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enterprise-sales

32 episodes

Episodes

Blue Ocean Positioning Strategy for SaaS: How to Stop Fighting and Start Winning

Sarai Schubert at Hanzo · September 2026

Sarai Schubert reveals how blue ocean positioning strategy helped scale SaaS revenue 3X. Learn frameworks for market selection, trust-based pipelines, and ROI content.

SaaS positioninggo-to-market

Fix Broken Sales Messaging SaaS: Stop Scaling a Bad Pitch

Chuck Moxley · Fractional CMO at Independent Fractional CMO Practice · July 2026

Fractional CMO Chuck Moxley reveals why SaaS founders burn cash hiring sellers with broken messaging—and how to build $5M pipeline in 12 months. Fix it now.

Consulting go-to-marketpipeline

Keep Deals Warm in Long Sales Cycles: Griff's Proven Playbook

Griff Bohm at Juniper Ventures · July 2026

How to maintain prospect momentum across 6-12 month B2B sales cycles using weekly Loom cadences, language market fit, and scannable email structure.

Accelerator enterprise-salesoutbound

Prevent AI Content Brand Damage Before It Goes Public

Jason Veen · Founder at LuxeDetect · July 2026

AI is destroying brand equity at scale. Jason Veen of LuxeDetect reveals a deterministic framework to prevent AI content brand damage and protect your reputation.

SaaS ai-content-governancebrand-protection

Shorten Enterprise SaaS Sales Cycle: 5 Proven Tactics

John Mizzi at Vero Technologies · July 2026

How Vero Technologies compressed 2-4 year enterprise sales cycles using internal validation, modular pricing, and relationship compounding. Tactical breakdown inside.

SaaS enterprise-salesgo-to-market

Shorten Enterprise B2B Sales Cycles Without Discounting or Pressure

Christian Colalongo at Pangea · June 2026

Learn how Pangia's 25-year veteran Christian uses co-created ROI and empathetic persistence to shorten enterprise B2B sales cycles. Tactical frameworks inside.

SaaS enterprise-salespipeline

Keep Deals Warm in Long Sales Cycles: Griff Bohm's Playbook

Griff Bohm · Co-founder at Juniper Ventures · May 2026

Learn how Griff Bohm kept deals alive through 6-12 month procurement cycles using weekly Loom videos, language-market fit, and cold outbound at scale.

Accelerator outboundpipeline

Target Underserved Mid-Market SaaS Segments to Win Regulated Markets

Nadeem Farah · Product Management Leader at Mitratech · May 2026

How to target underserved mid-market SaaS segments in regulated industries, avoid the AI build trap, and align product management with GTM for faster ARR growth.

SaaS go-to-marketsaas-pricing

Proof of Concept B2B SaaS Sales: How Verdantis Closes Enterprise Deals

Kumar Gaurav Gupta at Verdantis · May 2026

Learn how Verdantis uses diagnostic POCs to close risk-averse manufacturing buyers—30% less downtime, 45-day implementation, $100M problem solved.

SaaS enterprise-salesai-sales

Get Executives to Act on Data: The Real-Time Decision Framework

Randy Dewoolfson · Co-founder at InQuisient · April 2026

Learn how to get executives to act on data instantly—not in 3 weeks. Randy Dewoolfson shares the meta-layer architecture approach that transforms static diagrams into live dashboards.

SaaS enterprise-salesbootstrapping

GTM Strategy for Multiple Buyer Personas: How CIS Security Runs 5 Business Units With One Team

Stephen Thomas · SVP of Sales and Business Services at CIS Security · March 2026

How CIS Security's SVP aligns GTM strategy across 5 business units and 18,000+ buyer personas—frameworks, metrics, and tactics for resource-constrained teams.

Nonprofit go-to-marketenterprise-sales

Unblock Product Velocity in B2B SaaS: The Founder's Scaling Playbook

Jonathan Berg · Advisor / Fractional Operator at Herrmann · March 2026

Jonathan Berg reveals how B2B SaaS founders hitting a velocity wall at $1-10M ARR can remove internal blockers, increase deployment frequency, and segment enterprise vs. mid-market to accelerate growth.

Consulting product-led-growthenterprise-sales

AI Sales Tools B2B: Cut Ramp Time from Weeks to Days

Varun Puri · Founder & CEO at Yoodli · February 2026

How Yoodli uses AI roleplay to get 95% of reps certified in days, not weeks. Learn the 3-stage framework enterprise sales teams at Google use.

SaaS ai-salessales-enablement

How to Reduce B2B Sales Pipeline Chaos Before It Costs You 40%

Rick McPartlin · CEO at The Revenue Game · January 2026

Rick Partlin reveals how cross-silo conflicts and undefined selling processes silently drain 20-40% of B2B revenue—and the frameworks to stop it. Fix your pipeline now.

Consulting pipelineenterprise-sales

Enterprise AI Implementation ROI Requirements: Why Business Cases Must Win on Day One

Jordan Katz · Partner at Manifold · November 2025

Jordan Katz of Manifold breaks down why enterprise AI now requires ROI proof before funding—and the change management frameworks that determine adoption success.

Consulting enterprise-salesai-sales

How to Sell HR Software to Enterprises: The Playbook That Closes

Juan Betancourt · Founder at Human Intelligence · October 2025

Learn how to sell HR software to enterprises with proven GTM tactics, stakeholder mapping, and deal-closing frameworks for B2B SaaS founders and sales leaders.

