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Written by Zainab Habib. Editorial Coordinator at SoJo. Follow Zainab online @zainabhsays

Yesterday, I tweeted “About to do my first pitch ever for @The_SoJo at the @RyersonDMZ within the next hour.
Exciting and nervous. All at once.”

This captured exactly what I felt at that moment, knowing that
a) I did not have enough time to prepare;
b) I found out three hours before that the pitch was moved up a day earlier than planned; and
c) though I have many gifts, marketing is certainly not one of them.

Yesterday for the first time, I pitched on behalf of SoJo. I had a script and practiced, but it didn’t necessarily turn out that way. I felt as though the first half of my pitch was unnatural as I had to read some of the material so that I did not miss anything (I still missed a few points) and I delivered it standing at my desk where I felt unnatural, posed and formal. The demo, or walkthrough of http://theSoJo.net was much more relaxed as we were seated and I was using more of my own language. Although I was super uneasy immediately after I completed that first pitch, the response I received was fantastic. The guest of honour tweeted his thanks to SoJo and another emailed me stating that they were all very impressed with what we were doing as an organization.

We are often our worst critics. Somewhere in between the pitch and the demo, I realized I had to just do this as myself. That is often the simplest solution when trying to represent our initiatives or organizations. Trying to morph ourselves into an ideal of any kind, like the great salesman, just doesn’t work. People can sense the fake, and investors and key stakeholders are people too.

I’ll also add that people, not products or services, take action and create social impact; and when your product or service is really great, it will be able to speak for itself. Your role is to simply convey that your conviction and belief in your work in a way that keeps others engaged. This will take some time and practice, but I assure you that it will come effortlessly at some point, just as I found my pace once I did the demo in a way that came more naturally to me.

My lesson learned: you have to play upon your own people skills, whatever they may be. Your pitch then will simply be an extension of you and your project.

 
 
Collectively, I've spent more hours on MS Powerpoint this past week then I probably have over the past couple of months combined.

In school I absolutely hated slideshows, perhaps its because professors had the most un-engaging presentations or because whenever I saw someone use slides in a presentation, it felt overly corporate and impersonal. Unless absolutely mandatory, I often refrained from using this tool when making presentations. Even when defending my Master's Thesis (the research that inspired the creation of SoJo) I didn't use slides.

When delivering presentations on SoJo or hosting workshops on Ideas - into - Action, I've only recently started to use slides -- that too with stickmen and cartoons. In the countless meetings held over the past 2 years, I never used slides to explain SoJo either. I like to believe I'm a much more engaging presenter than a static slide, and as such preferred to lead more free-flow conversations. Now that SoJo is actively looking for money and soliciting the support of other people to help us in this quest -- I don't have the luxury of personal contact with everyone on their initial introduction to SoJo. As such have been creating overview/backgrounder documents to do the talking on my behalf.

Despite my reluctance to embrace Powerpoint in the past, I quickly started to love using this tool. I'm particularly appreciative of the flexibility and ease of moving around boxes and different types of content make my documents look more visually appealing.

Although I now have a newfound appreciation for slides as an effective form of communication, I still don't think a slide deck can ever replace a real conversation. Slides can serve as a great complementary support, as they allow the audience to visually capture key takeaway ponits, but should never be the focus. I already shared my first deck to a couple of people and hope to use a different one with the handful of meetings scheduled next week. Let's see if I'm able to use the deck effectively, or if I refer back to my comfort zone and lead a more free-form conversation...

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Excerpt from SoJo's latest overview slide deck
 
 
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Almost all of my greatest insights have come to me during the weekends. Not being connected to my inbox and daily operations of work definitely helps to take step back and reflect. I suffered from a burnout in September and October has felt like an off month all around. Over lunch with my brother on Saturday, I told him that I was concerned with how much SoJo feels like its taking over my life; and my inability to control my schedule (as evidenced by working on 12 hour days when I set a goal for myself to NOT work around the clock). Only when I said this fear out loud was I compelled to actually make some changes.

