I watched a lot of Millionaire Matchmaker in my 20s, and I find myself thinking about the show even today. I KNOW that Patti Stanger turned out to be totally problematic in a zillion different ways, but since we didn’t get cancelled when Sheila published an excellent newsletter about Anne Hathaway’s age-defying face, I’m feeling emboldened.

On the show, Patti and her team of punk rock assistants would work with a client - usually an older “millionaire” seeking a young woman to ride shotgun in his red Ferrari. Ick. Patti would usually deliver said women - but that’s not where she’d start. No, first we’d start with an amusing romp through the man’s dating history, trying to detangle what’s go...

When I got accepted to UVA (early decision, of course, because I’m an achiever) my grandmother said, “that’s great, there are lots of men there!” And wouldn’t you know — she was right! And I managed to find and date the WORST one for way too long #achiever.

My grandmother is not the only backseat driver out there. Everyone around you is going to have an opinion about whatever you're doing, and those opinions usually have zero to do with you — their opinions and “feedback” are usually entirely about their own fears and anxieties. In the best cases, the feedback is coming from a place of love, but it’s still 100% annoying.

So unless those people around you are actually experienced in what yo...

We talk often about why business plans are essential to providing you the information required to find the right space and right deal. But like many things in our TikTok-attention-span world, the style and appearance of your business plan are going to do a lot of the heavy lifting.

If we're really being honest, not many people are going to read your entire business plan. My mom will, and she'll happily point out every grammatical error, but she's not your target audience. Anyone who you need to say "yes!" to your business plan is most likely going to skim your plan and read only the sections they're most interested in.

This means that your plan has to land on desks (or inboxes) and m...

Why do so many new and growing businesses make bad decisions when it comes to signing a lease? I went to the wise oracle at Delphi — just kidding, I went to the internet — to learn what (as scientifically as possible) makes a good decision.

Scholarly-ish articles and graphics on the internet repeat similar concepts of the elements deemed essential to the process of making a “good” decision. It struck me over and over again how painfully absent many of these are for people seeking to sign their first…or even second or third lease. Here's what I found...

There are the four main pillars of good decision making:

Define Goals - What exactly do I want/need?
Uncover Alternatives - What are ...

We've got some thoughts on searching for the "one" perfect retail space, and why the entire premise is misguided and potentially derailing.

We've all seen fictionalized accounts of a lovelorn someone searching for the "perfect" partner. You know the ones -- we watch as the protagonist goes on an endless string of first and second dates, only to determine that no suitor is right, much to the frustration of their friends and family who keep urging them to stop being so picky. Like Molly's friends and family in Insecure before things got serious with Taurean.

Is this entire concept pretty antiquated and ridiculous? Yes. Is it relevant to retail real estate? Also, yes.

You see, ...

Like all long term relationships, your feelings toward your business will change and evolve over time. I don't know a seasoned retailer who doesn't have a big ol' mixed bag of feelings about their business. Few things in life can bring so much joy and frustration, pride and defeat - sometimes in a single day.

For retailers just starting out, it can be confusing and a little scary when they start feeling REAL feelings (other than excitement and joy) about their budding business. Is it time to throw in the towel? Probably not.

Go with me here on a little analogy trip...

The romance starts with butterflies and flirting: What if instead of counting these beans all day, I finally open...

Maybe you’ve been managing coffee shops for years, made a billion cortados, can schedule your staff in your sleep, and now you’re ready to strike out on your own. Or maybe you’re done with corporate life, and your great resignation and passion for nitro cold brews has ignited your dreams of owning your own coffee shop. Wherever you’re starting, you need to know how to open a coffee shop like a pro, even if it’s your first time.

Here are five simple rules to opening a coffee shop without making rookie mistakes.

Rule #1: Have a business plan with financial projections.

If you’re more comfortable dialing in gorgeous washed process Ethiopian coffees than creating financial models, that’s okay...