Remove CTO Hire Remove Fractional VPE Remove Retention Remove Sales Hiring
article thumbnail

Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders?

SaaStr

You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. You will need a VP of Product to scale your roadmap. Upsell and retention is an art, science and craft. You’ll need more than 5–10 engineers to go big. She can be your CTO forever.

Scale 247
article thumbnail

What’s The #1 Challenge After $1m-$2m ARR?

SaaStr

In SaaS, it is recruiting your VPs and management team : SaaS products mostly don’t sell themselves. You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. Upsell and retention is an art, science and craft. You’ll need more than 5–6 core engineers to go big.

article thumbnail

Dharmesh Shah of HubSpot: From Day 0 to IPO. What Went to Plan. What Most Certainly Didn’t (Video, Podcast + Transcript)

SaaStr

Co-founder and CTO Dharmesh Shah shared with us how they got there — and the top mistakes they made — just 3 quarters after their IPO. We have someone that probably 98 percent of you know virtually or socially in some sense, Dharmesh Shah, founder and CTO of HubSpot. ” We didn’t do any annual contracts.