Strategic Management Openings - San Diego-Based, Investor-Aligned

Strategic Management Openings - San Diego-Based, Investor-Aligned

Member since 2025 · 5 posts · 0 votes

Hi all,

I’ve been managing short and mid-term rentals in San Diego for several years, working closely with individual homeowners to help them optimize their property performance. My portfolio has stayed intentionally boutique, and I’ve built it around strong systems, high-touch service, and long-term relationships.

Recently, a few of my properties have transitioned (owners moving back in or converting to long-term tenants), which has opened up some space in my portfolio. I’m thinking more intentionally now about aligning with real estate investors, ideally those who are scaling portfolios and might be looking for more consistency across management.

That said, I’ve mostly worked with single-property owners so far. I’d love to hear from anyone who’s made the shift from managing for individual owners to partnering with investors. How did you approach those first few connections? Any tips on where investors look for strategic partners like managers, or what resonates most with them in early conversations?

I'm based in San Diego but open to expanding into other strong STR markets, especially if the fit is right. I'd appreciate any insight from those who've been down this road, whether from the management side or the investor side.

Thanks in advance!

– Sarah

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Michael BaumPro Member
Olympia, WA · Member since 2016 · 8k+ posts · 7k+ votes
1y

This feels suspiciously like an advertisement....

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  • Patrick OsterlingBusiness Member
    California/Nevada · Member since 2021 · 54 posts · 41 votes
    1y

    We've helped a few investor clients find STR deals in our market, then we design and take over management, and the owners sit back and collect a 15-20% CoC return. From our experience, investors will take a swing if you show them the numbers pencil out, and if they trust you as an operator. A good track record also helps, and good STR calculator helps. If you can show them the big picture (CoC return, loan pay down, appreciation, tax benefits etc.), with the right property and market, it's pretty compelling.

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  • Dan H.Pro Member
    Investor · Poway, CA · Member since 2015 · 7k+ posts · 8k+ votes
    1y

    The issue I see with targeting high unit count investors is at what unit count does it make sense to bring the management in house? I have a modest number of STRs in San Diego and have considered bringing the management in house (we already have the LTR unit management in house). Note this consideration is not due to me being dissatisfied with either of my local STR PMs (I am satisfied with both my current PMs, I fired a PM a few Years ago), but that it can make financial sense.

    I personally think at 5 STR units it may make sense to consider to bring in house (5 STR units $400k to $600k income). Certainly by 10 STR units it probably should be in house.

    Good luck

  • Michael BaumPro Member
    Olympia, WA · Member since 2016 · 8k+ posts · 7k+ votes
    1y

    This feels suspiciously like an advertisement....

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