Upcoming Meetups

    • Wed, November 10, 2021
    • 5:00 PM - 6:30 PM
    • Zoom
    • 53


    It's been another year!  The pandemic continues, the kids are back in school (more or less), tax payments got delayed again, Federal support arrived for some and additional support appears to be stalled in Congress once again.

    • What changes can you expect in the 2021 tax year? 
    • What future opportunities might you not be aware of? 

      Find out from our panel of tax experts. We have three tax mavens lined up to cover all this and more. These gals are very familiar with short term rentals and all have presented to our group in the past. 

        Our panelists will begin with brief introductions and then we'll dive right in to what is on your mind. No doubt you have a few questions.

        Use the Click Here link below to share your question(s) before the meet-up. They will be first up. This portal will remain open until 4pm on Nov, 10. 

        Our Panel includes:

        Stephanie Solomon, is an Enrolled Agent, Oregon Licensed Tax Preparer, California Tax Education Council Registered Tax Preparer, NY Tax Preparer with Block Advisors.

        Stephanie has been preparing taxes for over a decade. She specializes in multi-state, international and complex returns including small business, rental and other passive income streams and trusts and estates. She is also a long time Host2Host member and has many Short-Term Rental hosts among her clients. 

        Jaydra Perfetti is a Certified Fraud Examiner, a Private Investigator, an IRS Enrolled Agent, and an OR Licensed Tax Consultant.  She spent over a decade working for IRS, auditing individuals and businesses, and conducting fraud investigations. 

        In 2017 she left the service and founded Paper Investigator Inc, where her current practice focuses on forensic accounting, financial investigation, and tax consulting.  Jaydra’s personal mission is to solve problems, help people, and make the world a better place. 

        Eve Davis holds the Enrolled Agent status awarded by the IRS and is an Oregon Licensed Tax Consultant. She started her career as a tax preparer in 1996 and has owned and operated In or Out Tax Service Inc. for 22 years. 

        She works with hundreds of clients  

        who operate short term rentals. And strives to help clients understand what they can and can’t deduct and what records to keep, in a language the non-accountant can understand!

        Virtual Meet-up Pricing:

        • Host2Host Members - Free 
        • Guests of Host2Host Members - $5
        • Non Members - $15

          Become a Host2Host Member the day of the meet-up and we'll deduct your meet-up fee from membership.


          Host2Host supports the individual home-sharing host who is committed to build community, through education, advocacy & professional hospitality.


          Video & Photo Release:  Host2Host takes video and pictures at its events for use in its newsletter, website, social media sites and other marketing, as deemed appropriate. By attending this event, you consent to this activity and grant Host2Host unrestricted use of your image. If youdo not agree, please do not attend the meeting.

          Disclaimer: As part of our Meet-ups and other events, Host2Host may invite individuals to present information on topics of interest as a service to our members. The views they express are their own. Host2Host makes no recommendation or endorsement of the views presented.

