SellMeThisPen

SellMeThisPen podcast

At SellMeThisPen, we help sales leaders transform team performance without adding headcount or management overhead ✨Our AI roleplay and coaching platform enables your reps to practice with realistic scenarios tailored to your use case, then receive personalized feedback after every interaction - real client calls or AI simulations. In this podcast, SMTP's CEO and founder Michael Ocean is having conversations with top sales leaders and enablement experts to explore what it really takes to drive performance across go-to-market teams.

Author

SellMeThisPen

Category

Education

Podcast website

www.sellmethispen.ai

Latest episode

Dec 30, 2025

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Episodes

#25 Building Champion Sales Teams with High-Touch Onboarding | Neman Syed on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Neman dive into the essentials of high-touch onboarding programs in enterprise sales, breaking down why personalization and structured learning are crucial for new hire success. They explore how treating enablement as a competitive edge through detailed onboarding plans and role-specific training can transform new hires into trusted advisors, even in...

#24 Transform Your Sales Training: The Everboarding Revolution | Brooke Bachesta on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Brooke dive into the concept of Everboarding and why traditional onboarding isn't cutting it anymore. They explore how continuous learning programs can transform sales enablement, break down common misalignments between enablement teams and sales leaders, and discuss practical ways to create engaging training that actually sticks with sales teams...

#23 Building High-Impact Enablement Teams | Adriana Romero on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Adriana dive into the unique challenges of leading engineering enablement after transitioning from sales teams. They explore how measuring impact differs between technical and revenue teams, the importance of letting people fail safely, and why enablement leaders should encourage their teams to be proactively curious about the functions they support....

#22 The Strategic Way to Roll Out Sales Methodologies | Michelle Curtis on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Michelle dive into the realities of rolling out sales methodologies in enterprise organizations. They discuss why getting stakeholder buy-in is crucial before implementation, how to blend new methodologies with existing processes, and why keeping customer experience at the center of methodology choices leads to better outcomes. About the guest: Miche...

#21 Why Enablement Alignment is crucial for GTM Business | Nicole Ward on SellMeThisPen Podcast 30.07.2025

About the episode: In this episode, Michael and Nicole dive into the realities of go-to-market team alignment and the crucial role of enablement in driving organizational success. They discuss why enablement should be the central force behind cross-functional initiatives, from SKO planning to CRM optimization, and share practical insights on building effective partnerships across marketing, RevOps...

#20 How To Drive Alignment and Innovation in Revenue Teams | Jon Fraser on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Jon dive into the challenges of building alignment between sales, marketing, and CS teams. They explore why unified metrics and data hygiene matter, how to effectively manage tool adoption, and why both leadership involvement and cross-team compensation plans are crucial for breaking down organizational silos. About the guest: Jon Fraser is a senior...

#19 Sales Coaching: Why Your Team Isn't Improving | Gordon Crane on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Gordon dive into the realities of effective sales coaching and personal resilience. They explore why truly understanding each rep's unique motivations matters more than one-size-fits-all approaches, how small wins compound into bigger success, and share raw insights about bouncing back after setbacks in today's challenging tech landscape. Abo...

#18 How Competitive Enablement Saves You From Losing Deals | Hermann Handa on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Hermann dive into the realities of competitive enablement in sales. They explore why focusing on key competitors is crucial for win rates, how to build effective sales messaging without bashing competition, and which coaching steps are essential for getting reps battle-ready in competitive markets. About the guest: Hermann Handa is a seasoned sales e...

#17 Building SDR Resilience: Learn More From Losses Than Wins | Andy Gillies on SellMeThisPen Podcast 30.07.2025

About the episode: In this episode, Michael and Andy dive into building resilience through coaching, drawing from Andy's unique journey from acting to sales leadership. They explore why emotional intelligence and consistency are crucial for sales success, and how managers can create psychological safety while helping teams develop the right mindset to thrive. About the guest: Andy Gillies brin...

#16 Mental Health in Sales: From Burnout to Peak Performance | Gayle Charach on SellMeThisPen Podcast 30.07.2025

About the episode: In this episode, Michael and Gayle dive into the critical role of mental fitness in sales performance and leadership. They explore how building resilience through daily mental practices can transform productivity, discussing practical exercises to manage overwhelm and unlock creativity beyond just data-driven approaches. About the guest: Gayle is a veteran sales enablement profe...

#15 Blueprint to Run High-Impact Sales 1-on-1 Coaching Sessions | Nikki Schanzer on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Nikki dive into transforming 1-on-1 coaching through the power of choice-driven conversations and effective frameworks. They explore common coaching pitfalls, ways to build genuine curiosity, measuring coaching effectiveness, and how to create safe spaces for team role-plays using the Two By Two framework. About the guest: Nikki Schanzer is a seasone...

#14 Building Resilience in Sales to Turn Failures Into Biggest Wins | Mike D'Angelo on SellMeThisPen Pod 30.07.2025

About the episode: In this episode, Michael and Mike D'Angelo dive into building resilience in sales through effective coaching. They explore why survival mode often works against us, how to turn setbacks into opportunities, and Mike shares his practical frameworks for helping teams bounce forward instead of just bouncing back. About the guest: Mike D'Angelo is a seasoned sales leader and...

#13 From Auth0 to Okta: How Roleplays Got 90% of Reps to Hit Quota | Taylor Jurgens on SellMethisPen Pod 30.07.2025

About the episode: In this episode, Michael and Taylor dive into the world of sales role-plays and scaling enablement programs. They explore why role-plays are crucial for sales success and share impressive results from Auth0: 90%+ reps hitting quota, 4% turnover rate, 60-day full ramp time, 90-day average sales cycle, and reps closing their first deals within 6 weeks. They discuss scaling challen...

