Advertise on podcast: Outbound Kitchen - B2B Sales Podcast

Grab the SDR P&L Calculator⁠⁠⁠ Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) Jay Glenn is the founder of Jay Glenn Agency, where he helps B2B companies build financially sustainable SDR programs. After witnessing mass SDR layoffs in 2022, Jay developed a suite of P&L calculators that have become essential tools for SDR leaders proving ROI to their executives. We discuss: - Why 2022 was the wake-up call for SDR financial accountability - The SDR P&L Calculator — walkthrough of inputs, outputs, and the 7.91x return benchmark - The $50K ACV threshold for sustainable SDR models (and why lower ACVs fail) - Customer lifecycle as the most underrated profit lever for SDR teams - When to hire SDRs vs. when to invest in product and full-cycle AEs - The Headcount Gap Calculator for modeling scale decisions - Why inbound and outbound need separate conversion rate assumptions - How to present SDR financials to your board (with or without good news) Referenced: - Jay Glenn on LinkedIn: https://www.linkedin.com/in/jayglenn/ - Jay Glenn Agency: https://www.jayglenn.co/ - RepView (SDR compensation data): repvue.com - Clay (market research): clay.com - TitanX (phone deliverability): titanx.com When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Chapters: (0:00) The Importance of Financial Metrics in Sales(0:52) Realizing the Need for Financial Focus in Sales(2:07) Efficiency and Market Size Considerations(4:30) Leveraging Tools for Market Understanding(5:34) Evaluating SDR Teams: Common Mistakes and Solutions(7:26) Building and Using Financial Spreadsheets(10:37) Analyzing Historical Data and Future Planning(19:55) Scaling and Headcount Considerations(27:49) Outbound Strategies and Metrics

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) Diane Ring led B2B strategy and operations at DoorDash from 2018 to 2023, joining when the company had ~500 employees and $291M in revenue, and leaving post-IPO with 15,000+ employees and $8.6B in revenue. She was on the leadership team for Merchant Strategy & Operations, where she helped scale the sales team from ~200 reps to thousands across North America and international markets. Most recently, she was Sr. Director of Sales Ops at TouchBistro, leading strategy and ops for a 100+ person GTM organization. We discuss: Why DoorDash used full-cycle field reps with no SDRs — and the 4 reasons handoffs killed velocityThe General Manager model: how city-level ownership created a "general manager of revenue" mindsetThe 3 pillars for scaling outbound infrastructure: data, tooling, and cultureAccount scoring when your data isn't perfect: why "just start somewhere" beats waiting for accuracyHow to adapt outbound playbooks for international expansion (and why US vendors often fail in Canada)AI coaching in practice: real-time monologue alerts, post-call scorecards, and AI roleplay bots for onboardingBuilding rep-centric infrastructure: minimizing CRM fields and reducing tool sprawlConnect with Diane: https://www.linkedin.com/in/diane-ring/ When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Timestamps: (00:00) Introduction (00:52) Joining DoorDash: The Early Days (03:18) Growth and Expansion (04:38) Outbound Sales Strategy (06:05) Field Reps and General Managers (11:32) Data and Tooling for Sales (17:00) Strategy and Operations (23:01) Account Scoring and Market Segmentation (28:12) Evolving Outbound Team Structure (31:13) Navigating International Expansion (32:33) Challenges in Different Markets (36:26) Empathy in Sales Leadership (40:07) Leveraging AI in Sales (44:48) AI Tools for Sales Efficiency (51:09) Consolidating Tech Stacks (57:23) Future of AI in Sales