Solution: find the root cause of these persistent feelings of being stretched.  I was instructed to list out all of the activities (whole projects, not tasks) that myself and the team worked on over the past week. Despite having only 4 days in the week, I effortlessly listed over 30 ongoing activities; myself being directly involved in about 25 of them and solely responsible for 10. Its not that I have trouble delegating ( the team at SoJo will be quick to acknowledge my comfort with letting go and giving responsibilities to the team). Being the only person that understands all moving parts of the organization and the vision, I'm often called up for input to keep everyone on track. SoJo is a flat organization, and building in reporting structures has been difficult because most of our senior team members barely have the capacity to deal with what's on their plate, let alone manage and provide necessary support to other colleagues. Strategic planning has dragged out over 2 months and no clear changes have emerged.

SoJo grew incredibly fast and as such the scope and depth of the work at hand has grown exponentially. The problem is, our team hasn't grown at the same pace -- in fact, it has shrunk. Most of our team members came together only in the Spring, they had a lot of time to devote to SoJo and were fresh on energy. Fall is always the busiest time of the year, irrespective of where you work. 15 hours of commitment per week over the past 6-8 months has since shrunk to 5 hours. I'm extremely grateful to have product lead Jesse full-time with SoJo, but its not enough. Some of our team members are burnt-out from having to manage SoJo and other personal activities and have been forced to take a step back. A lot of the momentum from the summer quickly fizzled away in the Fall, as everyone's other schedules ramped up.

Making myself personally available to 10+ team member's part-time, fluctuating schedules has taken a toll on my personal health and wellbeing. I no longer have evenings, as I make myself available to people's consistently changing schedules our team members who can only come into the office after their day job finishes. To top it off, there is little consistency as SoJo is understandably not the top priority (so it is common for people to fall off the grid for weeks and I am left with no choice but to understand). These inconsistencies get me frustrated and the bottlenecks that occur as a result affect the momentum of the entire team.

All this to say that these are the trade-off with working with an a part-time unpaid team. I will say with full confidence that SoJo has an exceptional team which led us to all of SoJo's successes thus far, but in its current form will be unable to sustain the inevitable growth that has already hit us. I'm actively finding solutions to our staffing challenges (finding money needed to bring on some of our team members full-time), however in the interim need to make some changes and trade-offs.

Some of these changes include:
- Reducing the scope of activities the team is actively involved in and fine-tuning our focus even more
- Prioritizing need areas and tackling them one-by-one (rather than all at once)
- Un-flattening the organization to get me less involved in activities that I do not need to be involved with, so I can focus my energies on driving the vision forward

The changes noted above are going to be difficult as everything feels equally important. The Forbes article from this month nailed it:

"Kanika and her start-up have a compelling story and have received plenty of media attention. It is to be seen how SoJo can up the momentum, increase users, net-in some big-name partners and take its awesomeness places. What SoJo needs now is this: Focusing on the product, leveraging relationships and creating new ones, building tangible results including right media coverage, and forming a right-spirited and a serious advisory board. Kanika’s leadership and the ability to learn and adapt is the make or break factor here."

With growth comes change. Change is never easy, but I'm thankful that I've started to recognize the need to learn and adapt now, and not when its too late.


 
 
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Menu bar that mysteriously lost all its formatting
Who is Murphy anyways? What did he do to be forever immortalized as the thing and/or person that countless people curse at, on a regular basis?

Our beloved Product Lead Jesse is on a vacation in Europe for the next 2 weeks. He handed off the SoJo in working condition, yet surely enough if something were to go wrong, it would go wrong while he is away and inaccessible. I found too many unpleasant surprises this morning, that I stopped counting. I'm not in total shock, as Friday afternoon we experienced some problems and SoJo's been having issues for the past couple of months with its theme, further making me convinced that there is a ghost manipulating our website. Jesse has been incredible at consistently fixing these problems in such a timely manner -- its easy to feel helpless and lost in this dire time of need.

