Minneapolis based creative real estate developer. Dad of two strong young women.

Minneapolis, MN
Joined April 2009
A few years ago we were designing Akin, a 204-unit apartment building in Minneapolis. I remember obsessing over hundreds of tiny decisions. Where to spend money. Where not to. What people would actually notice and care about. We killed expensive pendant lights and saved ~$50k. Changed the lighting package elsewhere and saved another ~$50k. Then spent some of that money on things I thought would actually make the building better. Better fitness. Better common spaces. Little seating nooks at the entry. Better appliances. Landscaping. Outdoor saunas. A million small things. The goal was never to spend more money than everyone else. It was to spend the same money better. I was on a call about Akin this week and the property manager told us it’s one of the most thoughtful buildings they’ve seen. People love the design and the way the spaces work. It’s also currently 99% occupied. That was really gratifying to hear. Development has been brutally hard the last few years, and I haven’t spent much time thinking about what I actually love about it. This was a nice reminder. I really love making places. And I think one of the most underrated parts of development is that great design doesn’t always have to cost more. Sometimes it’s just caring enough to make 500 small decisions differently.
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My wife and I have been running hard for a long time for our kiddos and need a break together. We’ll have been together 25-years on December 31. Trying to find two nights to get away in January. Where should we go?
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I have a personal rule that if a kid is out selling something himself instead of making his parents do it, I’m buying. Anyway, I’m now the proud owner of a $20 bag of Boy Scout popcorn. I may need to revisit this policy.
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I just helped my daughter with some of her homework and it was about the Jamestown brides. We have a lot of tough stuff we deal with in the world today, but if you don’t understand this is the best time (by far) to be alive in history, I suggest you read a history book.
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Sean Sweeney retweeted
Chad is a must follow for design and development. When I was sitting and dreaming of building my own creative projects, he was one of the people I watched very closely! Huge inspiration of mine. I’m sure this landscape hotel will be amazing!
I like to keep my project site signs simple and never mention a date! I will purchase stencils and paint this myself and re-use the RE Agents old sign posts in my goal of bootstrapping this project... I used Claude Design with my Brand Guidelines uploaded for the files.
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Chad is a must follow for design and development. When I was sitting and dreaming of building my own creative projects, he was one of the people I watched very closely! Huge inspiration of mine. I’m sure this landscape hotel will be amazing!
I like to keep my project site signs simple and never mention a date! I will purchase stencils and paint this myself and re-use the RE Agents old sign posts in my goal of bootstrapping this project... I used Claude Design with my Brand Guidelines uploaded for the files.
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It’s funny to me that even several years after @elonmusk bought Twitter and renamed it X, everyone still refers to posting as tweeting.
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How I feel every time someone tells me they are taking on their first ground up real estate development project with no experience.
every week someone tells me they’re going to vibe-code their own @beehiiv alternative over the weekend. wishing them the best, here’s the backlog of things to make sure to include: > 99.3% email delivery rate (industry-leading) > team of deliverability experts with decades of experience > infrastructure to send 3M+ emails per minute > validating every single email submission (1st and 3rd party) > automated bot-detection to prevent spam signups > registering for every mailbox provider’s feedback program > ingesting data from said feedback loops and building suppression lists > tagging every email so gmail reports complaint rates per newsletter > classifying every bounce (hard, soft, mailbox full, DNS failure) and knowing which ones mean “try again” vs. “never again” > three layers of suppression: global, per-publication, and transactional > temporary suppressions that expire on their own, and permanent ones that never do > one-click unsubscribe, the way gmail and yahoo now require it > warming new IPs and domains on a schedule > watching blocklists around the clock, and pulling an IP from rotation the moment it’s listed > retrying deferred mail for 24+ hours before calling it a bounce > blocking disposable, invalid, and typo’d addresses before they ever reach the list > rate limiting every signup endpoint a bot can find > filtering bot clicks out of every report (something we pay an ungodly amount of money for) > an acquisition source on every subscriber > engagement history for every reader, across every post > multiple sender addresses for different emails > custom domain configuration that is aligned with DKIM, SPF, DMARC > a true WYSIWYG editor: what you write is what lands in the inbox, with no HTML required > turning that editor into table-based, inline-styled email HTML that holds up in outlook > real-time collaborative editing, so the whole team can work on the same issue at once > dynamic content: different sections for different readers, all in a single send > separate email and web versions of every post, from one draft > free and premium versions of the same post, split by a paywall break > merge tags that personalize every email, and a simulated subscriber to preview them before you send > templates with saved colors, fonts, and spacing, plus a default style for