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- Troy Johnson is the SDR Enablement Program Manager at JumpCloud, where he supports three outbound and inbound teams across the Americas. After six years as an SDR manager, he transitioned into enablement and ramped himself up by interviewing 15+ enablement leaders externally and using AI to find patterns across the conversations. He now runs a bi-weekly peer group with other SDR enablement managers to share best practices. We discuss: 1. What SDR enablement actually is, the difference between a "head coach" and a "skills coach" 2. How Troy ramped himself up in 90 days by interviewing 15 enablement leaders and using AI to find patterns 3. The three essential components every SDR playbook needs from day one 4. How to split your time between content, coaching, and training (the 30/30/30 framework) 5. When to hire your first SDR enablement person — team size, motions, and complexity signals 6. The ideal onboarding structure: 2-3 weeks of foundations + "Prospecting Bootcamp" through day 60 7. Using AI to accelerate business acumen — the underrated use case most teams miss Connect with Troy: https://www.linkedin.com/in/techsalestroy/ -- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapters (0:00) Introduction to SDR Enablement (0:54) Defining SDR Enablement (3:02) The Importance of SDR Enablement (4:46) Onboarding and Training Strategies (5:18) Ramping Up in SDR Enablement (12:42) Day-to-Day Operations (17:05) Team Structure and Support (21:08) Scaling and Complexity in SDR Teams (24:46) The Role of Enablement in Sales Teams (25:44) Key Components of an SDR Playbook (30:11) Effective Onboarding Strategies (35:09) Leveraging AI for Sales Enablement (40:13) Metrics to Measure Enablement Impact (41:38) AI Tools and Techniques in Sales

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- In this episode, Jason Bay, Founder of Outbound Squad, breaks down the art and science of cold calling in 2025. He shares data from training companies like Rippling, Shopify, and Zoom, revealing why the average cold call lasts just 80 seconds, and how top reps achieve 25%+ conversion rates while most struggle at 4.6%. Jason walks through his complete cold calling framework: the permission-based opener, reverse pitch, money questions, and the tactics that drive 75-80% show rates. His candid breakdown of what separates average reps from top performers, backed by Gong data from 100K+ calls, provides a masterclass in modern cold calling. - 3 biggest takeaways: - Lead with problems, not product: problem-based language gets 3x more meetings than product pitches - The habit matters more than the outcome: build the weekly rhythm before optimizing the talk track - Customer voice over product voice: steal language directly from sales calls and discovery conversations - Who is Jason Bay? Founder of Outbound Squad, cold calling trainer for companies like Rippling, Shopify, and Zoom Connect with Jason: - On LinkedIn: https://www.linkedin.com/in/jasondbay/ - Outbound Squad: https://outboundsquad.com - Key stats from this episode: - Average connect rate: 5.4% (top reps hit 13-15%+) - Average conversion rate: 4.6% (top reps hit 20-35%) - Average show rate: 56% (top reps hit 75-80%) - Rippling sources 50% of pipeline from outbound cold calling - Problem-based language: 16% success vs 5.5% for product pitches --- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) Episode Overview (01:13) Is Cold Calling Dead? (01:57) Cold Calling Effectiveness and Statistics (03:29) Challenges and Strategies in Cold Calling (05:31) The Importance of Relevance and Offers (08:12) Effective Cold Call Openers (13:05) Reverse Pitch and Problem-Based Language (18:28) Tailoring Cold Calls to Different Brands (19:54) Leveraging Customer Language and Patterns (24:52) Building a Weekly Rhythm for Outbound Success (25:59) Creating a Coaching Culture (27:03) Granular Coaching for BDRs (28:15) Improving Call Metrics (30:59) Data Accuracy and Provider Evaluation (34:31) Top Reps and Their Techniques (41:04) Incorporating AI in Sales Training (46:34) Non-Negotiable Cold Calling Principles

Want the prompt I used for this test? And my AI Prompt Library with 30+ outbound prompts? Upgrade now in my newsletter here. -- We’re back. I tested 6 AI models head-to-head (including the two newest) for account research so you can pick the best. - GPT-5 Thinking (NEW) - Claude Opus 4.1 (NEW) - ChatGPT o3 (Previous winner) - Gemini 2.5 Pro - Grok 4 - Perplexity Deep Research Full breakdown: https://newsletter.outbound.kitchen/p/i-tested-gpt-5-and-opus-41-for-account -- Chapters: (00:00) Previous results & new models (03:15) ChatGPT-5 Thinking (06:43) Claude Opus 4.1 (09:15) ChatGPT o3 (11:25) Gemini 2.5 Pro (13:48) Grok 4 (16:12) Perplexity Deep Research (19:12) Rankings & Recommendations