Your patience and tolerance is requested for the following reasons:
If the SoJo site takes a little longer to load
If some pages on SoJo look a little off
If you stumble across a broken link (we have over 60 of them)


Rest assured that myself and our team is trying our best to point out the issues and are actively troubleshooting accordingly.

My ability to stay calm in stressful situations has been tested multiple times. It is painful to have such obvious errors appear on a public site, and I'm trying my best to keep my cool. I hope to not jynx myself, however know that things could be much worse and am thankful that SoJo is working at 80% functionality right now.  

Thanks for your understanding. I wonder if Murphy is secretly a brilliant person who has been trying to teach us a lesson all along... problems are inevitable, the true test is our ability to rationally deal through them?

 
 
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When you're going through a stressful time, people often say talking about what you're going through will make you feel better. My mom often encourages me to talk through my issues to avoid stress from bottling up. Stress serves no-one any good, and in fact the negative energy impairs rational judgment and productivity.

 Below are three examples of intense conversations that were had over the past 10 days:

 My case interview last weekend was a great example of the value gained by 'letting it all out'. Not only did sharing all my challenges made me feel a bit better, the feedback I received simultaneously allowed me draw valuable insights and make realizations. Before that session everything was fuzzy and I wasn't able to articulate the source of my frustrations. Letting it out allowed me to make sense of those fuzzy dots floating around in my head; and this enhanced clarity has since allowed me to better navigate through this turbulent time.

 The day before yesterday I had dinner with a group of friends, among them a person who I consult often for advice. It is rare that we meet, so towards the end of the evening I took the opportunity of asking him how I should navigate one of my challenges around funding. I was pushed into a corner with really tough questions at 10pm at night; it was an intense conversation to say the least. In spite of the discomfort that was experienced at the time, I left that conversation in a better headspace. I did not receive all of the answers I was looking for, but he gave me a tangible suggestion on what my next step should be. One that I'm already acting on.

 Yesterday as part of a mandatory check-in for the incubator that SoJo works out of, I was required to give an update on our current status. These check-ins are used to set goals, and act as accountability mechanisms to share updates on progress towards achieving those goals. They are also an opportunity for my peers (other entrepreneurs) and management to weigh in and provide advice. I was asked to talk about my challenges. Sharing your problems is not easy. Over vulnerability is the pain that comes with re-opening the wounds and reminding yourself of everything on your plate. At the table were 4 members of the management team who also act as advisors to all of the entrepreneurs in this incubator and only one other entrepreneur. I started the meeting excited, hoping for some breakthrough answers. Objectively speaking, I got very little tangible and concrete value out of that meeting. I did not walk away with a single thing that I can act on. I became more frustrated over the course of the meeting, and its clear to everyone that saw me shortly after that I was upset. I shut down my computer shortly after and went home early. It has been an exhausting couple of weeks and after pouring it all out on the table (for the third time in one week), the last thing I wanted to hear is keep fighting the good fight (which is the best feedback I received).  It felt like salt got rubbed into those wounds that I've been trying so hard avoid blood from gushing out (pardon the graphic analogy).

 Out of the three examples from above, I did not start either of the first two conversations with expectations. I did have a great deal of expectations from yesterday's meeting (given the nature of the meeting) and judging from my emotional barometer: I was disappointed.

 Lesson learned:
  1. You can't expect anyone to give you a silver bullet answer to your problems. Best is to enter every conversation without any expectations.
  2. Letting it all out doesn't always make you feel better. Use your discretion and open those wounds as far as you want to. 

 
 
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Exactly two years ago today, September 20, 2010, I wrote SocialJournal.net's first blog post. At the time, SoJo did not even exist. I was still dabbling with the idea of converting my Master's thesis into an e-book and had no idea what form SocialJournal.net would manifest itself into. Two years later, SocialJournal.net remains a blog; however it has taken on a voice of its own and inspired the creation of many exciting products geared towards helping people take their ideas for social change into action. I would compare the first 365 days of SocialJournal.net as dipping your toes in the shallow-end of the swimming pool. Only eight months after the inaugural blog post did I decide to pursue SoJo full time. The building blocks came in place in the first year: SoJo got its name, defined its brand identify, got more clarity on its purpose, released a private beta and most importantly I realized that SoJo has a long journey ahead. What initially started as a part-time venture spiralled into a vision larger than I can grasp.