SaaS enterprise-salesgo-to-market

How to Close Enterprise Deals Faster: 9-Month Healthcare Sales Cycles Decoded

Izzy Goodwin · Director of Sales & Fundraising at Tidepool · October 2025

Learn how to close enterprise deals faster in healthcare SaaS — HIPAA hurdles, IT security timelines, and permission-based follow-up that reopens stalled deals.

Nonprofit enterprise-salespipeline

B2B SaaS Demo Call Best Practices: Why This CRO Killed Discovery

Anthony Palladino · Chief Revenue Officer (CRO) at Mabl · September 2025

A 20-year CRO explains why discovery calls kill B2B SaaS deals and shares the exact framework that closes more enterprise sales in compressed buying cycles.

SaaS enterprise-salespipeline

Enterprise File Sharing Deployment Options: On-Prem, Private Cloud & Hybrid Explained

Jason Dover · CPO/CTO at File Cloud · July 2025

Learn how CIOs evaluate on-premises, private cloud, and hybrid file sharing deployment options for regulated industries. Insights from File Cloud's CPO/CTO Jason Dover.

SaaS enterprise-salesgo-to-market

How to Reduce CAC for Enterprise SaaS: Lessons From Bloomfire's CMO

Daniel Stradtman · CMO at Bloomfire · July 2025

Bloomfire's CMO reveals how to cut enterprise SaaS CAC with long-tail SEO, partnership messaging, and AI search strategies. Tactical playbook inside.

SaaS enterprise-salespositioning

Enterprise Software Sales Cycle: Cut 211 Days in Half

Matt · Founder/Leader at Belmar · July 2025

The average enterprise software sales cycle is 211 days. Learn the frameworks top Salesforce leaders use to cut timelines and close faster. Read now.

Services enterprise-salesb2b-sales

Cold Email B2B 2025: What a $200M MSP Still Does to Win Deals

Justin · Leader, AMS Innovative Solutions at AMSYS · June 2025

A $200M MSP leader reveals why cold calls still close deals, how perception gaps kill pipelines, and what B2B outbound strategy actually works in 2025.

Services outboundpipeline

B2B Lead Generation Strategies: How a 50-Person Firm Built 12-Year Pipeline

Justin Handler · SVP of Growth and Development at 03 · June 2025

A 20-year consulting firm shares B2B lead generation strategies that built 12-year client relationships—no outbound blasts, no discounts, no growth hacks required.

Consulting pipelineenterprise-sales

How to Build a Sales Team from Scratch in SaaS the Right Way

Zander Deitz · VP of Sales at Productive · June 2025

A VP of Sales at Productive shares how to build a SaaS sales team that scales without sacrificing strategy, culture, or long-term revenue quality.

SaaS enterprise-salessales-enablement

How to Scale B2B SaaS Past the Founder-Led Phase: Dave Norton's Playbook

Dave Norton · President at Vroozi · June 2025

Dave Norton scaled four unicorn SaaS companies. Here's his exact framework for breaking past founder-led growth—Rule of 40, specialist hiring, and retention-first scaling.

SaaS leadershiprevenue-growth

How to Get Enterprise Clients: 250 Deals, No Cold Outreach

Matt · CRO and Co-founder at Iversoft · May 2025

Matt from Iversoft built 250+ enterprise client relationships in 16 years without cold outreach. Learn the exact frameworks B2B service firms use to land Bell, Ericsson, and Manulife.

Agency enterprise-salespipeline

How to Sell SaaS to Enterprise When 76% of CISOs Ignore You

John Finizio · Security and Risk Leader at Whistic · April 2025

Learn how to sell SaaS to enterprise security buyers who distrust vendor marketing. Practitioner-led sales, compliance readiness, and trust-building tactics that work.

SaaS enterprise-salessales-enablement

B2B Outbound Sales Strategy That Closes 30% of Inbound Leads

Edgar Carrasco · Leadership Team Member at RegPack · March 2025

How RegPack ditched paid ads, built a consultative outbound engine, and hit 30% inbound close rates. Tactical frameworks for B2B SaaS GTM leaders.

SaaS outboundpipeline

SaaS Onboarding Best Practices: 12 Months to 30 Days

Ryan · CMO at DocuPace · March 2025

A CMO's tactical playbook for cutting SaaS onboarding from 12 months to 30 days. Real frameworks for complex B2B products. No fluff.

SaaS customer-successsaas-onboarding

Freemium vs Free Trial SaaS: How Persefoni Closed S&P 500 Deals in 2 Weeks

Mike Wallace · Chief Decarbonization Officer at Persefoni · March 2025

How Persefoni's freemium model collapsed enterprise sales cycles from 3 years to 2 weeks. Lessons on PLG, enterprise GTM, and RFP-driven demand.

SaaS product-led-growthenterprise-sales

How to Add AI to Your SaaS Product: From Pilot to MVP in 6 Weeks

Chris Cade & Steve Boey · Co-founders/CTO at SaaSBerry Labs · February 2025

Learn how enterprise SaaS teams escape AI pilot purgatory and ship a production MVP in 6 weeks. Frameworks, data strategy, and governance from SaaSBerry Labs.

Consulting ai-product-innovationenterprise-sales

SaaS Exit Strategy: Why Ben Left a 10-Year Company to Chase a $500B Problem

Ben Rodier · Founder & CEO at Frontline IQ · February 2025

A 10-year SaaS founder walks through his exit strategy, AI coaching framework, and B2B lead generation tactics for cracking a half-trillion dollar retail gap.

SaaS bootstrappingenterprise-sales
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