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) -- In this episode, we'll discuss: - The different outbound sequences Teddy uses - His cold-calling framework - How to use your analytics and reports to improve your results Teddy Frank was a top-performing SDR @ Atrium Teddy set a record for the most outbound meetings booked in a quarter (Q1 - 77 meetings). In Q1, he booked 50 meetings via cold calling, with a conversation-to-meeting booked rate of 27.7%. Connect with Teddy on LinkedIn ⁠https://www.linkedin.com/in/teddy-frank-690b501b7⁠ Here’s a bit more info about Teddy's accounts and buyer personas: - Personas -> 2nd Level+ Sales and RevOps Leaders (occasionally SalesDev) - Industries -> Software Development, IT Services / Consulting, Computer / Network Security - Org Size -> 51+ folks in sales org (ranges from 300 - 10k employees) ---- 📬 For more prospecting and sales development tips, join 3,911 SDRs getting the SDR Game newsletter here: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://sdrgame.substack.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Connect with me on LinkedIn: Elric Legloire ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/elriclegloire⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ---- Chapters (00:00) Top SDR (03:54) Defining Top Tier Accounts (07:18) Handling Objections and Referrals (10:13) Call Calling Strategies for Booking Meetings (11:10) Philosophy for Booking Meetings with Directors and VPs (12:05) Structuring the Cold Call Pitch (14:24) Using Relevant Statements and Assumptions (15:22) Pain and Solution Statements in the Pitch (18:47) Going for the Close in the Pitch (20:15) Handling Objections and Sending More Information (21:39) Asking for a Specific Follow-Up Time (22:38) Handling Objections to Booking a Meeting (25:05) Researching Prospects and Private Equity Companies (26:30) Understanding the Challenges of Rev Ops Leaders (28:59) Using Research to Improve the Pitch (30:54) Using Analytics to Improve Conversion Rates (32:50) Calling After 5 PM for Better Results (40:59) Advice for New SDRs Get full access to Outbound Kitchen at ⁠outboundkitchen.substack.com/subscribe

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- ⁠Grab the prompts we used in this episode here https://elriclegloire.gumroad.com/l/PerplexityAIprompts --- When you're ready ⁠⁠⁠📫 Subscribe to the newsletter⁠⁠⁠ ⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠ --- Connect with me ⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠ ⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠ ⁠⁠⁠🐦 Connect on X ⁠⁠ Chapters (00:00) Overwhelmed by Research? (01:04) 3 Reasons to Choose Perplexity Over GPT or Google (02:02) How NOT to Use Perplexity (02:55) Using Perplexity for Effective Account Research (03:27) Example 1: Researching a Private Company (Nooks) (10:30) Example 2: Researching a Public Company (Eventbrite) Get full access to Outbound Kitchen at ⁠outboundkitchen.substack.com/subscribe

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- 3 things you'll learn in this episode, the 3 pillars of successful sales development: - Targeting - Outreach Health - Messaging Tito Bohrt is the CEO of Altisales Tito's results: - Has built 70+ SDR teams from the ground up - Sourced over $100M in revenue for his clients. Connect with Tito: ⁠⁠https://www.linkedin.com/in/titobohrt/⁠ Looking for an SDR job? ⁠https://www.altisales.com/careers⁠ --- 📬 For more prospecting and sales development tips, join 3,301 SDRs getting the SDR Game newsletter here: ⁠⁠⁠⁠⁠⁠⁠https://sdrgame.substack.com/⁠⁠⁠⁠⁠⁠ Connect with me on LinkedIn: Elric Legloire ⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/elriclegloire/⁠⁠⁠⁠ --- Timestamps: (0:00) Meet the CEO Behind 70+ SDR Team Success Stories (0:54) Multichannel outreach: what’s working today (2:16) Boosting SDR Team Connect Rates (6:49) Crafting Precision: Account Targeting and Scoring Demystified (11:57) Navigating Buyer Personas (15:43) Unlocking Pain Points: Deciphering Prospect Challenges (18:25) Lead Distribution Pitfalls: Two Missteps Costing You Big (23:40) The Pulse of Effective Outreach (25:11) The Ideal Number of Sequences (27:55) When Should You Tweak Your Sequences (30:46) Understanding Statistical Significance in Sales (33:00) Reflection: Tito's Greatest Misstep in Messaging (36:12) 3 Sales Books Transforming Tito’s What He Learned Sales Journey (38:29) Tito's Evolution: what he learned from the Last 5 Years (40:39) Empowering SDRs: Tips from the Frontline Get full access to Outbound Kitchen at ⁠outboundkitchen.substack.com/subscribe

