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Prune Shada

๐Ÿ‘ค Speaker
236 total appearances

Appearances Over Time

Podcast Appearances

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

That market was actually really 10 to 15x sort of multiples.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

It was a good market.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

And then we got ensemble sort of packaged and off-to-end contracts also in the same timeframe.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

And now we are seeing actually really sort of, you know, first year anniversary of raising money and doing these transactions, all of that come through.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

We're seeing our growth rates sort of justify all of that.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

While the valuations were, you know, crazy in the Valley.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Remember, I was in the Midwest, you know, still raising money from there.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

And I was conscious of finding the right partner, not the one who's giving us the highest multiple, but the one who had the best chance of getting us to,

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Sort of where I think would be the right spot for this business.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Oh, it was actually really some angels, but it was bootstrapped.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Yeah, largely bootstrapped.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

No, I think the employees actually, they all rolled.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

they were the core group and actually really sort of in a deeper L1, L2s were vested and they got a chance to roll here.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

And some of them cashed out because they've been invested for a long time.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

I really like these transactions, especially when I think about

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Being somebody who started a bootstrap business too, you can only hold on to all of that for 5, 10, 15 years while everybody else around you is actually either working for big tech where they're making big dollars every year or they're seeing these short-run startup cycles.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

This is a great chance to stay in the same business, stay on the same mission while you get to take some chips off.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

So we saw a little bit of that in this transaction as well.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

There was not a very simple rule, unfortunately, and I'm trying to form my own framework around this, but a good rule of thumb is you take half off, and then in the new combined entity, you are back on the schedule to get some more options, so you are actually back on the resting schedule.

SaaS Interviews with CEOs, Startups, Founders
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Now, what people quickly see, especially a year into this, they clearly see is that the next decision