every post > columns, tables, buttons, blockquotes, sections, file attachments, and a table of contents with anchor links > native embeds for X, youtube, tiktok, instagram, bluesky, stocktwits, and podcast episodes > polls, referral blocks, recommendations, and ad slots, built right into the post > an AI writer, AI images, and a built-in AI agent one keyboard shortcut away > images resized and optimized automatically, however they’re uploaded > a live email-size gauge that warns you before gmail clips your newsletter > custom HTML blocks, cleaned so a stray script tag can’t break your post > automatically hiding anything an inbox can’t handle (video, iframes, audio) in the email version, while keeping it on the web > links and embeds made clickable even in outlook, which ignores links wrapped around tables > vertical alignment in columns, because a layout that looks off by 4px looks broken to readers > converting your newsletter to audio versions for readers who prefer to listen > random cohort sends to randomly split your list to test different content and conversion > slash commands: type “/” and insert any block without touching a menu > markdown and keyboard shortcuts for people who never want to touch a mouse > pasting from google docs with the formatting intact > search and replace across the whole post > comment threads right in the draft, so editors and writers stop living in google docs > footnotes and citations that work in the inbox and on the web > code blocks, for the technical newsletters > an AI writer that rewrites, translates, and fixes spelling and grammar in place > autosave, so a closed tab never costs you a draft > subject line A/B testing, built into the send flow > drag-and-drop images, from your computer, your media library, or a URL > rich-text image captions, plus image titles and alt text for accessibility > audio files that play inline > file attachments, so a PDF can ride along with the issue > sections with their own backgrounds, borders, and spacing > blockquotes with custom borders, colors, and styles > content breaks and dividers that render cleanly in every inbox > a REST API for subscribers, posts, segments, automations, and more > a send API to create and send newsletters programmatically > creating, updating, and deleting subscribers in real time > reading and writing custom fields on any subscriber > tagging subscribers from your own app > enrolling subscribers into automations via API > pulling opens, clicks, and engagement for every post > fetching post HTML rendered for free vs. premium, email vs. web > creating posts from a template, then appending or prepending content > fetching segments and every subscriber in them > managing tiers and premium subscriptions > pulling referral program data and milestones > reading poll and survey responses > pagination that holds up across millions of records > rate limits that protect the platform without blocking real integrations > API keys you can create and revoke anytime > an MCP server so claude, chatgpt, and other AI tools can work inside beehiiv > drafting and editing posts from an AI chat > asking for open rates, CTR, and revenue in plain english > comparing performance across dozens of posts in one request > looking up any subscriber's full history and engagement > building segments by describing them > creating and editing automations > generating AI images straight into your media library > managing website pages, redirects, and SEO > reading and replying to community posts and DMs > reviewing ad offers and ad revenue reports > managing podcast shows and episodes > creating digital products, coupons, and promo codes > running subscriber growth and earnings reports > setting up subject line A/B tests > deliverability by mailbox provider for any post > searching docs without leaving the chat > inviting teammates by email > admin, member, and contributor roles > admins who control billing, exports, integrations, payments, and domains > members with full access minus admin permissions > contributors limited to drafting posts and automations > roles at the workspace or publication level > multiple publications under one workspace > workspace grouping and search for people on multiple teams > multiple authors per post, with bylines > guest authors for one-off contributors > author profiles with bios, avatars, and social links > community roles mapped to workspace roles (admin, manager, moderator) > real-time collaboration and comment threads on every draft > removing access the moment someone leaves > publication transfers between owners, with written consent > secure, single-use magic links to log in from desktop > a no-code website builder on your own custom domain > an AI website builder that works from plain-english prompts or screenshots > AI custom elements for live widgets > drag-and-drop editing, plus HTML access for full control > site-wide theme tokens for fonts, colors, borders, and shadows > global navbar, footer, and signup and login modals > saving sections, blocks, and pages as reusable templates > version history with one-click restore > custom pages with their own SEO settings and paywalls > redirects, so old links never break > custom robots.txt > auto-generated meta titles and descriptions for every post > google news schema > pages up to 80% faster on largest contentful paint > image carousels and grids > youtube blocks that update when you post new videos > an automatic page for every podcast episode > pop-ups and gated content to turn visitors into subscribers > a visual automation builder, no code required > triggers based on signup source, behavior, purchases, and engagement > welcome sequences that start the second someone subscribes > delays and wait steps > branching logic based on subscriber attributes > reusable condition sets across automations > email steps built in the same editor as your newsletter > webhook steps that call your own systems, with automatic retries > enrolling subscribers via API > per-subscriber journey tracking > opens and clicks for every email in every flow > editing a draft