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- 3 things you'll learn about outbound sales in 2024: - The 10 rules of outbound - What's working for Harry - What I'm working on with outbound at a previous company --- Harry Sims is the SDR Leader at Scratchpad. Harry has been working in sales for the past 12 years and leading/building SDR teams for the past 7 years. Connect with Harry on LinkedIn ⁠https://www.linkedin.com/in/outbound-works/ Subscribe to Harry's newsletter: ⁠https://www.personal-prospecting.com/⁠ --- 📬 For more prospecting and sales development tips, join 3,712 SDRs getting the SDR Game newsletter here: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://sdrgame.substack.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Connect with me on LinkedIn: Elric Legloire ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/elriclegloire/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapter (00:00) Outbound sales expert (01:24) The Limitations of Playbooks and the Need for Autonomy (06:07) Educating Prospects and the Importance of the First Meeting (07:34) Understanding the Prospect's Awareness and Education Level (08:32) Targeting the Buyer and Business for Effective Outbound (10:30) Using Lawsuits and Technographic Data for Targeting (12:28) The Importance of Targeting in Outbound (20:06) Generating Ideas for Messaging through Customer Feedback (23:27) Gathering Insights from Customer Calls and Interviews (26:49) Using Champion Data and Referrals for Targeting (30:11) Tracking and Enriching Data for Effective Outbound (32:32) The Experimental Nature of Outbound and the Future of Personalization Get full access to Outbound Kitchen at ⁠outboundkitchen.substack.com/subscribe

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- In this episode, Matt Roberts, Head of Sales Development at Mosaic, shares his journey of building an outbound sales team from scratch. He discusses his approach to understanding the finance space, defining ICP, crafting effective messaging, and scaling to 10 BDRs. Matt reveals how he managed executive expectations, prioritized accounts, and created systems that led to impressive results. His candid insights about what worked, what didn't, and what he'd do differently provide a masterclass in building high-performing outbound teams. 3 biggest takeaways: - Define your own ICP through customer research - Prioritization of accounts drives rep performance - Phone skills remain critical for career advancement --- Who is Matt Roberts? Head of Sales Development at Mosaic (acquired by HiBob) More context about the SDR team: - ACV: $32k - Industries:  B2B SaaS - Buyer personas: finance leaders - Markets: North America - 2024: $2.6m ARR sourced from 7 fully ramped BDRs, $18.1m pipeline generated - From 0 outbound at all to 2,300 meetings booked, and 1,800 opps created 3 years later Connect with Matt: - On LinkedIn⁠⁠⁠: https://www.linkedin.com/in/matthewpaulroberts5/ --- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) Matt Roberts and Mosaic's Success (00:43) Matt's Initial Priorities at Mosaic (02:19) Understanding the Market and Customers (08:52) Defining and Refining ICP (16:49) Managing Expectations with Leadership (25:12) Unexpected Hiring Success (27:56) Onboarding and Training Strategies (31:56) Scaling the Team: Processes and Systems (40:48) Leveraging AI in Sales (45:01) Reflections and Future Improvements

⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- Discover how Jesse Leong, a classical musician turned #1 Global SDR at Twilio (Segment), skyrocketed to the top in just 6 months. Learn their killer workflow for scaling prospects, unconventional omnichannel strategies, and the secret sauce for standing out in a crowded tech sales landscape. From compelling events to AI-powered research, Jesse reveals the tools and tactics that propelled them to 164% quota attainment. This episode is a must-listen for aspiring and seasoned SDRs alike. Key Topics from the Episode: Rapid Career Progression in Tech SalesJesse's journey from classical musician to #1 Global SDR at Twilio (Segment) in just six months, including Rookie of the Quarter and 164% quota attainment. Account Selection and PrioritizationHow to identify high-value accounts using intent signals, ICP fit, compelling events, and strategic initiatives. Omnichannel Prospecting StrategiesLeveraging multiple channels like email, phone, LinkedIn, voicemails, digital gifting (e.g., Sendoso), and even unconventional approaches like Google Calendar invites to increase engagement. Scalable Workflow for Outbound OutreachJesse’s three-step process for scaling outreach without compromising personalization or quality, including compiling account data, segmenting personas, and bulk sequencing emails. Selling to Multiple Buyer PersonasTailoring messaging for different personas, marketing, engineering, data/analytics, product teams, and adapting strategies for technical vs. non-technical buyers. Finding and Using Compelling EventsResearching triggers like mergers, international expansions, product rollouts, or executive interviews to craft timely and relevant outreach. Essential Tools for SDR SuccessTools like Outreach, SalesLoft, ZoomInfo, LinkedIn Sales Navigator, Koala (for intent), and dialers to optimize prospecting efforts. Transferable Skills from Non-Traditional BackgroundsHow Jesse leveraged skills from classical music, like performing under pressure and memorization, for success in tech sales. --- Who is Jesse Leong (They/them)? #1 SDR at Twillio Segment More context about the Jesse's SDR team: - ACV: $50k - Industries:  B2B SaaS, retail, financial services, and healthcare - Buyer personas: Marketing, dev, data, and product teams - Markets: USA, and Canada Connect with Jesse: - On LinkedIn⁠⁠⁠: https://www.linkedin.com/in/jessemoyleong --- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) - Intro: Hacking the SDR Code (00:59) – Rapid Immersion: Jesse's Tech Sales Experiment (02:50) – Shadowing and Cloning: The Art of Imitation and Iteration (04:46) – Startup vs. Market Leader: Tailoring Your Outbound Strategy (05:28) – Challenge Accepted: Account Selection Mastery (08:05) – Jesse's Toolkit for Identifying the "Right" Accounts (10:03) – Data Consolidation and the "One Word Doc" Strategy (11:13) – Scaling Outbound Without Sacrificing Quality (12:25) – Compelling Events and the M&A Trigger (13:23) – Segmenting for Hyper-Personalization at Scale (15:52) – Finding the Signal in the Noise: Compiling Events, ChatGPT, and Perplexity (21:26) – POV Outbounding and Building Confidence (23:00) – Getting Insights From the Accounts (25:00) – Jesse's Non-Negotiable Prospecting Stack (27:09) – The SDR Trinity (29:59) – Prospecting Deep Dive: Jesse's Step-by-Step Process (32:57) – Non-Scalable Channels: High-Value and Scalable Channels (37:57) – Jesse's Roadmap To Success in Six Months

⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- I joined Jordan Abbott on the SDR Leaders of EMEA podcast. Key topics from this episode: - Transitioning from SDR to Leadership - Common Outbound Leadership Mistakes - Building Effective Outbound Teams - Leadership Enablement and Isolation - AI in Outbound Strategy - Encouraging Self-Awareness in Outbound Reps - Preparing for Seasonal Challenges --- Listen to the SDR Leaders of EMEA podcast on: - Spotify:https://open.spotify.com/show/10VFRu1VaTXA7PlbCqqnvj - Apple: https://podcasts.apple.com/gb/podcast/a-day-in-the-life-of-an-sdr-leader-sdr-leaders-of-emea-podcast/id1761870483 --- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) Introduction to Leadership (01:03) Guest Introduction: Elric Legloire (02:21) Transitioning to Leadership (05:02) Common Pitfalls for New Leaders (09:58) Leadership Enablement and Development (15:19) Professional Development for SDRs (23:03) Trends in the Outbound Space: AI (28:52) Q4 Strategies and Preparation

⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- Didn’t catch Part 1? Listen here: ⁠⁠https://outboundkitchen.substack.com/p/ok10-how-this-cro-brings-in-72k-arr ⁠⁠ --- Chef specials: - Internal AI use cases outperform external automation - In-office teams show 20-60% better performance metrics - Their outbound growth plans Kyle Norton, CRO at Owner.com, shares deep insights on AI implementation in sales, the shift to in-office work, and strategic annual planning. He discusses how his team leverages AI for internal processes rather than external automation, achieving remarkable results with tools like Avara for sales simulation and Momentum for CRM automation. Kyle reveals compelling data showing 20-40% faster ramp times and up to 60% higher activity rates for in-office teams, leading to Owner.com's recent office opening in Toronto. --- Who is Kyle Norton? CRO of Owner.com Host of the Revenue Leadership podcast (Pavilion Podcast) More context about the Owner's Sales team: - ACV: $5.5k - Sales Cycle Length: 4-7 days - Vertical SaaS: Restaurant industry - Buyer personas: Restaurant owners - Markets: North America Connect with Kyle: - On LinkedIn⁠⁠⁠: https://www.linkedin.com/in/kylecnorton/ - Listen to his Podcast: https://open.spotify.com/show/6y3nqT69DERySdns6Zz4WL?si=eae54b3029464a5c - Subscribe to his Newsletter: https://www.therevenueleadershippodcast.com/ --- When you're ready ⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) - Kyle Norton and AI SDRs (01:12) The Pitfalls of AI SDRs (02:30) Successful AI SDR Strategies (06:40) Internal AI Use Cases (07:22) AI-Powered CRM and Momentum (09:18) AI Simulators and Training (18:35) Annual Planning and Outbound Strategy (24:23) Solving Problems as Revenue Leaders (24:52) Improving Book to Show Rates (28:14) Building Effective Habits (28:36) Nudge Theory in Sales (31:22) Hiring and Management Strategies (34:55) Remote vs. In-Office Sales Teams (42:37) Field Reps and Efficiency (44:09) Reflections and Future Plans

⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- Chef's specials: - Preparation before day one determines month one success - Systems beat motivation in sales performance - Top performers organize differently than average reps In this episode: A masterclass in SDR excellence with Jacob McLeod, who shattered Nextiva's onboarding record by booking 37 meetings in his first month, double the previous record. We dissect his pre-day-one preparation, systematic approach to prospecting, and the mindset that separates top performers from average reps. Whether you're starting a new sales role or looking to level up your game, this episode is your blueprint for accelerated success. --- Here’s more context on Jacob’s team: They’re not doing cold outbound on customer acquisition. Their focus is outbound for customer expansion: reaching out to existing customers to drive more growth. --- Who is Jacob McLeod? BDR on the Customer Expansion team at Nextiva Connect with Jacob: On LinkedIn⁠⁠⁠ https://www.linkedin.com/in/jacob-mcleod-b80a69198/ --- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) Thoughts on the Record (00:52) Background and Transition to Sales (01:10) Discovering the Record and Setting Goals (02:54) Strategy and Preparation Before Day One (05:26) Onboarding and Early Challenges (09:24) Organizing and Managing Time Effectively (18:35) Creative Approaches to Booking Meetings (22:28) Proudest Meeting and Handling Big Accounts (29:32) Staying Motivated and Consistent

⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Ask: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Submit your questions here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (anonymous) --- In this episode, I’m sharing my top 6 lessons from 2024 about cold outreach & prospecting (outbound): personalized mini websites, account-based messaging, cold calling, branded caller IDs, targeting early adopters, and competitor-aware messaging. These strategies can help you scale outbound and turn it into your #1 growth engine. --- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ --- Chapters: (00:00) Key Learnings from 2024 (01:31) Mini Websites (05:26) Account-Based Messaging (12:51) Cold Calling: Still King in 2024 (15:01) Branded Caller ID (16:58) Targeting Early Adopters (22:03) Competitor-Aware Messaging