Higher Levels Tech Sales Podcast

How Top Sales Reps Are Using AI in 2025 (Cold Email, Discovery, Territory Planning)

If you're in tech sales and still ignoring AI, you're probably leaving hours on the table every week. In this episode, two senior reps walk through how they're actually using ChatGPT, Prompt Cowboy, and custom GPTs to streamline their workflow and close more deals.

No hype. Just real, tactical breakdowns of what works in the field right now.

What we cover:
• Specific AI use cases that save reps time and improve output• How to use ChatGPT for writing cold emails, prepping for discovery, and summarizing calls• Territory planning with Projects and key account memory• Automating CRM updates, Slack handoffs, and follow-ups after every meeting• Building cold call and discovery bots that simulate real-world scenarios• Why your prompts might suck and how Prompt Cowboy fixes that

If you've been skeptical or just not sure where to start, this is your blueprint. You’ll learn how to cut through the fluff and apply AI where it matters most—getting meetings, driving pipeline, and making quota.

We’re also sharing:
• Free GPT templates for outreach, research, and follow-up• Step-by-step video tutorials• A growing library of use cases you can plug into today

AI for Sales Reps: https://www.youtube.com/watch?v=PeLIweOFXTM

Got questions? Drop them below—we answer them ourselves.

▶Cold Email Engine (Taught By Connor): https://www.higherlevels.com/cold-email-engine?via=youtube▶Connor's YouTube Channel: https://www.youtube.com/@Connor-Murray▶Take our free tech sales course: https://app.higherlevels.com/c/tech-sales-mini-course▶Break Into Tech Sales in 6 Weeks: https://www.higherlevels.com/ascension?via=youtube

---For Sales Reps▶Become a top 0.1% cold caller: https://www.higherlevels.com/cold-call-mastery?via=youtube▶Master Cold Email: https://www.higherlevels.com/cold-email-engine?via=youtube▶SDR to AE Accelerator Program: https://www.higherlevels.com/sdr-accelerator?via=youtube▶AE Mastery Program: https://www.higherlevels.com/ae-mastery?via=youtube---Founder Led Sales Training and Support▶https://www.higherlevels.com/founders-course---B2B Sales Training and Consulting▶https://www.higherlevels.com/contact-us

How to Master Cold Email in Tech Sales with Connor Murray | Cold Email Tips That Actually WorkReady to unlock cold email strategies that actually get replies? In this deep-dive, Eric sits down with Connor Murray—#1 SDR turned Enterprise AE and top SDR Manager at Oracle—to break down a repeatable cold email framework that books 3–5 meetings per week.Whether you're an SDR, AE, or sales leader, this is your blueprint for writing cold emails that convert, structuring winning cadences, and scaling your outreach—without sounding robotic or relying on bad LinkedIn advice.🔑 What You’ll Learn:- Why most cold email advice fails (and how to fix it)- The "less is more" framework Connor teaches to thousands of reps- How to use assumptive language that increases reply rates- The 3-part structure to write cold emails that feel personal and professional- Building outbound cadences that work—without burning your leads- High-volume tactics for sending 100+ targeted emails a day- Tracking key metrics: open, reply, and meeting-booked rates- Real examples of effective cold emails + follow-ups👊 If you're in Tech Sales and tired of ghosted emails, this conversation is your new playbook.Connor is also the live instructor at Cold Email Engine, helping tech sellers break into accounts and scale pipeline using real-world tactics that drive results: https://www.higherlevels.com/cold-email-engine?via=youtube👇 Have questions or want to share your own cold email experience? Drop a comment below!#techsales #coldemail #coldemailing #salesdevelopment #coldcalling #salestraining

🔥 Tech Sales Interview Hard Mode (Unscripted & Unedited)Think you’re ready for a real SDR interview? In this episode, we put that to the test.Connor—former #1 SDR Manager at Oracle and now a top-performing Enterprise AE at Datadog—grills me in a fully unscripted, unedited mock tech sales interview. No fluff, no prep, just raw, real questions and answers like you'd face when applying for an SDR (Sales Development Representative) role at a competitive tech company.If you're an aspiring SDR, BDR, or looking to transition into tech sales with no experience, this interview breakdown will show you what it actually takes to stand out.🔍 What You’ll Learn:- How to answer “Tell me about yourself” when you have no sales background- What hiring managers look for in top SDR candidates- How to structure your 100-account outbound strategy- The mindset needed to survive and thrive in a cold calling role- How to close your interview like a pro👨‍🎓 Whether you're a recent grad, athlete, engineer, or career switcher, this is a masterclass in positioning, mindset, and sales readiness.📈 Connor has interviewed and hired hundreds of SDRs. I’ve coached hundreds more through www.higherlevels.com. This is the real deal—no coaching before the call, just game-time execution.

Want to break into tech sales or land a role at a top company like Amazon? In this in-depth interview, Kevin shares his real journey from being unemployed after college to becoming an SDR at Amazon. We dive into how he broke into tech sales with no prior experience, what it really takes to stand out in tech sales interviews, and why sometimes taking a step back in title can actually be a major leap forward in your career.You’ll hear how Kevin:- Went from cold calling 200+ leads a day to landing interviews at Outreach and Amazon- Navigated a tough job market and stayed focused through multiple SDR interviews- Prepped for Amazon's structured sales interview process using the STAR method- Made a strategic move from AE back to SDR at Amazon for long-term career growthIf you're exploring how to break into tech sales, preparing for a tech sales interview, or wondering if a title drop is worth the leap to a market leader like AWS—this is for you.#TechSales #BreakIntoTechSales #TechSalesInterview #AmazonSales #SDRtoAE #SalesCareerAdvice

In this episode, we sit down with David, CEO of Whippy.ai, to explore how his bootstrapped AI startup scaled to $5M+ ARR by solving real-world automation challenges rather than chasing hype. David shares his journey from winning a World Series of Poker bracelet to founding multiple startups, culminating in Whippy—a platform that blends voice, SMS, and email automation with functional AI agents. We dive into what customers actually resonate with in AI sales pitches (hint: it's not fake human-sounding cold calls) and why building around tangible business problems—like automating the bottom 50% of recruiter tasks—has been key to Whippy's product-market fit.

We also get tactical for sales reps and founders. David reveals how he evaluates SDR talent (spoiler: experience matters less than hustle), why $99 AI tools often fall short without adoption support, and how to build AI products that drive ROI rather than just demos. Whether you're trying to hire top sales talent, scale an AI-driven product, or break into the tech industry, this episode is packed with playbooks on AI sales messaging, founder-led GTM strategy, and building sustainable startups without VC pressure.

Recorded live at Capital Factory in Downtown Austin, Texas, this lecture dives deep into practical strategies for acquiring your first customer. Whether you're launching a startup or building a new product, this session offers actionable insights, real-world examples, and proven frameworks to help you land that critical first win.

Sitting down with Enterprise Account Executive Anthony Saucedo