In hindsight, the past 366 days of SoJo is comparable to jumping into the deep end of the pool. Where focus was a great challenge in SoJo's first year, this past year was marked by execution. I learned how to set a direction, quickly realign our focus, set goals and accomplish the tasks at hand. Despite this new focus, I was still very open to seizing new opportunities; but also struggled with prioritization.

Without a technical team in place, I had the tenacity to endeavour to launch SoJo's first public site at the SociaLIGHT conference, in front of 1000 people. Given the resources we had at the time, it was a huge risk. Leading up to the launch, it was 3 weeks of hustle, staying calm in very stressful situations and a great deal of nerves. Alas the hard work paid off, and not only did SoJo have a successful launch -- we effectively send out a message to our community: To opt for courage over fear. The first step to action is putting yourself out there, and SoJo led by example. Later on in the year, SoJo published its Manifesto, a set of guiding principles and core values which would ultimately influence every decision made.

SoJo finally got a home! Although it took a couple of months to feel fully welcome in Ryerson's Digital Media Zone, I am now proud to tell everyone about our home and extremely grateful for being incubated in this incredible environment. The support received from this community over the last few months has been phenomenal.

Through various speaking engagements, I started becoming excited about the possibilities of SoJo emerging as a thought leader in social innovation, effectively using technology as a vehicle for social change, and more generally on taking ideas into action.

With the press coverage and increased credibility came more attention. As the founder of SoJo, I was now being approached by many folks for advice and help. Although humbling to know that people respect your opinions, I learned and continue to learn how to push back and place and increased value on my time.

I recognized the need to work smarter, not harder. In efforts to get myself better organized and not get bogged down by my inbox, I challenged myself to email-free Saturdays -- and have since disabled all notifications on my phone. More than ever do I acknowledge the importance of not being connected to my work 24/7.

I felt like a small fish in a big pond when taking SoJo's first international trip to the UK. That trip inspired a strategic move a few months later to launch SoJo out of Beta. Moving forward, SoJo needs to move out of the sandbox and into the real world. Yes people are more critical and have endless expectations, but taking SoJo out of Beta has given myself and the team confidence to share SoJo and highlight all of its strengths; namely our endorsement from the Canadian Commission for UNESCO, reaching over 15,000 individuals during its beta test phase and creating the most comprehensive collection of informational resources and tools geared to helping early-stage social innovators take their ideas into action.

Yes, we have a site to be proud of, but this latest product launch's greatest accomplishment was without a doubt the success of bringing together SoJo's team. We held our first team meeting only 3 weeks before the launch. 366 days ago I clearly stated that SoJo's greatest challenge ahead is its people; on boarding and managing the right people to the team. Human resources will remain an ongoing challenge, however it is no longer our greatest challenge.

SoJo has been incredibly lucky with its people this year. Our co-designer experiment was extremely successful. Technical talent joined at the right time. Linus came in time to see our public Beta to a successful launch, Jesse joined in time to see SoJo's post-beta launch, and Rebecca joined as our first female developer. Despite being lucky with technical talent, my 8-month long search for a CTO came up dry. After countless hours into the process and utter exhaustion, I have shifted my energy away from this full-time search. We have since opted to crowd-source SoJo's CTO. An idea that is experimental; as brilliant as it is risky. Necessity forces you to be creative, and I'm hopeful this will be a great interim solution. We recruited more senior talent to help in communications, outreach and partnerships.

SoJo broadened out its mandate. We moved from serving youth to serving first-timers, and from projects to social innovations. SoJo also created its own legal structure: the hybrid social venture. Two moves which will serve as an integral foundation moving forward. Disappointments were inevitable, and with time became better at dealing with disappointments.   

