Master these 5 roles to scale your startup - Deepstash
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Founders must be ready to evolve

Founders must be ready to evolve

Growing from concept to millions requires adaptability, in mindset & skillset.

Especially from the founder, who needs to shift his/her daily responsibilities with growth.

See below the roadmap for bootstrappers created by Casey Clark from Cultivate Advisors. 👇👇👇


261 reads

1. Hustler

1. Hustler

In the early days, with no money or network, founders need to do everything.

Flush with passion, the challenge at this stage is knowing how to channel energy into results.

To graduate from the hustle phase, spend 70% of your time on sales.


217 reads

You need sales

You need sales

Reading too many (or the wrong) business books encourages founders to focus on the wrong things.

  • You don't need systems to scale or perfect OKRs (yet) -- you need sales.
  • Become a master of selling & set the foundation for growth.


204 reads

There is no timetable for success, and hustlers understand this. They are willing to work hard, from morning to night, until they reach their goal.



194 reads

2. Experimenter

2. Experimenter

You've proven that this idea has legs. Now how can you optimize your offering and your processes?

  • A/B test your offer
  • Add employees & vendors to fulfill tasks not in line with your strengths
  • Find ways to lower customer acquisition costs before scaling

Begin building processes to produce repeatable results. Establish KPIs/ OKRs so that a quick snapshot can give insights into the health of your business.


132 reads

3. Visionary

3. Visionary

Ready for scale, founders need to delegate. Probably delegating is the hardest phase because it requires putting your ego aside and empowering others to perform, but, most often, the person appointed to a task ends up being more effective.

Many bootstrappers get stuck in this phase because it's uncomfortable relinquishing control.

It's difficult to shake the desire to "protect" what we've built.

It usually unfolds like this...


126 reads

4. Systemizer

4. Systemizer

With a fully functioning team, you need to add management to replace yourself.

It's challenging because it's expensive, risky & will remove you from the day to day.

But it's essential to pave the way toward giving the company what it needs:

  • This phase includes letting others control budgets, make hiring decisions, and design processes (without your input).
  • On the other side of systemizing is the opportunity to scale for years to come.


129 reads

5. Influencer

5. Influencer

You've built a product with demand, attracted talent & built systems.

  • Amplify everything by becoming a respected voice in your industry.
  • Use social media to build a following. The earned authority and trust will attract customers and talent.
  • Position yourself to be a keynote speaker at industry events. Being an influencer gives you the inside track on acquisitions & opportunities for growth that others will miss out on.

The power of influence can't be overstated.


102 reads


Put your heart, mind, intellect and soul even to your smallest acts. This is the secret of success.



165 reads



QA @deepstash "Fall down seven times, get up eight!"


What’s your best tip to become an effective delegator?


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