Keith Kitani & Shep Maher (Guidespark): Hyperscaling Outbound Sales

26 Feb 2015 · 32 min
32:13

Panel discussion (SaaStr) where Jason Lemkin interviews GuideSpark CEO Keith Kitani and VP of Sales Shep Maher (with Aaron Ross) about scaling outbound sales. They cover the company's slow early growth (first $1M+ took ~4 years), the hire of a VP of Sales, building an outbound engine (growing from ~$2M to ~$20M in ~24–25 months), hiring philosophy, playbook metrics (dials, demos, quotas), market expansion beyond tech/California, and planning for faster, data-driven scale.

Questions this video answers

It took over four years.

They went from about $2M to $20M in bookings in roughly 24–25 months.

About 20 employees two years earlier; a little over 200 at the time of the panel.

He said his quota was 52 customer/prospect meetings (later referenced as 68 for a subsequent year).

Expectations: 40 demos per month per rep; SDRs to make about 80 cold dials/calls per day.

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