Skye Ostreicher, The Political Personality

Skye Ostreicher, The Political Personality Bringing life to local politics in an engaging, fun way

I said it best at age 3, when asked to “cry boo-hoo” during the nursery school singalong. I declared: “I’m not sad! I’m ...
01/08/2026

I said it best at age 3, when asked to “cry boo-hoo” during the nursery school singalong. I declared: “I’m not sad! I’m happy!”

I’ve watched great projects lose - not because the plan was weak, but because trust was late.That’s what I mean when I s...
01/06/2026

I’ve watched great projects lose - not because the plan was weak, but because trust was late.

That’s what I mean when I say storytelling is an outcomes function in New York: receipts, transparency, and credible messengers before the ribbon cutting

If this resonates with you, let’s get you In The Room…

In his own words 🙏
12/31/2025

In his own words 🙏

20 favorited candids of 2025 Wishing peace, love, laughs and blessings of abundance, success and prosperity to all in 20...
12/31/2025

20 favorited candids of 2025

Wishing peace, love, laughs and blessings of abundance, success and prosperity to all in 2026 ✨

We all scream for the scoops 🍨 📸:
12/19/2025

We all scream for the scoops 🍨

📸:

When I created In The Room Media in 2023, I called myself a storyteller, and it didn’t sound serious enough. Two years l...
12/16/2025

When I created In The Room Media in 2023, I called myself a storyteller, and it didn’t sound serious enough. Two years later, The Wall Street Journal writes about companies needing storytellers, and I feel validated.

The truth is: companies are investing in PR, marketing, digital, lobbying, comms - all in separate verticals - and the message becomes disjointed. While that may impact a company’s image or bottom line, the stakes are so much higher if it’s a company looking to do business with New York government.

When a company wants to work with government, storytelling is about earning trust before you need it, then proving it in public.

That is exactly why I created In The Room Media: to take the mission, the work and the humans behind it, and put it in front of the people who actually vote on funding, permits, policy and priorities.

I think we all can agree: this is a cute menorah 🕎 I went to bed upset about the shooting at Brown University, then lear...
12/14/2025

I think we all can agree: this is a cute menorah 🕎

I went to bed upset about the shooting at Brown University, then learned about the Bondi Beach shooting that deliberately targeted Jews hours later. There aren’t enough curse words to explain how I feel about these incidences.

I think the Black Eyed Peas said it best back in 2003: “What’s wrong with the world, Mama? People living like they ain’t got no mamas. I think the whole world’s addicted to the drama. Only attracted to things that’ll bring you trauma… “

I’ll stop asking “WTF are we doing to stop this?” because it’s literally the definition of insane to keep asking that question and expect a different outcome.

But what I won’t stop doing is having faith, shining bright, and smiling. Because joy isn’t naive. Joy is a choice. Joy is how we stay human.

Spread joy 🧁 🕯️ 🕎

You had to be there… but even if you were… you still wouldn’t believe it!
12/10/2025

You had to be there… but even if you were… you still wouldn’t believe it!

Politics, Hospitality & Personality discussed on an upcoming episode of podcast by recorded at How much more fun is i...
12/08/2025

Politics, Hospitality & Personality discussed on an upcoming episode of podcast by recorded at

How much more fun is it to attend a dinner party or a holiday party or even a private party with a bouncer at the door - rather than a sterile office meeting in a conference or board room?

We BOND by getting people IN THE ROOM 🍾 💥

Welcome to Skye’s Sundae Scoops 🍨 my weekly New York politics & government newsletter which helps readers get to know th...
12/08/2025

Welcome to Skye’s Sundae Scoops 🍨 my weekly New York politics & government newsletter which helps readers get to know the people and personalities behind important local decisions

The newsletter has a 67% open rate, which I understand is magnificent, and sometimes I fall on the floor when I see some of the readers who subscribe!

It takes me hours each week to compile, going through my own notes and photos, text messages, emails, social media, and making sure I have the “who, what, when, where and why” of each item

I like to keep everything positive in here - no “gotcha” or scandals - simply showcasing who is with who and where and why and what they’re doing to improve the lives of New Yorkers. Too often is our news negative, biased or misunderstood, and I like to think of this newsletter as a unique blend of politics and personality from a fresh, on the ground perspective, written by someone who has great respect for our public servants (me!)

I accept scoops, photos, blurbs, events, and nominations for political personality of the week, on a rolling basis. There’s no cost to subscribe, and no paid advertising.

You can subscribe to the weekly newsletter at the link in my bio, or DM me your email and I’ll sign you up 🫶

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