A breakthrough moment emerged when I came up with a viable idea for a business model. After nearly 2 years of people asking me: "how will SoJo make money" what a relief to finally have some answers. May I remind you that our focus up until now has been proving the value of SoJo, and not monetizing it. As such, SoJo is a living breathing example of what can be accomplished with very little money.

A theme that emerged throughout the year is the importance of listening to your body and taking care of yourself, and the value of taking a break.  The past 12 months have been a record for the amount of times I got sick. In the new year, I vowed to be living proof that it is possible to achieve success without driving yourself into the ground. Although I no longer romanticize struggle, considering I suffered from a near burnout only a couple of weeks ago, it is clear that I still have a long way to go...

Moving forward our greatest challenge will be managing growth. Graduating from an entirely bootstrapped early-stage startup to a growing startup that needs to accelerate its pace of development and acquire newer resources to get started. Although I'm intimidated by what lies ahead -- when looking back at the past year, past behaviour has shown that miracles are possible and that SoJo has consistently been able to overcome adversity. Bring it on!


 
 
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IVEY, one of Canada's leading business schools approached me to write a case study on SoJo. I was delighted and honoured, as IVEY cases have a far reach nationally and internationally and what better way to get out SoJo's story.

Up until now, I shared SoJo's story in more of a narrative format; explaining chronologically the milestones we've achieved, challenges faced and decisions made. Yesterday I met the lead researcher, Professor Oana and case writer Melissa. It is fair to say, I had no idea what I was getting myself into. Oana started the interview asking me about the tensions I am currently facing. Before I knew it, I felt as though I was in a psycho-analysis therapy session. Her questions were poignant, difficult, intense, and reflective all in one.

Over the last 2 years, I have had conversations with a couple hundred people about SoJo. My messaging has changed throughout, as did the product of SoJo -- however the vision was always the same. Albeit with time, I've become a better communicator, based on an initial conversation, not a single person has been able to understand the depth and scope of SoJo's vision. What was special about yesterday, is that I never explicitly told Oana what the vision was, or what SoJo was working towards, however she was able to recite to me with precision and greater eloquence what SoJo stands for and what it strives to do. Although a little scary, more than anything this validation was encouraging and exactly what I needed at this point of tension. (see earlier post on burnout).

Again, without sharing all of our key actions, decisions made and iterations, Oana drew a model that scientifically mapped out SoJo, our trajectory, the implications of our decisions. Models are incredibly abstract, and she was able to ground every node into key actions made by SoJo. Her assumptions validated what we the strategic planning team has been talking about for the past month. Having been through academia myself, before this conversation I was convinced that there was a disconnect from the ivory tower and reality. Without an agenda or political bias of her own, coupled with years of cutting-edge research, Oana restored my faith in academia. She is a fountain of knowledge and was able to clearly do what no-one has been able to.

This blog has been an outlet to share my thoughts, and it has been second nature to document SoJo's story. Being asked to trace back motivators, emotions and feelings with greater precision was difficult. Talking about vulnerability brought me down unexpected philosophical tangents. It felt as though I was being deconstructed as an individual, as she made inferences about my personal relationships with people and what motivates me as a leader. I'm still digesting and making sense of it all...

3 hours later, she circled back to her first question, and identified that the source of my tensions is growth.

SoJo has graduated from early-stage startup to being a startup. Accelerating the pace of development, building out resources to meet this growth is only one challenge. Outgrowing our users, while being authentic and true to the vision is the greater challenge. As we navigate through this period of growth, I will be more disciplined about documenting our journey on this blog. Please bare with me, as the lack of coherence in this blog is a mirror reflection of the lack of coherence of everything in my head.

I left this interview feeling like I got more out of it than what I gave the case writers. I suppose that's what we call a win-win.
_

 
 
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Earlier last week I came to the realization that I was going over the edge and reaching burnout. Although I started writing this post over a week ago, I'm only now having the courage to openly talk about it. Having a persistent and stubborn personality often forces me to push my limit.