version while the live automation keeps running > comparing draft vs. live before you publish changes > reordering steps in bulk > segment conditions based on whether an automation started > product delivery and follow-ups triggered by purchases > selling files, links, guides, templates, and ebooks > memberships and time-based products > 1:1 coaching sessions and appointments > 0% platform fees on every sale > a storefront on your beehiiv website > products sold inside emails and automations > free products that double as lead magnets > product variants > discount codes and promotion codes > product reviews, with moderation > product tags for organizing your catalog > orders dashboard with buyer details > sales totals per product > duplicating a product in one click > automatic delivery the moment someone buys > payouts through stripe > live webinars with up to 10,000 attendees > ticket sales in 10 currencies > native streaming with video, screen sharing, and chat > no zoom required > up to 5 automated reminder emails > calendar invites sent automatically > a recording of every session > selling the replay as its own product > 0% platform fees on tickets > free webinars that grow your list > discount codes on tickets > 1:1 coaching bookings > buyers linked to their subscriber profile > promoting events in your newsletter and on your site > orders and revenue reporting for every event > a community built into your newsletter: channels, posts, and comments > channels that are free or gated to paid tiers > syncing newsletter posts into the community > direct messages between you and members > threaded comments > pinned posts > a moderation queue for reported posts and comments > banning and unbanning members > admin, manager, and moderator roles > inviting subscribers, segments, or specific emails > surfacing your most engaged subscribers to invite first > community metrics: new members, posts, and activity > notification emails with your own from name > channel ordering and a default channel > luma calendar integration for events > discord integration that syncs roles with subscription tiers > native podcast hosting with zero platform fees > distribution to apple podcasts, spotify, and youtube > an automatic webpage for every episode > automatic transcripts > IAB-standard analytics by country, app, and device > bot filtering on downloads > downloads and unique listeners per episode and per show > private feeds for paying subscribers > bundling your podcast with your paid subscription > importing from other hosts with episode GUIDs preserved > RSS redirects so listeners follow you over > scheduled episodes > apple podcasts categories and metadata > podcast players embedded in your posts > a full episode library on your site > webhooks for episode and private-feed events > segments built on behavior, attributes, and engagement > dynamic segments that update automatically > static segments that stay fixed > filtering by acquisition source, including magic links > filtering by custom fields and tags > filtering by subscription tier and paid trial status > filtering by whether an automation started > reusable condition sets > recalculating a segment on demand > sending to a segment, or excluding one > segments that power dynamic content inside a single post > segments as automation conditions > adding a whole segment to a newsletter list > multiple newsletter lists in one publication > exporting any segment > webhooks for new, confirmed, and deleted subscribers > upgrade, downgrade, pause, and resume events > tier created, deleted, paused, and resumed events > newsletter list subscribe and unsubscribe events > post sent, scheduled, and updated events > survey response events > podcast episode published, updated, archived, and deleted events > private podcast feed access events > choosing exactly which events each endpoint receives > a signing secret on every endpoint > automatic retries on failed deliveries > a log of every delivery attempt > manually retrying any failed message > disabling an endpoint without deleting it > versioned payloads > webhook steps inside automations > survey forms with multiple question types > polls that readers answer with one click, right in the inbox > every answer tied to a real subscriber > live poll results > per-question response breakdowns > aggregate results across every survey > individual responses you can browse one by one > webhooks the moment a survey is submitted > survey and poll data available via API > polls on the web and in email > signup flows that send new subscribers through a survey > surveys that tell you what to write next > polls for picking topics, products, and pricing > response data you can turn into segments > no third-party form tool required > a library of professionally designed post templates > custom colors, fonts, and spacing on every template > a default style applied to every new post > content outlines baked into templates > separate email and web styling > theme design tokens per template > duplicating templates in one click > a custom email footer applied to every post > templates with sponsor slots, referral blocks, and recommendations built in > creating posts from templates via API > template changes picked up instantly by API-created posts > website templates > saved sections, blocks, and pages for your site > welcome email templates > templates your whole team shares > the largest native ad network for newsletters > brands like netflix, hubspot, notion, and nike (and 525+ others) > ads available to claim for your upcoming posts > dropping an ad into a post with one click > earnings and payouts reported for every placement > ad revenue reports post by post > a history of every opportunity you accepted or declined > bot-filtered clicks advertisers can trust > custom link parameters for advertiser attribution > brand safety review on every campaign > payouts to your beehiiv wallet > direct sponsorships: selling your own placements > sponsorship products with your own formats and pricing > scheduled sponsor placements with advertiser details > 0% platform fees on paid subscriptions > multiple paid tiers > monthly and annual plans > free trials > paid trials, like $1 for 30 days > metered paywalls, new york times-style > a paywall break inside any post > discount offers > gift subscriptions > group subscriptions: one buyer, many seats > custom group deals for teams and companies > pausing and resuming subscriptions > private podcast feeds and gated community channels as paid perks > payouts through stripe connect > recommendation network with 60K+ active newsletters > getting recommended by thousands of other newsletters > free, reciprocal recommendations > paid recommendations: pay to grow, or get paid to recommend > discovering newsletters to partner with > AI-suggested recommendation partners > applications for paid recommendations, with accept and reject > engagement and spend insights for every partner > pausing, resuming, or ending any partnership > fraud detection on paid recommendations > clawing back payouts for fake subscribers > recommendations inside your newsletter, not just at signup > attribution for every subscriber a partner sends you > one-click subscribes powered by magic links > one-click subscribe links, no form needed > UTM parameters carried through on every link > rate limiting on every request > bot detection and honeypots > a confirmation step only when a click looks suspicious > double opt-in respected > redirecting new subscribers straight to your site > magic links as a filterable acquisition source > links you can drop into other newsletters, socials, and ads > login magic links so paid subscribers can read premium posts > single-use tokens that expire in minutes > rate limits on login requests > protection against timing attacks > logging in on desktop from a link sent to mobile > faster logins across every beehiiv publication > embeddable subscribe forms for any website > full-width, fixed-width, and slim embeds > an attribution script to track where signups come from > custom colors, fonts, and styling > theme design tokens per form > a draft and publish workflow for form changes > comparing draft vs. live before publishing > multiple forms per publication > custom success behavior: a message or a redirect > pop-ups on your beehiiv site > gating posts to subscribers only > readers picking which newsletter lists to join > signup flows that run right after subscribing > bot protection on every submission > forms that work on wordpress, webflow, and anywhere else > a customizable link-in-bio page > hosted on your own beehiiv site and domain > a subscribe form built in > your brand colors, fonts, and buttons > social links for every platform > links to your latest posts > links to your products and paid tiers > a linktree integration that captures newsletter signups > every visitor a potential subscriber > traffic from instagram, tiktok, and X turned into owned email subscribers > visits tracked in your website analytics > signups tagged with their acquisition source > mobile-first design > no third-party link tool required > updated in seconds, from the same dashboard as everything else > real-time website analytics, no third-party tools > traffic by channel > filters for location, device, OS, and referral source > website and newsletter analytics in one place > breakdowns by page, referrer, and more > custom conditions to slice any report > AI crawler and bot analytics: what was served vs. blocked > control over which crawlers can index your site > UTM tracking on every link > custom link parameters at the publication level > an acquisition source on every subscriber > google analytics integration > podcast analytics alongside your site > trends over time > website traffic connected to the subscribers it produced > native integrations with linktree, hubspot, manychat, meta, and dozens of other apps > human support team with a dozen experts ready to assist with whatever you need oh, and besides having to manage all of this on your own indefinitely forever… your vibe-coded solution will still require paying for and stitching together a ton of software: > email sending (sendgrid, amazon SES, postmark) > web hosting (vercel, AWS, render) > database + queue (supabase, neon, RDS) > payments (stripe, memberful) > auth (clerk, auth0, supabase auth) > monitoring + alerting (sentry, datadog, pagerduty) > workflow engine (inngest, temporal, upstash qstash) > bot protection (cloudflare) > email validation (zerobounce, kickbox) > email rendering (litmus, email on acid) > click verification (omnivery) > media storage + CDN (S3, R2, vercel blob) > product analytics (posthog, mixpanel) …but at least you saved $59/mo not paying for @beehiiv anymore 🫡
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I used to agree… But now I feel differently. Having 3 investors is really no different than having 400. 98% are wonderful, low maintenance and happy to be involved, and whatever time you spend dealing with the other 2% pales in comparison to the overall benefits. I’ve also learned so much from so many of my investors, many of whom are brilliant people!
Love this for Robbie, but 400 investors is my literal nightmare. I'd rather make 100k/yr for the rest of my life. I'll never take LP money or any type of minority investors in any business of mine. I need total freedom. It's a tradeoff--my total lifetime earnings will be lower. I'm OK with that.
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Sean Sweeney retweeted
I’ve been studying different housing typologies lately & there’s some incredible stuff happening around the world. But I’m starting to wonder if Americans actually want better housing options, or if we’re so obsessed with the single-family home & yard that we can’t imagine anything else.
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I’ve been studying different housing typologies lately & there’s some incredible stuff happening around the world. But I’m starting to wonder if Americans actually want better housing options, or if we’re so obsessed with the single-family home & yard that we can’t imagine anything else.
