A Path for PSL - One Man's Take

Last night, Philly Startup Leaders held a fishbowl event.  Members of the community came together to discuss the future of the organization both in principal and in practice.  A lot was said, and a lot was shared.  At the end of the night, many words had been expelled from people's mouths and keyboards, but I'm not sure that anything had fundamentally shifted.  Though I'm loathe to stroke Alex Hillman's ego by quoting him twice in the same week, I'm going to do so via the tweet pictured below.

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While I genuinely believe that last night was both engaging and worthwhile, I am concerned that anything that comes from a group that large will be neutered by the process of consensus building.  With that in mind, I thought it would be valuable to contribute my specific, actionable vision for the changes that the organization should make.

The Problem Statement

PSL is an organization with a clear mission statement that does not clearly align with the "boots on the ground" reality.  The mission statement is tuned to a small, focused group with common goals and motivations.  The actual organization is broad (1000+ members), with a wide range of motivations represented by vendors, entrepreneurs, mentors, students, etc.  The leadership is guided by this mission statement and therefore is running a group that doesn't actually exists.  Analogously, they are setting the ground rules for a small college class and then are trying to apply them to a raucous high school auditorium.  The problem isn't the rules or the audience, it's the mismatch.

The Philosophy of the Change
The problem can be solved through honesty, transparency, and boundaries.  

First, PSL (in both leadership and membership) needs to openly admit that it is a broad community serving more than just leaders of tech startups.  PSL serves everyone who actively participates.  I'm going to pick on Fred Wilf of the Baer Crossey law firm for a moment.  When Fred presented at the fishbowl, he was openly mocked on the live chat because he was a vendor.  While this may (or may not) have been in jest, the underlying view was that vendors are only there to leech off of the group.  From speaking directly with Fred earlier in the evening, I believe that he would feel a sincere sense of loss if he was no longer able to participate in PSL.  This reflects the fact that PSL gives Fred an opportunity to participate constructively in the community, and that is valuable to him beyond any business that might come his way.  In that respect, Fred is served by PSL.  We should all honestly come to grips with all facets of his and other vendors' various roles in the community.

Second, PSL needs to be transparent about who is in the community and why they are there.  We've explored Fred's role above.  Another attendee last night was Kirk Watkins.  Kirk is an experience businessman who participates in PSL to help younger entrepreneurs refine and grow their businesses.  When you speak to him, he is very clear about why he participates, what he hopes to give (a lot), and what he hopes to get back (not much).  The organization needs to give Kirk, and everyone else a more public and systematic way to express the role they play.

Thrird, PSL needs to create some boundaries.  Once we've established different roles in the community, it's natural to admit that not every event is appropriate for every role.  There are times when entrepreneurs need to be able to take off their public face to express worries they'd only share with their peers.  Vendors, and even mentors, detract from these events.  There are other times when startup leaders are looking to expand their networks and learn from those who have been there.  Both vendors and experienced business people add great value in these situations.  PSL needs to help manage these boundaries so each event can blossom from the proper mix of attendees.

Brass Tacks: How To Get It Done

Roles, Dues, and Segmentation.  That's it.  If those three things are addressed, then the sky is the limit.

Every member should have to identify the role they play in the community.  The roles are clear and simple.  The board should have final decision making power if a member is improperly categorized.  All existing members should be required to re-register by January 1 and should select a role through that process.  Without further ado, here are the roles:

Startup Leader: Any member who is actively participating in a day-to-day role in a company that was legally registered less than 2 years ago and personally owns over 20% of said company.
Startup Member: Any member who is actively participating in a day-to-day role in a company that was legally registered less than 2 years ago and does not own over 20% of said company.
Sustained Business Leader: Any member who is actively participating in a day-to-day company that is more than 2 years old and personally owns over 20% of said company.
Supporting Partner: Any member who intends to solicit members of the community regardless of any other criteria that might put them in another category. The leadership will need to actively address members in other categories that should be Supporting Partners.
Student: Individuals actively enrolled in an undergraduate or post-graduate program at a local college / university.
General Member: Everyone else.

Now for the controversy... Dues.  All members should pay dues.  The objective here is to weed out the passive, casual member.  This modest barrier for entry will lighten the load of having to support a 1000+ member organization when we really probably have a 400 member organization with 600 hangers on.

Now for the hedge... In Kind Participation.  All members should have the opportunity to contribute to events instead of paying their cash dues.  For example, a Supporting Partner might participate in a panel event and be given a $100 in kind credit.  A startup leader or student might help setup or tear down an event in return for a $20 credit.  The board should determine the need for participation and relative compensation.

Dues:
Startup Leaders & Startup Members: $60/year
Sustained Business Leaders, Students: $20/year
General Members: $80/year
Supporting Partners: $500/year or $5,000 for an entire company

Finally, the organization's events and communications should be segmented based on the roles above.  Certain events might be open to all, while mentoring events might be just for Startup Leaders and Sustained Business Leaders.  Similarly, the mailing list should be replaced by 3 groups ("Everyone", "Startup Leaders Only", and "Startup Leaders-Startup Members-Sustained Business Leaders").  Whether we leave the mailing list technology in place or go to a forum or LinkedIn group is merely an implementation detail.

So, that's my take on some simple, actionable steps towards moving the community forward.  Congratulations on making it to the end!

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