Some indications that lead me recognize that something is wrong:

Insomnia: Normally, I sleep like a rock. Many of my friends are envious of my abilities to sleep on a park bench in broad daylight. I suffered from insomnia every night last week. My subconscious is constantly busy with noise. I was unable to reason through my thoughts, as everything was blurry.

A visit from the parents: My parents came into the city early last week to see me. When asking them what inspired their visit (it is rare that they come during the week), they both said: "we're worried about you."

Sick: Feverish, sick and without energy to move, I spent a couple of days in bed trying to recover and recoup. Morning wake-ups over the past 2 weeks were a struggle.

Grungy: I showed up to the office wearing sweats. I was raised to always look presentable when being out in public, but on days when I had no external meetings, I had no desire to put effort into my wardrobe.

"You look tired": Although feeling sick and going for the grungy look does solicit such comments, being consistently being told by the people who see me on a daily basis "you look tired" made me realize I wasn't given off a positive image of myself.

Limited desire to engage: As an extrovert who naturally derives energy from engaging with other people, I had very little interest in holding up a conversation with someone who wasn't a team member. Conversations which would normally come effortlessly, now came with great effort.

Knowing that something is wrong: Although these signs were apparent, sometimes what's worse is feeling like you have weights on your shoulders bogging you down, but not being able to pinpoint why. I absolutely hated answering the question: "how are you doing?" I did not want to sound ingenuous by saying that I was fine, when I wasn't, but also did not want to say "I feel horrible, and I don't want to talk about it."

Feeling overwhelmed, before any of the above symptoms surfaced I approached an advisor to talk. He knew right away that I was in a lull and tried his best to tease out the source of my frustrations. I had nothing to say.
In response, he said two things:

~ The more successful you become the greater your challenges
~ Let it be


That was 3 weeks ago.  At the time, I did not understand or appreciate the latter piece of advice. Rather than recognize and accept that something was on the cusp of stirring inside of me, I deliberately chose not to listen and let it be, and continued going down a path that would ultimately lead to a burnout.

When reflecting back, I wonder if I had the foresight to accept what was going on, then maybe I would have spared myself a lot of emotional and mental stress and could have rationally tried to identify the root causes of my feelings of being overwhelmed. Perhaps I needed to push myself over the edge, as great insights have since emerged.
It's hard to say. I do know two things:

1-Burnout sucks, and its nothing one should strive toward. I'm still learning to catch onto the signs before tipping over the edge...
2- When you're in a lull, you can only go up from there. I am seeing the light and it is a great feeling. _

 
 
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SoJo has been running lean since inception. I often take a step back with awe, thinking about all that was accomplished with no external funding. Bootstrapping a venture comes with tradeoffs and compromises. SoJo's beta site was initially hosted on one of our team member's servers to save costs. At the time it felt redundant to pay for hosting fees when there was trusted and freely available resource. SoJo has since migrated to a dedicated server, recognizing the need for full control, however outstanding files were on our original shared server. Since we do not own the server, we do not have full access to it. Our former team-mate is currently travelling in rural China with limited access, and getting access has been a challenge.

It is incredibly frustrating to move a product forward when there are bottlenecks that are completely beyond your control. An issue as simple as access has definitely slowed down the entire development team. This lesson has taught me to think long-term when making immediate decisions. It is impossible to foresee every possible implication of a decision, but understanding the risks upfront can help to make more informed decisions.

All things considered, given my limited knowledge and our resources at the time I think I made the right decision accept full responsibility for the unintended consequences that we are now facing. As the stakes increase however, we need to make more informed and well thought out decisions, as potential risks also increase exponentially.

At a time when everyone on our development team is frustrated, I must be particularly understanding to their situation, readjust expectations and ensure their negative energy does not get bottled up. To keep my peace, I go back to our core values, and remind myself that we must embrace imperfection...

 
 
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Disclaimer: What I'm about to share is highly experimental and is not grounded in any theory or practice.

SoJo has many exciting product development decisions to make. Based on early insights from the strategic planning process, SoJo needs to improve the navigation, usability and interface of the public site. In parallel to making these improvements, SoJo is building its first-ever enterprise-level software product. The stakes are much higher now, and decisions have greater implications. I was able to guide the team to building a content site using a Wordpress framework in its most basic functionality. This next phase of growth is much more complex, and beyond our current capacity.

