Outbound Kitchen - B2B Sales Podcast

OK32: How to Rebuild an SDR Team: From $200K to $600K in pipeline a Week With the Same Four Reps with Will Rohleder, SDR Director at TeachTown

49 min · Gestern
Episode OK32: How to Rebuild an SDR Team: From $200K to $600K in pipeline a Week With the Same Four Reps with Will Rohleder, SDR Director at TeachTown Cover

Beschreibung

Subscribe to the Outbound Kitchen newsletter -> https://newsletter.outbound.kitchen/ [https://newsletter.outbound.kitchen/] -- Will Rohleder is the SDR director at TeachTown, special education software for school districts, where he took over a 4-person SDR team with $200K in pipeline and, within about a month, had the same four reps building roughly $600K a week. Today he leads 14 SDRs at a 92% show rate and 88% conversion to opportunity. He previously built and led SDR teams across fintech and HR software. He hires almost only former teachers and pays his SDRs to move deals forward, not just book the meeting. We discuss: * How he rebuilt a four-person SDR team and 10x'd weekly pipeline in about a month * The territory design and SDR-to-AE alignment behind the numbers * His show-rate playbook: the blank-calendar-invite accept trick, layered reminders, and letting the prospect talk 70% of the time * Why half of SDR comp is tied to the opportunity reaching stage 3, not just booking the meeting * Who owns moving a deal forward, and the six-point qualification gate * Why he almost only hires former teachers, and the one interview question he swears by * Where he uses AI, and the inbound AI SDR that emailed a lawyer Referenced: * Will Rohleder on LinkedIn: linkedin.com/in/william-rohleder-2aa7a9143/ [linkedin.com/in/william-rohleder-2aa7a9143/] * TeachTown: teachtown.com * SDR Leaders of USA community When you're ready [Want to work with me? Send me a DM] -> https://www.linkedin.com/in/elriclegloire/ [https://www.linkedin.com/in/elriclegloire/] Connect with me [Connect on LinkedIn] -> https://www.linkedin.com/in/elriclegloire/ [https://www.linkedin.com/in/elriclegloire/] [Subscribe on YouTube] -> https://www.youtube.com/@ElricLegloireOutbound [https://www.youtube.com/@ElricLegloireOutbound] [Connect on X] -> https://x.com/elriclegloire [https://x.com/elriclegloire] - Chapters:(00:00) Smile and Dial Fails(01:04) Meet Will Rohleder(02:35) Career Lessons SDR(04:42) Teachtown Turnaround(06:27) Territory Strategy(07:35) SDR AE Pairing(08:41) Show Rate Playbook(13:04) Handoff and Discovery(15:46) Research Led Outreach(18:02) BANT and Conversion(19:24) Comp Plan Incentives(23:33) Quota Quality Focus(24:55) Quota and Payout Tweaks(25:32) SDR AE Collaboration Systems(28:13) Multi Threading District Deals(29:04) Hiring Former Teachers(30:46) Interview for Curiosity(33:30) First 30 Days Ramp Plan(38:56) AI for Research Only(44:44) Cold Call Openers That Work(46:52) Research Driven Outreach Mindset

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Episode OK32: How to Rebuild an SDR Team: From $200K to $600K in pipeline a Week With the Same Four Reps with Will Rohleder, SDR Director at TeachTown Cover

OK32: How to Rebuild an SDR Team: From $200K to $600K in pipeline a Week With the Same Four Reps with Will Rohleder, SDR Director at TeachTown

