Issue 40: From Roulette to Blackjack
From Serial Marketer: "The Cutting Edge of Marketing”

What game of chance would you use as an analogy for the odds of landing a senior-level marketing job in this climate?


The Powerball lottery?

Three-card Monte?

In a discussion group that I'm part of, someone recently posted about seeking job hunting advice (for a friend - always for a friend). While I won't share his or others' comments, after some members got distracted by calculating various roulette odds, here's what I had to offer:

While often the odds of winning roulette five times in a row seem better than landing a marketing leadership job, to get a seat at the best roulette tables, a lot of it depends on the effort you put in. (Luck, dumb luck, and moronically dumb idiotic luck still account for much of the success.)

Yes, when I've looked for jobs, I've taken lazy routes and applied to some easy-apply LinkedIn jobs. And usually it's because I didn't care that much, but I'd have been happy to have a conversation if someone called me back. I can't say my phone ever ran off the hook from such a strategy.

However, if I saw a listed job, or I saw a company raise some money and might be hiring, or I just really wanted to get in somewhere, I'd check out the leadership team (or investors if possible) and see how I was connected to them, and then look for those friendly points of contact. 

Along the way, if it's a longer search, or if you have the luxury of testing the waters well before you're committed to searching, you wind up with a roster of people who say they will introduce you to their connections when you have an ask. Most of the time, no one ever asks. I know this because I extend this offer often enough to friends, and it's rare to hear someone take me up on it.

For my own search, I have kept a list of people who really will make such intros. Surprise: people who offer to do this, especially because they're a friend of yours or are just ridiculously supportive human beings, really mean it. When you're able to get that friendly introduction, the odds go way up, at least to get in the door. Then, maybe, just maybe, you're playing blackjack instead of roulette. Or perhaps you're playing strip poker against someone wearing ten more layers than you, where there is some path to victory, even if not the most likely one.

For your own searches for jobs or clients, what have you done to improve your odds? What's the biggest obstacle you've overcome? And, generally, what are you making of yourself? 

As always, I'd love to know.


PS: Scroll down to see a lot of recommendations for sessions at South by Southwest (SXSW). If you have your own to share, let me know, and I'll add it for next week. If you're going and want to meet, I'll be there 3/9-13.


This essay on phone addiction from a technology writer is one of the best in the increasingly prevalent genre of disconnection. It also makes me far more conscious of my own screen usage. Read this - or save it for when you have five minutes to really process it.

I blazed through "Russian Doll," and yes, it is that good (and the first Netflix show in awhile I've felt was as good as everyone says it is). This essay looks at how the show's creators adapted video game dynamics, even when viewers don't have any control over the outcome. Thanks to Andrew Rosen's excellent PARQOR newsletter for the link.

There might be few jobs worse than a social media content moderator - like, say, a landmine detonator, but I can't think of too many office jobs off-hand that seem more miserable than this. Casey Newton at The Verge managed to visit a center Facebook uses for contractors to monitor flagged social posts, and it has this Potemkin Village feel to it.

If you've seen my public spreadsheet of 100+ tech recommendations (and some services), now there are far more on the list, with new entrants highlighted, and lots of new categories. Check it out, bookmark it, share it, and of course let me know if you have other recommendations that should be there.


Want to include your event below? Just reply with the details.

March 8-seemingly forever
Will you be there? Let's meet. I'll be in Sat 3/9-Wed 3/13. Below are some featured sessions from friends of mine and other reliable sources that you should check out. Write me to add yours to the list:

-Brand Innovators Austin, March 8-10
-Vox Media's The Deep End, March 8-10
-Rockefeller Foundation: Global Innovation Zone, March 8 11-6
-Rohit Bhargava: 7 Non-Obvious Trends for 2019, March 8, 3:30pm
-T3 (w/Tanya Dua): Cultural Appropriation vs. Cultural Appreciation, March 9, 3:30pm
-Huge: Let's Prototype a Voice-Activated Interface, March 9, 3:30pm
-The Drum (w/Geoff Colon): The Age of AI-Powered Search, March 10, 10:30am
-Milk Bar and Redscout: Innovation in Pursuit of the Unexpected: March 11, 9:30am
-RPA: Cancer is Scary - How Animation & AR Can Help, March 11, 3:30pm
-Vox Media (w/Kerry Flynn): Advertisers' Responsibility in the Digital Age, March 11, 3:30pm
-Goodby Silverstein & Partners: Girl Culture, March 11, 5pm
-Brian Solis: Featured Session, March 12, 11am
-Shiv Singh: Being Savvy in the Post-Trust, Fake News Era, March 12, 12:30pm
-Mark Stouse: Insights to Actions: Analytics-Powered Marketing, March 12, 12:30pm
-Kerry Flynn: The Future of Programming Across Platforms, March 12, 12:30pm
-Huge: Brands in the Era of Political Tribalism, March 12, 12:30pm
-RPA: Privacy and Humanity - Terms and Conditions May Apply, March 13, 11am
-C-Hear: Designing for Accessibility, March 13, 12:30pm
-Audrey Wu: Chatbots and AI - Business, Legal, and Ethical Concerns, March 13, 12:30pm 
-Brian Zisk: Elevator Pitch Session, March 13, 12:30pm
-Forsman & Bodenfors: Innovation and Connection at the Speed of Sound, March 14, 11am
-Brian Zisk: Digital Money Meetup, March 15, 3:30pm

Event: April 5, Venice, Italy
The Crowdsourcing Week BOLD Awards, showcasing innovative businesses and individuals, will be a rewarding event for amazing projects, individuals and companies. Apply to attend.