SoJo has great development team. When given proper direction and structure, they are able to execute above and beyond. That being said, both developers are fairly junior and SoJo is the largest technical project either of them has worked on. Trial by fire has been our methodology thus far,  however it can be a hindrance in moving SoJo forward. The entire organization needs to work at a more accelerated pace to achieve these next set of milestones.

When seeking advice, my challenges around the gap that exists between translating business requirements into functional requirements, the need for a CTO (Chief Technical Officer) came up quite often. Most successful technology companies are co-founded by a technical person, who becomes the CTO. Bringing on an external CTO at this stage of our development will be challenging. We have no intentions of selling SoJo for millions of dollars in the coming years, and the financial payout seems be to be a large motivator to attract good senior technical talent.

Technical recruitment has always been a challenge. Linus and Jesse joined SoJo right before major product launches. For the past 8 months, I've been keeping my eyes peeled for a technical partner. After 3 intense and focused months of searching for a technical team member, I've learned that effort will not always equal result. With the inability to offer a 6-digit salary and a highly competitive market, finding the right person will remain an ongoing challenge for us.

SoJo is in a conundrum where it needs a CTO to grow, however is unable to find one -- therefore the only logical solution is to create one. To fill its technical deficiencies, SoJo will be crowd-sourcing its CTO. This is highly experimental in nature. I have not found any successful case studies and I am still figuring out what it will look like.

Traditionally, crowd sourcing implies reaching out to the public for assistance. In this case, I will be reaching out to a closed network, seeking referrals to source individuals looking to commit their skills and experience to SoJo. Since SoJo is not building any unique technology, all development related activities can likely be covered by our existing development team. What we need instead is support in project management, information architecture, decision making and industry insights. Most of these skills come from experience, and so it makes sense to leverage the experience of many professionals, most of whom can complement one another. In addition to benefiting from the skills and expertise of experts in their respective fields, not having someone in the daily grind of the business can also provide fresh perspectives.

Product vision and business requirements will continue to come from me, so the crowd-sourced CTO will be used for technical guidance.

This approach is highly risky for many reasons:

Lack of ownership and accountability
SoJo will not the first priority of any of the individuals. Being a secondary activity, they may not dedicate the mental energy or time required for this role. A dedicated CTO invests in the company, both with their time and expected payoff. It will be difficult to hold a crowd-sourced CTO accountable to the advice that they provide, as the consequences of their advice may not directly impact them. Beyond goodwill and the opportunity to shape an organization with huge potential for impact, there is not much more that I can offer to our crowd-sourced CTOs in terms of compensation.

Effectively communicating the problem
A crowd-sourced CTO will not be able to get into the trenches or depth of problems. Only someone that works on a project day-in and day-out will understand all of the intricacies of certain technical issues and implementation problems. When only providing incomplete information, we risk getting incomplete or misleading advice.

Fragmentation
With multiple brains giving out different pieces of advice, it is likely that we will receive conflicting and incomplete advice. Distinguishing between everyone's bias can result in a lot of inefficiencies or lead us down a wrong path. Similarly, the different features and technical elements to our products are all intrinsically linked. Each crowd-sourced CTO will likely look at their own issues in isolation. Without taking into account the technical inter-dependencies of each of the solutions, it is possible that solutions to one problem create bigger problems elsewhere. 

Time

Having a dedicated CTO will free me completely of all technical related activities. With less focus on the product, I'll be able to dedicate my time to equally important CEO-type activities, such as getting funding, building the brand and supporting other functions of the organization. In addition to coordinating the schedules of the CTOs I will still be primarily responsible for relaying that guidance to the technical team.  

Risks considered, I'm quite excited about going ahead with crowd-sourcing SoJo's CTO. This could be an experiment gone wrong, in which case we know that we exhausted every option. On the other hand, this can potentially be a new model for what is possible, given limited resources.