Subscribe to the Outbound Kitchen newsletter -> https://newsletter.outbound.kitchen/ [https://newsletter.outbound.kitchen/] -- Will Rohleder is the SDR director at TeachTown, special education software for school districts, where he took over a 4-person SDR team with $200K in pipeline and, within about a month, had the same four reps building roughly $600K a week. Today he leads 14 SDRs at a 92% show rate and 88% conversion to opportunity. He previously built and led SDR teams across fintech and HR software. He hires almost only former teachers and pays his SDRs to move deals forward, not just book the meeting. We discuss: * How he rebuilt a four-person SDR team and 10x'd weekly pipeline in about a month * The territory design and SDR-to-AE alignment behind the numbers * His show-rate playbook: the blank-calendar-invite accept trick, layered reminders, and letting the prospect talk 70% of the time * Why half of SDR comp is tied to the opportunity reaching stage 3, not just booking the meeting * Who owns moving a deal forward, and the six-point qualification gate * Why he almost only hires former teachers, and the one interview question he swears by * Where he uses AI, and the inbound AI SDR that emailed a lawyer Referenced: * Will Rohleder on LinkedIn: linkedin.com/in/william-rohleder-2aa7a9143/ [linkedin.com/in/william-rohleder-2aa7a9143/] * TeachTown: teachtown.com * SDR Leaders of USA community When you're ready [Want to work with me? Send me a DM] -> https://www.linkedin.com/in/elriclegloire/ [https://www.linkedin.com/in/elriclegloire/] Connect with me [Connect on LinkedIn] -> https://www.linkedin.com/in/elriclegloire/ [https://www.linkedin.com/in/elriclegloire/] [Subscribe on YouTube] -> https://www.youtube.com/@ElricLegloireOutbound [https://www.youtube.com/@ElricLegloireOutbound] [Connect on X] -> https://x.com/elriclegloire [https://x.com/elriclegloire] - Chapters:(00:00) Smile and Dial Fails(01:04) Meet Will Rohleder(02:35) Career Lessons SDR(04:42) Teachtown Turnaround(06:27) Territory Strategy(07:35) SDR AE Pairing(08:41) Show Rate Playbook(13:04) Handoff and Discovery(15:46) Research Led Outreach(18:02) BANT and Conversion(19:24) Comp Plan Incentives(23:33) Quota Quality Focus(24:55) Quota and Payout Tweaks(25:32) SDR AE Collaboration Systems(28:13) Multi Threading District Deals(29:04) Hiring Former Teachers(30:46) Interview for Curiosity(33:30) First 30 Days Ramp Plan(38:56) AI for Research Only(44:44) Cold Call Openers That Work(46:52) Research Driven Outreach Mindset

Gestern49 min
Episode OK31: Corporate Gifting: A 2-Step ABM System for Tier-1 Accounts & Prospects Cover

OK31: Corporate Gifting: A 2-Step ABM System for Tier-1 Accounts & Prospects

Get the 3 prompts (research + classify, gift ideas, note writer) in my paid newsletter here. [https://newsletter.outbound.kitchen/p/abm-how-to-gift-your-top-200-accounts] -- -In this episode, I break down the 2-step ABM gifting system you can run on your top 200 accounts. How to find the clue. How to classify the prospect into one of four buckets (Identity, Passion, Milestone, or No Gift). How to pick a gift that maps to the specific niche. And how to write the note that proves the research wasn't AI-generated. -- If you're new here, I'm Elric Legloire, founder of Outbound Kitchen. I help B2B SaaS companies between $2M and $50M ARR fix and scale their outbound system. My view: in 2026, productivity is the multiplier to scale outbound teams. Menu: - Why a $300 researched gift is cheaper than the cold email sequence you'd run into a $200K to $1M ARR account - The 4-bucket prospect classification: Identity, Passion, Milestone, No Gift (and why ~70% land in No Gift) - The specificity ladder: vague vs. niche vs. Passion vs. Signature clues, and which two qualify for a gift - Where to find Signature clues: LinkedIn About sections, podcast appearances, keynotes, blogs, book forewords - A worked example on Kyle Norton (CRO at Owner.com). From clue ("former MMA gym co-owner, black belt") to gift (personalized oak belt display from Etsy with his "Slow is smooth. Smooth is fast." quote) - The 5-part note template: research proof, rabbit hole, gift bridge, pitch + proof, soft ask - Why Perplexity beat ChatGPT for clue research this round, and why you should keep benchmarking AI models Referenced: - Stevie Case (CRO, Vanta), Quake rocket launcher gift, sent by Brennan - Tom (CMO, Incident.io), signed vinyl gift - Newsletter with the 3 prompts (research + classify, gift ideas, note writer): https://newsletter.outbound.kitchen/p/abm-how-to-gift-your-top-200-accounts [https://newsletter.outbound.kitchen/p/abm-how-to-gift-your-top-200-accounts] Chapters (00:00) Why Gifting Works (01:37) ABM Outbound Fit (02:41) Step One Find Clues (03:29) Clue Buckets Framework (04:41) Avoid Creepy Research (05:38) Make Clues Specific (06:55) Where To Research (07:17) Kyle Norton Example (09:51) Decision Tree Choices (10:40) Step Two Gift Ideas (11:56) Personalized Gift Build (13:24) Write The Note (14:58) Note Template -- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/@ElricLegloireOutbound] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://x.com/elriclegloire]

