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Interviews with founders and top producers at VC-backed startups.
| Episode | Date |
|---|---|
|
Treat Every Call Like It’s a Six-Figure Deal | Jordyn Schiff (Salesforce)
|
Aug 10, 2026 |
|
Strategic Sales Is a Team Sport | Jaron Murphy (FICO)
|
Aug 04, 2026 |
|
How to Become an RVP at a SaaS Giant | Ben Gibson (Slack)
|
Aug 03, 2026 |
|
How to Go From BDR to Enterprise AE in 3.5 Years | Jolie Stern (Gong)
|
Jun 18, 2026 |
|
Lessons from a CEO: People Love to Buy. They Hate to Be Sold | Anthony Romano (CREtelligent)
|
Jun 18, 2026 |
|
How to Sell to Banks and Lenders | Tiffany Stringfellow (Moody's Analytics)
|
Jun 12, 2026 |
|
Every Conversation Is Worth the Conversation | Amanda Padd (Secure Insight)
|
Jun 05, 2026 |
|
What Every AE Gets Wrong About Customer Success | Alexis Cisneros (Matey AI)
|
May 31, 2026 |
|
Why Executives Ignore Your Sales Pitch | Ben Sizemore (Land Gorilla)
|
May 27, 2026 |
|
How to Sell AI in the Mortgage Industry | Mike Brown (Gateless)
|
May 13, 2026 |
|
How to Be the Best BDR at Your Company | Jim Robertson (CertifID)
|
May 04, 2026 |
|
How to Sell Software in a Heavily Regulated Industry | Nina Hein (Homebot)
|
May 03, 2026 |
|
Lessons from a CRO: Scaling a Tech Company in 2026 | Joe Zeibert (Mortgage Cadence)
|
May 01, 2026 |
|
How to Sell Software by Asking Better Questions | Dillan Dove (JewelLink)
|
Apr 30, 2026 |
|
How to Get Promoted at an Elite Sales Org | Soraya Hatcher (HubSpot)
|
Apr 29, 2026 |
|
How to Sell AI in an Industry Dominated by Legacy Tech | Chris McLendon
|
Apr 27, 2026 |
|
How to Demo Software Without Turning It Into a Product Tour | Seth Haake
|
Apr 25, 2026 |
|
You’re Not Really Selling AI. The Hard Sell Is Change.
|
Apr 20, 2026 |
|
The Magic of Thinking Big in Tech Sales
|
Apr 16, 2026 |
|
Why More Dials Won’t Fix Your Sales Problem
|
Apr 16, 2026 |
|
How Two Best Friends Built a Signing Business and Broke Into Tech Sales
|
Apr 09, 2026 |
|
How to Scale the BD Org of a $1B+ Tech Company
|
Apr 03, 2026 |
|
Lessons from a VP: You Can't Turn a D Player Into an A Player | Craig Holbrook (nCino)
|
Apr 02, 2026 |
|
How to scale a sales org to $50M ARR | Ian Grace (Ocrolus)
|
Mar 30, 2026 |
|
Sales Leadership Lessons No One Talks About | Matt Nucifora (Dandy)
|
Mar 27, 2026 |
|
Everything you need to know about selling mortgage tech in 30 mins | Fred Ramstedt (Wipro)
|
Mar 26, 2026 |
|
How to Sell AI to an Industry That Doesn't Trust It | David Gipson (Ocrolus)
|
Mar 24, 2026 |
|
Why You Should Be Selling in Person | Suzy Djilas (Arcasa)
|
Mar 22, 2026 |
|
Why You’re Chasing the Wrong Accounts (and What to Do About It) | Robby MacAskill (Zonda)
|
Mar 22, 2026 |
|
How to break into tech sales without a perfect background | Grey Bradshaw-Mack (Default)
|
Mar 13, 2026 |
|
How to Win Deals That Take a Year to Close | Zac Basile (Account Director, Polly)
|
Mar 12, 2026 |
|
Why your cold emails suck (and what to send instead) | Kyle Weiss (Parakeet)
|
Mar 11, 2026 |
|
Pick your next sales role like a VC | Frank Pastirchak (Sales Director, Reggora)
|
Mar 08, 2026 |
|
How to Build a Sales Team That Doesn't Need You | Tim McEuen (AppFolio)
|
Mar 06, 2026 |
|
How to Sell Tech to an Industry That Hates Change | Dewayne Starling (nCino)
|
Mar 06, 2026 |
|
From Pro Mountain Biker to B2B SaaS: How to Design Your Career Around Your Life | Angie Parkhouse (Qualia)
|
Feb 27, 2026 |
|
Customer Success Secrets Every AE Needs to Know | Matt Sterenberg (Modern Campus)
|
Feb 23, 2026 |
|
25 years of EdTech sales lessons and an $835M exit | Sean Gannon, GTMppl
|
Feb 19, 2026 |
|
How to Run a 4,500-Location Enterprise Rollout (In One Year) | Zach Larabee (Sr. Manager at Toast)
|
Feb 18, 2026 |
|
Building a Sales Org From Scratch During COVID | Kaylin McNamara (Sr. Director, GTM at Owl Labs)
|
Feb 11, 2026 |
|
How to Turn Inbound Leads into Enterprise Deals | Michael Conrad (Enterprise AE at n8n)
|
Feb 10, 2026 |
|
How to Get Hired as an AE at a VC-backed Startup | Matt Stinson (CRO at Starbridge)
|
Feb 03, 2026 |