        Past Meetups

        Wed, September 29, 2021 Airbnb presents - Product Updates & Refugee Program
        Wed, September 15, 2021 Peer to Peer Discussion of Airbnb Platform Changes
        Thu, July 15, 2021 Travel Portland presents: This is Portland!
        Thu, June 10, 2021 City of Portland STR Tax Use & PTR Meet-up
        Tue, May 11, 2021 Business Affiliate Member Showcase Meet-up
        Tue, April 13, 2021 Understanding Niche Listing Sites Meet-up
        Tue, March 09, 2021 Guest Screening in a Changing Landscape Meet-up
        Wed, February 10, 2021 HostGPO - New Member Benefit - Free to all
        Tue, January 12, 2021 Hopes and Plans for 2021 Meet-up
        Tue, December 08, 2020 Bon Voyage 2020! Happy Hour & Gift Giveaway - Free!
        Tue, November 10, 2020 Get Your Taxes in Order!
        Mon, October 12, 2020 A Conversation with Airbnb
        Tue, September 22, 2020 Are You Covered? STR Insurance Panel
        Tue, August 18, 2020 Build a Direct Booking Business
        Tue, July 21, 2020 Is it Time to Host Again?
        Tue, June 09, 2020 The ABC's of Short, Mid & Long-Term Rentals
        Wed, May 20, 2020 Navigating Our Emotions Through a Pandemic
        Mon, April 20, 2020 Lessons from "Mr. Clean" Virtual Meet-up
        Wed, April 15, 2020 Virtual Stimulus Package Meet-up
        Wed, March 11, 2020 Postponed: Are You Covered? STR Insurance Panel of Experts
        Thu, February 20, 2020 Airbnb Experiences: Unique Activities Hosted By Locals
        Thu, January 09, 2020 House Rules, Boundaries & Spin Laundry Tour
        Tue, December 10, 2019 Time to Get Your Taxes in Order!
        Tue, November 12, 2019 Short-Term Rental Platform Changes & General Membership Meeting
        Thu, September 19, 2019 Legal & Regulatory Issues Meet-up
        Tue, August 20, 2019 Homeless in our Community Meet-up
        Wed, July 17, 2019 Meet, Munch & Mingle - Potluck Picnic and Campfire
        Sat, June 29, 2019 Touch Stay Digital Guidebook Meet-up
        Thu, May 16, 2019 Travel Portland Greets Host2Host Meet-up
        Tue, April 09, 2019 Tapping Into Cannabis Tourism Meetup
        Tue, February 12, 2019 Passthrough Registration Process Meetup
        Tue, January 08, 2019 Get Ready for the New Tax Year! Meet-Up
        Wed, November 14, 2018 Understanding Implicit Bias
        Tue, September 18, 2018 Co-Host Collaborative
        Wed, August 22, 2018 The Future of Urban Living with a Dweller ADU
        Mon, July 16, 2018 gHost Stories and "Our Best Guest" Open Mic
        Tue, May 15, 2018 New Hosts + Experienced Hosts Meet & Greet sponsored by H2H and Airbnb
        Tue, April 17, 2018 A Beautiful Space To Share
        Wed, March 14, 2018 “Proposed Policy Changes from Portland’s City Hall: How Will They Impact You?”
        Mon, January 15, 2018 Bedbug Horrors!
        Thu, November 16, 2017 Taxes, Taxes, Taxes!
        Tue, October 17, 2017 Diversity & Anti-discrimination
        Sat, October 14, 2017 Speed Hosting
        Wed, September 06, 2017 Airbnb Experiences
        Wed, August 16, 2017 Service Animals
        Tue, July 18, 2017 Hostfully; Co-hosting
        Mon, June 19, 2017 Are you ready for the HOT SEAT
        Tue, February 21, 2017 Instant Book
        Mon, February 13, 2017 Tax Time
        Tue, January 24, 2017 Insurance
        Mon, December 19, 2016 Properly Housecleaning Workshop
        Tue, November 29, 2016 Showcase your Space
        Tue, October 04, 2016 Get Properly
        Tue, August 16, 2016 Travel Portland
        Mon, July 11, 2016 Airbnb Insurance & Reviews
        Wed, June 22, 2016 Let's Have a Mash-up
        Wed, May 11, 2016 Sex, Drugs & Rock & Roll
        Tue, April 19, 2016 Taking your Hosting Experience up a Notch!
        Wed, March 23, 2016 When Things Go Wrong
        Thu, February 25, 2016 PDX Registration Q&A
        Wed, January 20, 2016 Tax Talk w/ H&R Block
        Thu, December 10, 2015 Airbnb Paris Experiences
        Thu, October 15, 2015 Meet Airbnb HQ
        Mon, September 14, 2015 Open Topic Month
        Mon, August 17, 2015 Goal Setting Discussion
        Tue, July 14, 2015 Hosts Problemsolving Session
        Tue, June 23, 2015 Trust & Safety
        Thu, May 28, 2015 Do you Twitter?
        Tue, April 21, 2015 Locks & Security Issues
        Mon, March 23, 2015 Reviews for/by Hosts & Guests
        Wed, February 25, 2015 Amenities & Reviews
        Wed, January 28, 2015 Licensing & Permitting Workshop
        Wed, December 17, 2014 Just meet us there - our first meet-up
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