15. Mai 202616 min
Episode OK30: How to Build a High-Performing Outbound Team in 2026 (Elric Legloire on Cognism's Prospect Podcast) Cover

OK30: How to Build a High-Performing Outbound Team in 2026 (Elric Legloire on Cognism's Prospect Podcast)

⁠⁠⁠⁠Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://outboundkitchen.substack.com/p/cold-email-deconstruction-craft-messages] --- This episode was originally recorded in French for Cognism's Prospect podcast with Laetitia Fall. The English audio you're hearing is an AI-translated dub generated with ElevenLabs. Original French version: https://youtu.be/DMRO_GGp-1A [https://youtu.be/DMRO_GGp-1A] -- If you're new here, I'm Elric Legloire, founder of Outbound Kitchen. I help B2B SaaS companies between $2M and $50M ARR boost their outbound results. My view: in 2026, productivity is the multiplier, not headcount. -- We discuss: - Why outbound isn't dead, but pipeline got roughly 10x more expensive (1% conversion in 2015 to needing 1,000 emails per opportunity in 2023, source: Winning By Design) - Why global SDR headcount grew over 20% in a year while public layoffs dominated the LinkedIn feed - The Owner.com benchmark: 40 appointments per BDR per month, 25% close rate, $70-80K sourced revenue per BDR per month - When to hire experienced SDRs vs juniors, and the 12-meetings-per-month threshold that signals your playbook is ready - Why ICP work beats tool selection (Tier 1 closes at 25%, Tier 2 at 5%, you need 5x the volume to compensate) - Snowflake's 140 ICP data points and why 10-15 is the realistic target for most teams - Multichannel orchestration when only 30% of your prospects are reachable on LinkedIn - The data-quality test most teams skip: coverage rate per persona, per market - AI in outbound (January 2026): what actually works, why most LinkedIn AI messages fail, and the foundation AI needs (market, CRM, message principles, signals) Referenced: * Outbound Kitchen newsletter: https://newsletter.outbound.kitchen [https://newsletter.outbound.kitchen] * Elric Legloire on LinkedIn: https://www.linkedin.com/in/elriclegloire/ [https://www.linkedin.com/in/elriclegloire/] * Cognism's original French episode: https://youtu.be/DMRO_GGp-1A [https://youtu.be/DMRO_GGp-1A] * Host: Laetitia Fall * Sources cited in episode: Winning By Design, Insight Partners (Jeremy Donovan's portfolio data), Owner.com BDR benchmarks, Snowflake ICP methodology ---- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/@ElricLegloireOutbound] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://x.com/elriclegloire] ---- Chapters: (00:00) Outbound Crisis 2026 (00:11) Podcast Setup and Dub (02:39) Is Outbound Dead (05:46) Why Conversion Fell (09:43) Stop Hiring Juniors First (12:49) SDR Growth vs Layoffs (18:13) When to Hire and Scale (25:02) Who Should Manage SDRs (27:17) Start With ICP First (29:50) How to Define ICP (34:34) Intent Signals vs ICP (35:28) Managing Account Batches (36:43) ICP Evolves With Product (39:14) Who Owns the ICP (41:45) Experimenting New Markets (42:50) Defining ICP Subsegments (44:48) Real Multichannel Outreach (47:18) Orchestrating Channels (49:20) Writing Better Messages (53:02) Data Quality Over Tools (55:55) Testing AI Market Research (59:31) When to Hire RevOps (01:01:40) AI Outbound Workflows