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Sean Sweeney retweeted
Before < After
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Before < After
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Sean Sweeney retweeted
I was disappointed to miss Reconvene this week. It’s always been one of my favorite opportunities to catch up with people in the industry, exchange ideas, and make new connections. Hope everyone had a great time. Looking forward to getting back to some of these events next year. One thing I’ve learned after nearly two decades in real estate is that you don’t have to have everything figured out yourself. In fact, some of the most valuable moments in my career have come from conversations with people who see the world differently than I do. People who’ve built bigger businesses. People who’ve taken different paths. People who’ve succeeded in areas where I have very little experience. I’ve been having more of those conversations lately, and it’s reminded me just how much knowledge and experience exists within the relationships I’ve built over the years. It’s easy to get so focused on your own projects and problems that you forget to look up and see what everyone else is doing. But sometimes a 30-minute conversation with the right person can be more valuable than weeks of trying to figure something out on your own. One of the best investments you can make in your career is building genuine relationships with interesting, capable people. And then actually maintaining them.
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I was disappointed to miss Reconvene this week. It’s always been one of my favorite opportunities to catch up with people in the industry, exchange ideas, and make new connections. Hope everyone had a great time. Looking forward to getting back to some of these events next year. One thing I’ve learned after nearly two decades in real estate is that you don’t have to have everything figured out yourself. In fact, some of the most valuable moments in my career have come from conversations with people who see the world differently than I do. People who’ve built bigger businesses. People who’ve taken different paths. People who’ve succeeded in areas where I have very little experience. I’ve been having more of those conversations lately, and it’s reminded me just how much knowledge and experience exists within the relationships I’ve built over the years. It’s easy to get so focused on your own projects and problems that you forget to look up and see what everyone else is doing. But sometimes a 30-minute conversation with the right person can be more valuable than weeks of trying to figure something out on your own. One of the best investments you can make in your career is building genuine relationships with interesting, capable people. And then actually maintaining them.
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Sean Sweeney retweeted
Be like Ken. 👏🏻👏🏻 “I was scared for my financial life but also convicted that one person was responsible for my family's financial success. ME.”
2009. Bear Sterns had failed and the economic world was ending. So was mine. Big debt including credit cards (so stupid), cars and a huge mortgage. Young kids. An economic crisis at the Ashley household. Fear ruled over my wife and me. Trouble sleeping. Did I mention fear? I decided NO MORE. Fear needed to hit the trash can. I attacked the phones for 9 months which generated exceptional business. I was scared for my financial life but also convicted that one person was responsible for my family's financial success. ME. Calls led to meetings and then pitches which led to deals. In a market where nothing was moving, I slugged it out and found business. I closed one of the largest deals of my career in 2012. And with the winnings of the business development assault...we slowly but surely paid down our debt. It took years of discipline and saying "no" to buying more stuff. 2026? Totally debt free including the house. You can keep your 3% mortgage, but I owe the man nothing. I sleep like a baby at night. And I still attack the phones today. Nothing is stopping me! I feel like like a million bucks (and maybe more ;)) And fear is no longer my master. I am. Along with God. Onward!
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Be like Ken. 👏🏻👏🏻 “I was scared for my financial life but also convicted that one person was responsible for my family's financial success. ME.”
2009. Bear Sterns had failed and the economic world was ending. So was mine. Big debt including credit cards (so stupid), cars and a huge mortgage. Young kids. An economic crisis at the Ashley household. Fear ruled over my wife and me. Trouble sleeping. Did I mention fear? I decided NO MORE. Fear needed to hit the trash can. I attacked the phones for 9 months which generated exceptional business. I was scared for my financial life but also convicted that one person was responsible for my family's financial success. ME. Calls led to meetings and then pitches which led to deals. In a market where nothing was moving, I slugged it out and found business. I closed one of the largest deals of my career in 2012. And with the winnings of the business development assault...we slowly but surely paid down our debt. It took years of discipline and saying "no" to buying more stuff. 2026? Totally debt free including the house. You can keep your 3% mortgage, but I owe the man nothing. I sleep like a baby at night. And I still attack the phones today. Nothing is stopping me! I feel like like a million bucks (and maybe more ;)) And fear is no longer my master. I am. Along with God. Onward!
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Sean Sweeney retweeted
Pissed about this. A decent portion of my day is spent on phone, online, using AI, etc, but this is unacceptable. Shooting to hit 8 hours this week.
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Pissed about this. A decent portion of my day is spent on phone, online, using AI, etc, but this is unacceptable. Shooting to hit 8 hours this week.
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