#12 The AI Revolution in GTM Teams: You Need to Catch Up NOW | Coach K on SellMeThisPen Podcast 30.07.2025

About the episode: In this episode, Michael and Coach K (Jonathan Kvarfordt) dive into the practical realities of AI in sales teams. They break down the most valuable AI use cases for revenue teams - from automated data entry to sales simulations - and explore how finding the right balance between AI capabilities and human connection will shape the future of buyer-seller relationships. About the g...

#11 The Everboarding Blueprint to Transform SDR/BDR Teams | Jake Hollis on SellMeThisPen Podcast 30.07.2025

About the episode: In this episode, Michael and Jake dive into the reality of building high-performing BDR teams through everboarding. They discuss why continuous learning beats one-off training, how to adapt to new tools without burning out your team, and Jake's approach to transforming cold calls by selling conversations instead of products. About the guest: Jake Hollis has been in the trenc...

#10 How to Get Enablement Buy-In from Sales Teams | Jared Balzer on SellMeThisPen Podcast 30.07.2025

About the episode: In this episode, Michael and Jared discuss building effective partnerships between enablement and frontline managers. They explore why early collaboration is crucial for success, how to get buy-in from high-performing teams, and why enablement needs to be more than just a checkbox exercise. About the guest: Jared Balzer has a wealth of experience in sales, leadership, and enable...

#9 AI Productivity and Enablement: The Future of Work | Alexander Matyushenko on SellMeThisPen Podcast 25.07.2025

About the episode: In this episode, Michael and Alex dive into how AI is transforming the workplace and why it's similar to past industrial revolutions. They explore why investing in employee upskilling beats replacement, how to measure AI implementation success, and share practical frameworks for leaders to drive technological adoption while maintaining human value. About the guest: Alexander...

#8 The Truth About Toxic Sales Leadership And How It Kills ARR | Darren Hall on SellMeThisPen Podcast 25.07.2025

About the episode: In this episode, Michael and Darren dive into the real talk about toxic leadership in sales and why 'no a-hole policies' are often the biggest lie in SaaS. They explore how toxic environments crush team performance, why fear-based management fails, and what it really takes to create psychological safety for reps to thrive through vulnerability and authentic leadership. A...

#7 AI in Sales Enablement: From Resistance to Results | Roderick Jefferson on SellMeThisPen Podcast 25.07.2025

About the episode: In this episode, Michael and Roderick dive into the real talk about AI in sales enablement. They explore why embracing AI is crucial for modern sales teams, how to smartly leverage it across your go-to-market teams, and why AI should be treated just like a productivity tool to work smarter, not harder. About the guest: Roderick Jefferson is a globally recognized expert in sales...

#6 How to Align Sales Reps, Frontline Managers & Enablement | Nicole Plant on SellMeTHisPen Podcast 25.07.2025

About the episode: In this episode, Michael and Nicole dive into the realities of sales enablement and management alignment. They discuss reasons why misalignment happens, practical ways to build rep buy-in, get manager alignment, and measure enablement ROI beyond just training numbers. About the guest: Nicole Plant has been on both sides: BDR leadership and Enablement. She has helped some amazing...

#5 How to Implement AI for 15,000 Sales Reps | Ivan Pozgaj on SellMeThisPen Podcast 25.07.2025

About the episode: In this episode, Michael and Ivan dive into the realities of implementing AI for large enterprise orgs. They discuss why consulting sellers before buying AI tools is crucial, how to avoid costly implementation mistakes, and why a data-driven approach beats gut feelings. About the guest: Ivan Pozgaj is a former elite hockey player with over 15 years of sales experience, primarily...

#4 Secrets to Nailing Your Sales Methodology Rollout | Stephanie White on SellMeThisPen Podcast 27.06.2025

About the episode: In this episode, Michael and Stephanie discuss the evolution of sales methodologies, the importance of aligning them with company culture, and why successful implementation requires a partnership approach across teams. About the guest: Stephanie White is a Senior Director of Sales Enablement in tech and the founder of Enablement Reimagine. She's been recognized as a two-time one...

#3 When HOW you sell is your only advantage | Graeme Pitches on SellMeThisPen Podcast 27.06.2025

About the episode: In this episode, Michael and Graeme chat about how to sell when you don’t have flashy features to fall back on. They break down why how you sell is often more important than what you’re selling, especially in competitive markets. Graeme shares some cool stories from his time as a fuel trader and how those lessons shaped his approach to tech sales and enablement. About the guest:...

#2 Sales Methodologies Overhyped? | Ben Stokes on SellMeThisPen Podcast 27.06.2025

About the episode: In this episode, Michael and Ben chat about upskilling sales teams, how sales methodologies are often overhyped, and why focusing on the basics might be the real key. They also talk about finding those ‘wow moments’ with buyers and making the whole process way simpler and more effective. About the guest: Ben Stokes is a seasoned VP of Sales. He's been building high performing te...

#1 Sales Onboarding Gone Wrong: Common Mistakes | Andy Korenak on SellMeThisPen Podcast 26.06.2025

About the episode: In this episode, Michael and Andy talk about the common mistakes companies make during the sales onboarding process, the pressure it puts on new hires, and how to create a more effective and supportive environment for sales teams. About the guest: Andy has over 20 years of experience leading enablement for notable companies like Oracle, Impact, and 8x8. Now, he's the founder of...

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