Philip Su is an engineer and leader who helped build Microsoft, Facebook, and OpenAI from the inside. In this episode, he shares hard-earned lessons on thriving in the AI era — and staying human through it all.

We cover:

• How AI is reshaping software careers (and what to do about it)

• Why “good enough” is no longer safe

• The dangerous gap between exponential tech and human systems

• Burnout, identity, and what working in an Amazon warehouse taught him

• The rise of agentic tools, LLMs, and what CS students need to know now

Whether you’re an engineer, founder, or future-oriented thinker, this conversation will challenge your assumptions — and help you find a better path forward.

Max Altschuler (Sales Hacker, Outreach, GTMfund) joins us in London to talk about building category-defining companies, investing in breakout startups, and rethinking how venture capital works.

We go deep on:

• Lessons from scaling Outreach with Manny Medina

• The birth of Sales Hacker and the GTMfund story

• How AI is reshaping go-to-market motions

• Why GTM is the last true moat in SaaS

• The tension between being a founder vs fund manager

• How Max picks winners—and his take on “The Death of VC”

This is a must-listen for operators, founders, and anyone navigating the future of SaaS, sales, and startup investing.

This episode originally aired as the final Heresy podcast, recorded shortly after the winding down of Heresy.io — our sales software startup.

After a last-minute acquisition fell through, we had no choice but to begin closing the company. In this episode, I sit down with my co-founder Svilen and our first hire Jack Otis Barker (frontend engineer) to reflect on the journey:

• The highs and lows of startup life

• The things we got right (and wrong)

• What we’d do differently if we had the chance

• Why we still wouldn’t trade the experience for anything

We’ve since relaunched the Heresy podcast with a broader focus on scaling, selling, and building in tech — but we’re keeping this episode up as a time capsule of sorts.

💥 It’s raw, it’s real, and it was never meant to be the end.

In this episode of the Heresy podcast, Dimitar is joined by Andrus Purde — founder of Outfunnel and former CMO at Pipedrive.

With over 20 years of experience across companies like Skype and Pipedrive, Andrus has seen it all when it comes to digital marketing and growth. But lately? He’s had enough of cold email.

Tune in to hear:

• Why Andrus believes we're slowly killing email as a channel

• His personal framework for picking the right marketing channel for your business

• Lessons from scaling Pipedrive’s user acquisition from the ground up

• What most early-stage founders and marketers get wrong about demand generation

🔥 A must-listen for anyone building go-to-market from scratch or rethinking how they reach prospects.

On this episode of the Heresy podcast, Dimitar is joined by Josh Allen, Chief Revenue Officer at Drift.

Josh shares his journey through tech — from LogMeIn and CarGurus to leading Drift’s revenue engine — and offers a candid, no-fluff take on what managing hyper-growth really feels like.

Tune in to hear:

• What it takes to scale from $40M to $400M

• Why it’s totally normal to feel like your “hair is on fire”

• Hard-earned lessons on leadership, pressure, and pace

• Practical advice for navigating the chaos of scale

In this episode, Dimitar speaks with Jeremey Donovan, SVP of Sales Strategy at SalesLoft — the world’s leading sales engagement platform.

Jeremey brings a data-driven perspective to modern sales outreach and shares actionable tactics you can implement immediately, including:

• How long your emails actually should be

• The subject lines that get opened (and why)

• How to achieve up to 5x higher reply rates

• Where and how to use video to break through the noise

• Practical tips for SDRs, AEs, and Sales Enablement pros

Whether you're building a sales motion from scratch or fine-tuning a mature machine, this episode is packed with insight.

Jason Lemkin — SaaStr founder, serial entrepreneur, and investor — joins Dimitar for a candid, practical deep dive on building a high-performing SaaS sales engine.

First, hear Jason’s story — from his early career and first two exits to the hard lessons learned along the way.
Then get actionable advice on:

• Why founder-led sales is critical

• The importance of closing your first 10 deals before hiring salespeople

• What to look for (and avoid) in your first Account Executives

• When and which type of VP Sales to hire

• Whether to hire VP Sales or VP Marketing first

• When to start building your Customer Success team

• Jason’s top sales tips to scale fast and smart

If you’re serious about scaling SaaS sales, this episode is a must-listen.