Learning From Lemkin

Top posts, insights and learnings from SaaS guru Jason Lemkin - specifically for VPs of Sales

Learning from Lemkin.

Its no secret I’m a big fan of Jason Lemkin.

In fact - after listening to multiple podcasts and consuming countless blog posts - I bought the domain stretchvp.com to embrace and share the learnings and hurdles I faced as a newly minted Sales Leader in SaaS. (check out my first - slightly embarrassing post from 2 years ago talking about the plunge).

Over the course of 2 + years, I’ve collected 2-3 floppy disks worth - or more - of content from Lemkin and found it immensely valuable for me in my role as a VP of Sales.

While most is geared specifically for SaaS founders - I consumed it all and separated the sales specific nuggets so I could come back and reference. And reference I have. Its crazy how often I’ve done this.

Naturally - I thought it may be a good idea to compile some of my favorites into its own newsletter edition. Hope you get as much value out of it as I do.

So - without further adieu - read on for more insights and learnings from Jason Lemkin including:

  • The Benefits of Hiring a Stretch VP of Sales

  • FREE SaaStr course on scaling $1M-$10M in ARR

  • Building Your First SDR Team (with help from Kyle Porter and Brendan Cassidy).

Plus… 14 snippets from Lemkin’s Q&A posts (Twitter, LinkedIn, Quora).

And lastly - as always, if you find this newsletter valuable- consider sharing it with someone who might as well 👊.


The Benefits of Hiring a Stretch VP of Sales

Jason shares a post from Brendan Cassidy (VP Sales LinkedIn, EchoSign, Talkdesk) on the benefits of hiring a Stretch VP of Sales. Ideally he looks for a VP of Sales with the following track record:

  1. Proven Success building a team

  2. Experience with deals in similar price range

  3. Experience with similar sales cycle

  4. Solid Recruiter.

But if you fall short with this stringent criteria - he recommends hiring a STRETCH!


SaaStr Scale: $1M-$10M (FREE COURSE)

Lemkin has built a reputation in SaaS as a leader that gives freely, errs on the side of the customer and can definitely walk the talk.

Check out this FREE 30 lesson course from Jason on scaling from $1M to $10M in ARR. Although pointed closely toward founders - its immediately pertinent for anyone building a SaaS Sales team. Did I mention its FREE?


Building Your First SDR Team

If you are new to building out your SDR function, I can't think of a better place to start than this AMA video and session.

Kyle Porter (Sales Loft) and Brendan Cassidy join Jason Lemkin to discuss building your first SDR Team. Gold in here - GOLD!!



Why First Time VPs of Sales Fail (by Jason Lemkin)

Revisiting a post from Lemkin on LinkedIn (featured on the StretchVP blog last year) on the 15 things NOT to do as a first-time VP of Sales.



🧠 Mindset Matters

Thanks for reading!

My hope is if you find this valuable, consider sharing it with friends (or signing up if you haven’t already).

— Grant 👋

About stretch vp: confessions, learnings and insights from sales leaders in SaaS

Compiled and aggregated from a network of sales leaders in SaaS, Stretch VP showcases learnings, insights and experiences as well as best practices to overcome common hurdles, obstacles and setbacks in your quest for excellence as a sales leader in SaaS.

Are you a VP, Director, thought leader or content producer in the SaaS space? We’d love to have you contribute. Contact Me HERE.

Also… check out the blog or follow on twitter