly CV Check)

CVCheck is a market leader in the global compliance, management and reporting SAAS workforce management sector. 

CVCheck is an ASX listed HR technology company servicing over 25,000 SME and large enterprise clients plus 1 million individual clients across Australia and New Zealand.

Client Executive

MyPass Global

Head of Growth & Partnerships

Most businesses leave their growth to chance, hoping their sales process clicks or their events spark engagement. I know, because I used to do the same.

As a sales leader and later a founder, I saw how outdated sales playbooks and underpowered event tools caused wasted opportunities, friction, and stalled growth. 

I was frustrated, because even talented teams and passionate communities couldn’t prove their true value.

That’s what drove me to rethink both challenges from first principles. I built Sales Market Fit to break sales down into something teachable and repeatable, and I co-founded SixSides to help leaders turn events into lasting communities. 

Along the way, I created DealBuddi, an AI sales coach to scale these frameworks and make them accessible to every SaaS founder and sales team.

Today, I help SaaS founders, sales leaders, and event communities simplify complexity, prove their value, and achieve growth. 

Whether it’s through smarter sales or stronger communities, my goal is simple: to ensure no business leaves their success to chance.

Gavin Tye

Via Masi

MEGA Brands

Digital Project Manager

Brand Design Project Manager

MEGA Brands Inc. is a trusted family of leading global brands in construction toys, games & puzzles, arts & crafts and stationery. They offer engaging creative experiences for children and families through innovative, well-designed, affordable and high-quality products.

Digital Content Coordinator

Sephora

Sephora's unique, open-sell environment features an ever-increasing amount of classic and emerging brands across a broad range of product categories including skincare, color, fragrance, skincare, and haircare. Sephora operates approximately 1,900 stores in 29 countries worldwide, with an expanding base of over 360 stores across North America.

Assistant Merchant Fragrance

Point Zero

With $200M in annual wholesale revenues, Point Zero is Canada’s largest producer of sports and street wear and distributes through 5,000+ stores supported by offices and showrooms in Montreal, New York, LA and Panama (www.point-zero.com).

Marketing Coordinator

Hanesbrands Inc.

HanesBrands is a socially responsible manufacturer and marketer of leading everyday basic apparel under some of the world's strongest apparel brands. Hanes is ranked number 512 on the Fortune 1000 list with more than $4.5 billion in sales in 2012 and has approximately 51,500 employees in more than 25 countries.

Concordia University - John Molson School of Business

★ Sports Marketing Seminar
★ Direct Response Marketing
★ Advertising
★ Introduction to Digital Imaging
★ New Product Innovation

Student

Jardin De La Concorde

Chacuterie

Vector Marketing

Sales Representative

Want to build your brand?

I’ve worked with major brands including Mattel, Sephora, Point Zero, Hanes & Orangetheory Fitness. Thrive in high-pressure deadline driven environments with skills in business development relations building and marketing collateral.
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SPECIALTIES

★ Excellent Communication & Interpersonal Skills
★ Advanced Organizational Skills
★ Building an Effective Social Media Strategy
★ Ability to Multi-task
★ Event Management
★ Market Analysis
★ Strong Negotiation Skills
★ Willing to take on more projects
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CERTIFIED

★ Bachelor's Degree in Commerce | Major in Marketing
★ PMP® Certification [Project Management Institute]
★ Social Media Marketing Certification [Hootsuite Podium]
★ Google Analytics Beginner Certification
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Want to Learn More?

✉ james.masi@sympatico.ca

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Gavin Tye

James Masi PMP®

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