26. Apr. 20261 h 6 min
Episode OK29: 13 episodes + newsletters I shipped in Q1 (+ what's coming) Cover

OK29: 13 episodes + newsletters I shipped in Q1 (+ what's coming)

You can read the written version of this episode here: https://newsletter.outbound.kitchen/ [https://newsletter.outbound.kitchen/] --- Q1 recap, Q2 roadmap, and the three systems I'm building for outbound teams right now. Everything I shipped in Q1: March 2026 - OK28: How ElevenLabs is Scaling Outbound From 5% to 46% With Human SDRs: https://newsletter.outbound.kitchen/p/how-to-scale-outbound-from-5-to-46 [https://newsletter.outbound.kitchen/p/how-to-scale-outbound-from-5-to-46] - Best AI for Account Research? I Tested 7 AI Models: https://newsletter.outbound.kitchen/p/best-ai-for-account-research-i-tested [https://newsletter.outbound.kitchen/p/best-ai-for-account-research-i-tested] February 2026 - I tracked 232 outbound teams. Here's what I found: https://newsletter.outbound.kitchen/p/the-outbound-paradox-reality-vs-linkedin [https://newsletter.outbound.kitchen/p/the-outbound-paradox-reality-vs-linkedin] - OK26: 5 AI Cold Call Training Scenarios Every Outbound SDR Team Should Run: https://newsletter.outbound.kitchen/p/how-to-train-cold-callers-with-ai [https://newsletter.outbound.kitchen/p/how-to-train-cold-callers-with-ai] - ClickUp built THIS before scaling dials: https://newsletter.outbound.kitchen/p/clickup-built-this-before-scaling [https://newsletter.outbound.kitchen/p/clickup-built-this-before-scaling] - 9 ways I use Claude Code for outbound: https://newsletter.outbound.kitchen/p/ive-been-using-claude-code-since [https://newsletter.outbound.kitchen/p/ive-been-using-claude-code-since] January 2026 - OK25: How to Build a Profitable Outbound SDR Team: https://newsletter.outbound.kitchen/p/how-to-build-a-profitable-outbound [https://newsletter.outbound.kitchen/p/how-to-build-a-profitable-outbound] - How to prove outbound is working (to your CEO): https://newsletter.outbound.kitchen/p/how-to-prove-outbound-is-working [https://newsletter.outbound.kitchen/p/how-to-prove-outbound-is-working] - OK24: How DoorDash Scaled Outbound from $291M to $8.6B: https://newsletter.outbound.kitchen/p/how-doordash-scaled-outbound-from [https://newsletter.outbound.kitchen/p/how-doordash-scaled-outbound-from] - How to Divide Your Outbound Market Into Territories (7-Step Guide): https://newsletter.outbound.kitchen/p/how-to-divide-your-outbound-market [https://newsletter.outbound.kitchen/p/how-to-divide-your-outbound-market] - OK23: How to Build SDR Enablement from Scratch: https://newsletter.outbound.kitchen/p/how-to-build-sdr-enablement-from [https://newsletter.outbound.kitchen/p/how-to-build-sdr-enablement-from] - 100 emails → 1 meeting (2015). Now it's 1,000+: https://newsletter.outbound.kitchen/p/100-emails-1-meeting-2015-now-its [https://newsletter.outbound.kitchen/p/100-emails-1-meeting-2015-now-its] - OK22: How to Cold Call for Higher Connect Rates: https://newsletter.outbound.kitchen/p/how-to-cold-call-for-higher-connect [https://newsletter.outbound.kitchen/p/how-to-cold-call-for-higher-connect] -- - Who I am? Elric Legloire, founder of Outbound Kitchen. When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠👨‍🍳 Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/@ElricLegloireOutbound] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://x.com/elriclegloire] --- Chapters (00:00) Q1 Recap Setup (00:21) March Highlights (01:13) February Highlights (02:36) January Highlights (04:04) Q2 The Pantry Launch (04:57) New Systems and Automations (06:27) Pricing and Subscriber Notes (07:03) Podcast Guest Lineup (07:41) Q2 Newsletter Topics (08:41) Data Benchmark Help

