How the good times at Startmate helped me through the bad times of navigating startup life.

Kas Taleb
Kas Taleb
Oct 30, 2018 · 7 min read
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The beginning…

‘Congratulations, out of 279 applications, you’ve been selected for Startmate Melbourne 2018.… keep your whole week of July 9 (2018) clear for a Startmate ‘Week 0 offsite’.

Clearly this was an amazing achievement for us and for our startup Shiftsimple (platform that connects regulated care services with an on demand workforce of pre-vetted quality talent, in under 5 minutes, every time, starting with the education and care sector).

My co-founder was nothing but ecstatic! However, I myself couldn’t help but feel a slight sense of dread amongst all the excitement.

I just kept thinking ‘How on earth am I going to to spend the next 12 weeks working with complete strangers — and spend an entire week 24/7 abroad with them!’. As an introvert I’d always enjoyed working alone, but my focus, coupled with the realisation regarding the immense opportunities that would come our way by taking part in Startmate, allowed me to forge ahead — excited and determined [but, honestly, still a bit worried!].

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Who are all these people?

My entrepreneurial journey started in 2012. I was sick of living from paycheck to paycheck so asked my sister for a 15k loan to start my first company. With her investment, I founded an education and care service. My mission was to build a community of educators to support and train so they in turn could start their own childcare service from their homes.

We helped 372 educators in five years with an investment of $15k.

I promised my sister that I’d double her investment and give it back to her within 12 months.

I did.

Within 6 months.

(Interestingly, Andreessen Horowitz invested $20 million in wonderschool — so they’re doing the exact same thing I did but with 15k — go figure!)

I started to think, heck, if I could do this then, launching Shiftsimple should be a breeze! I had a co-founder, we just got into the accelerator Startmate (reportedly the best accelerator in Australia), so what could go wrong?

In short — EVERYTHING!

On day 1, my co-founder and I were at the Startmate meet‘n greet night with the mentors and other teams from the cohort when we received an email from our remote tech team stating they could ‘no longer work on developing our platform’.

That day was our platform deadline.

We knew they had been running behind schedule but for them to stop work entirely was a complete shock. The problem we faced now was having to tell our Startmate partner that we didn’t have a product! That the tech platform that we’d been working on for the past three months was a bunch of screenshots devoid of coding.

We were, essentially, back to square one.

We held our breath and nervously told our partner and the support we received was nothing short of amazing. Immediately, he offered to introduce us to new tech teams. The very next day, we had half of the cohort and some mentors offer suggestions on how to automate processes which meant that we could begin the hunt for our new tech team.

Startmate supports you by enabling you to leap higher and faster than you think possible.

A problem shared really is a problem halved, and in this case, a problem solved! Sharing our lowlight with the Startmate cohort helped us gel. It was incredible to watch. I began to completely rethink my belief that working alone was the [only] way to go.

Each week at Startmate, we took part in an exercise called ‘All Hands’. This involved standing up in front of our entire cohort, head of operations and any other mentor present to share our goals, achievements, misses, etc.

What did I think of ‘All Hands?’

I dreaded it!


I was completely fine with the concept of sharing this information, but was so used to working solo that I wasn’t sure I’d be comfortable stepping out from behind the scenes and into the (proverbial) spotlight.

I was wrong.

‘All Hands’ at Startmate was not a place for judgement or negativity. This was a place where people held you accountable, pep talked you up, and kept you moving.

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‘All Hands’ SF style

Something clicked for me. The Startmate team, my peers, the people around me facing similar challenges — I will always need that calibre of support and accountability. People I can call anytime to give me the talk, to sustain my belief and my action and those moments when I start to feel like an imposter or like I can’t make it.

The tide had turned — all of my hesitation and fear surrounding Startmate had vanished.

I was a convert. I had found my tribe.

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Some of the best times were our late night chats…our tribe spoke about everything…even fashion!

Surely after our tech team dropped out at the last second nothing else could phase us?


Very, very wrong.

6 weeks into the Startmate journey and my co-founder and I had to part ways (due to her visa complications.)

As you can imagine, my stress levels increased, and my confidence plummeted — think massive imposter syndrome. How could I ever do this on my own!? Yes I had successfully owned and operated an early education and care service and developed and sold a childcare centre. But all my past successes had been anchored to my specialty: education.

In this new role, as sole founder, my role increased exponentially, and I felt I couldn’t pivot off just my experience. I was now dealing with tech development, financial projections, pitching, raising — all new to me.

But, when the universe knocks you over, you can become undone, retreating to lick your wounds and rebuild your story along familiar lines.

Or you can choose to evaluate your priorities, be pragmatic, make choices, and break ground on a new more promising path that looked nothing like what you had envisioned for yourself.

I was able to choose the second option because of the support I received from Startmate. They were there for me every step of the way and even when I felt like I couldn’t continue, there was always someone there to pick me up. I will never forget how incredible everyone was. Their support blew my mind.

The lesson learnt — believe that people will help, just ask.

Whenever I needed help or advice, I reached out to Startmate mentors that had expertise in areas that I lacked and soaked in as much knowledge as I could, from tech development through to raising, they were all available to pay it forward.

This is what being a part of Startmate felt like:

Every day, you’re short of money, time and, if you’re not careful, imagination. The cognitive load of launching a startup is huge. You’re making decisions under pressure but having leading founders, investors and other inspiring guests come out to share their experiences kept me grounded and inspired to continue on this journey.

As I grow my business and rise as a leader, I will raise my mic, extend a hand always and pay it forward for those who don’t yet have a voice. Even if Shiftsimple doesn’t turn out to be a global company (it will be), I know I have accomplished something far greater than that for me. Startmate helped me break free from all of the barriers and walls I put up around myself that told me I couldn’t do it.

I now know I can and I will.


The ups and downs of my Startmate journey are simply too long for just one blog post! My next post will focus on how Startmate (and my son) helped me overcome my fear of pitching. I’ll also be touching on the problem with the lack of women in startups and some fun facts — including the time spent living in Tenderloin, how I nearly froze to death Glamping and how Jane from BringMeHome made me eat expired food for the first time ever!

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