April 10-12
The ANA Media Conference brings together media leaders to galvanize the industry and share actionable insights on the newest ways of connecting with today’s consumers.  Attendees will be able to network with more than 600 marketers to gain firsthand knowledge from those facing similar challenges. Speakers will cover the industry’s most critical topics including media agency reviews, e-commerce, voice/audio, GDPR, programmatic, transparency, data, owned media, in-house agencies, digital media, and more.  The agenda includes CMOs and Heads of Media from Procter & Gamble, The Hershey Company, JPMorgan Chase, MasterCard, Wayfair, GlaxoSmithKline, IHOP, Mars, Johnson & Johnson and more!  This conference was sold out last year so register and reserve your seat



Reach out to me if you want introductions or any additional information. And let me know if you have other job postings you'd like to share.

Senior Art Director
The A Team, is looking for a talented SENIOR ART DIRECTOR to join our NYC team.
Specific Job Requirements:
•    Responsible for the execution and on-time delivery of high quality creative materials.
•    Confers with the Creative Director and Account team to determine objectives, budget, background information, and presentation approaches, styles, and techniques.
•    Responsible for managing creative projects from inception to final release
•    Responsible finalizing the creation of all print/digital visual design, including typography, visual concept and logo design
Contact: Owen Boland - oboland (at)

Director of Marketing
Here's the listing, and I'm in touch with someone there (who's very active in the Slack group) if you need an intro. "MightyHive is helping brands and marketers make sense of a digital media and advertising landscape undergoing a tectonic shift. MightyHive needs a Director of Marketing to help tell our side of the story and help decision-makers understand what we have to offer and why it’s important. Our message needs to be compelling and accessible, and our content, stories, and materials need to reach our audience wherever we have an opportunity to capture attention—in boardrooms, on sales calls, in the press, at conferences & events, via social media, or via organic research."

Senior Manager, Performance Marketing & Analytics
A lead via a member of the Slack group: "Responsible for end-to-end project management of social media amplification and performance marketing for our influencer marketing and branded content business. This is a mid-level role with an emphasis on campaign management, reporting and performance analytics."

Content Manager
Via E.B. in Slack: This is a fun, fast-paced environment. Position includes client-facing opportunities. Must be strategic thinker with excellent writing, editing and organizational chops as well as deep understanding of this industry/terminology/issues and obstacles faced by both agencies and marketers.
Basic deliverables include:
1)    Manage proofreader and also help edit high volume of articles on media, marketing and advertising
2)    Support the publishing process between MediaVillage, our member partners, columnists and Head of Content Strategy
3)    Help build and manage multiple Editorial Calendars
4)    Ensure all publishing is on schedule/coordinate details internally and with clients
5)    Review all initial social media posts for accuracy and style
6)     Work with journalists to schedule interviews and participate in the approval process with clients
7)    Train to upload member content to CMS, and be a resource for miscellaneous publishing support
More details to the right potential candidates. EOE!
Please email me at Insites @

Business Development Representative
Via a friend who is an advisor: The News Project Inc., a New York City based startup, has launched its initiative to drive new approaches for developing successful digital news and information businesses. Our goal is to utilize technology and integrated services to empower journalists, philanthropists, entrepreneurs and investors in information businesses to rapidly launch and effectively operate high-impact, sustainable news and information properties focused on vital underserved topics and passionate communities. We are looking for someone to grow with us. For now, it’s a part-time, contract position for a Business Development pro who will be responsible for developing and managing new sales opportunities with key commercial and non-profit publisher prospects in our target markets. The primary focus is to drive new business leads and cultivate prospects for our publishing platform. 
Contact me for the job description or an intro to the team

Executive Administrator
Sales Development Manager
Marketing Coordinator
The Digital Place-based Ad Association is a fantastic group that I've had the pleasure of being involved with. They're looking to expand their New York team with a few roles. See the descriptions, and let me know if you want me to refer you their way. About them: "With over 130-member companies, DPAA represents the thriving Digital Out Of Home (DOOH) media sector to brands and agencies through thought leadership, events, marketing initiatives, etc. We create a community for our members to network, learn from each other, do business with each other, while working together on industry solutions."

SEM Specialist
From my friends at DidIt: "The Senior SEM Specialist is responsible for the execution of campaign management projects and responsible for implementation tasks across the team’s client roster. No independent agency has the heritage and expertise in SEM that Didit does; with 20 years in SEM and 23 years in SEO. Come grow with us." If you want an intro, let me know.

Enterprise Account Exec
Here's another I can give a friendly intro to: "Asana is a leader in the Collaboration Work Management space touting over 50k paying customers in 194 countries as well as strong penetration of the Fortune 500.  After carefully building the Enterprise Sales segment, Asana is ready to scale that business pillar. As a member of our growing Revenue group, you will be instrumental in defining, testing, and growing a sales model that balances bottoms-up scale with top-down positioning.

Marketing Specialist
New York, NY
I love this firm, run by a former boss of mine, and it's a phenomenal opportunity. Let me know if you want a referral. Details: LL just posted a great opportunity in NYC for someone early in their marketing career (2-4 yrs experience). We're looking for a digital-savvy marketer to support our open innovation programs on behalf of our clients + contribute to our corporate marketing / business development. This is a unique opportunity to help our clients solve complex problems. At Luminary Labs, every client is an incredible client, and every problem is one worth solving. We're currently addressing the opioid crisis, the democratization of science, the future of education and work, tech ethics, health, and more.


David Berkowitz, publisher


100+ TECH RECOMMENDATIONS (updated regularly)


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