19. Apr. 20269 min
Episode OK28: How to Scale Outbound From 5% to 46% With Human SDRs, No Standups, and an AI-Native Operating System - Jonathan Chemouny, GTM at ElevenLabs Cover

OK28: How to Scale Outbound From 5% to 46% With Human SDRs, No Standups, and an AI-Native Operating System - Jonathan Chemouny, GTM at ElevenLabs

⁠⁠⁠⁠📫 Subscribe to the Outbound Kitchen newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://outboundkitchen.substack.com/p/cold-email-deconstruction-craft-messages] --- Jonathan Chemouny is GTM at ElevenLabs, where he scaled outbound from 5% to 46% of pipeline in one year with a small distributed SDR team. He previously built and led SDR teams at Intercom and Lattice. His team operates with no job titles, no standups, and no activity metrics , running on async Slack communication and trust-based autonomy. We discuss: - Why an AI-native company at 95% inbound decided to build a human SDR team instead of automating everything - How ElevenLabs defines outbound (pure cold + PLG-assisted) and why the distinction matters for pipeline math - Why candidates from finance and VC outperform career SDRs -- and the hiring process that screens for it - The operating system: no standups, no pipeline reviews, no job titles, async Slack ("Slack militaire") - How SDRs run demos, travel to meet prospects in person, and attend events solo -- one rep skipped President's Club for CCW Berlin and came back with 60+ SQOs - The AI SDR handling inbound qualification in multiple languages with 78% decisions requiring no human intervention - WhatsApp as a prospecting channel in Europe and why LinkedIn outperforms email Referenced: - Carles Reina on 20VC (20x Base-to-quota model) - Jonathan Chemouny on LinkedIn: linkedin.com/in/chemouny/ - ElevenLabs: elevenlabs.io ---- When you're ready ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Want to work with me? Send me a DM⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] --- Connect with me ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📌 Connect on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.linkedin.com/in/elriclegloire/] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠📹 Subscribe on YouTube ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.youtube.com/@ElricLegloireOutbound] ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠🐦 Connect on X ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://x.com/elriclegloire] ---- Chapters: (00:00) Welcome and Setup(00:25) Why Hire SDRs in AI(01:45) Inbound to Outbound Shift(02:33) Defining Outbound and Pipeline(04:02) Talent Profile and Culture(06:21) No Titles and Global Hiring(07:42) Fast Interview Process(11:32) Testing AI Fluency(13:43) Roleplay and Sequence Review(15:19) Career Paths and SDR Role(18:52) Enabling Non Sales Hires(19:47) Productivity and Outbound Mix(24:42) Full Cycle AE Debate(26:05) Culture Intensity and Remote(28:05) Cutting Meetings with Slack(28:57) Slack Notes Automation(29:27) Coaching On The Road(30:47) Incentives And Outbound Shift(31:42) Modern Qualification And Handoffs(33:50) Pipeline Metrics Dashboard(34:40) SDRs In The Field(38:03) SDRs Running Demos(41:02) AI Outreach Demos(41:22) AI Tools And Inbound Agent(44:44) Iteration And Focus Lessons(46:24) Cold Calling And WhatsApp(49:49) KPIs And Agent SDR Debate

17. März 202652 min